CN110343141B - Preparation method and application of high-content mogroside monomer product - Google Patents
Preparation method and application of high-content mogroside monomer product Download PDFInfo
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- CN110343141B CN110343141B CN201910661628.9A CN201910661628A CN110343141B CN 110343141 B CN110343141 B CN 110343141B CN 201910661628 A CN201910661628 A CN 201910661628A CN 110343141 B CN110343141 B CN 110343141B
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- mogroside
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- 229930189775 mogroside Natural products 0.000 title claims abstract description 97
- 239000000178 monomer Substances 0.000 title claims abstract description 77
- 238000002360 preparation method Methods 0.000 title claims abstract description 21
- 239000012528 membrane Substances 0.000 claims abstract description 129
- 238000001035 drying Methods 0.000 claims abstract description 88
- 238000001728 nano-filtration Methods 0.000 claims abstract description 81
- 239000000919 ceramic Substances 0.000 claims abstract description 75
- 238000001914 filtration Methods 0.000 claims abstract description 39
- 238000000034 method Methods 0.000 claims abstract description 37
- 239000000706 filtrate Substances 0.000 claims abstract description 32
- 239000000047 product Substances 0.000 claims abstract description 29
- 238000004237 preparative chromatography Methods 0.000 claims abstract description 23
- 230000001376 precipitating effect Effects 0.000 claims abstract description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 16
- 238000007865 diluting Methods 0.000 claims abstract description 14
- 238000010790 dilution Methods 0.000 claims abstract description 12
- 239000012895 dilution Substances 0.000 claims abstract description 12
- 239000012465 retentate Substances 0.000 claims abstract description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 208
- 239000003480 eluent Substances 0.000 claims description 173
- 238000012856 packing Methods 0.000 claims description 70
- GHBNZZJYBXQAHG-KUVSNLSMSA-N (2r,3r,4s,5s,6r)-2-[[(2r,3s,4s,5r,6r)-6-[[(3s,8s,9r,10r,11r,13r,14s,17r)-17-[(2r,5r)-5-[(2s,3r,4s,5s,6r)-4,5-dihydroxy-3-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy Chemical compound C([C@H]1O[C@H]([C@@H]([C@@H](O)[C@@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@H](CC[C@@H](C)[C@@H]1[C@]2(C[C@@H](O)[C@@]3(C)[C@H]4C(C([C@@H](O[C@H]5[C@@H]([C@@H](O)[C@H](O)[C@@H](CO[C@H]6[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O6)O)O5)O)CC4)(C)C)=CC[C@H]3[C@]2(C)CC1)C)C(C)(C)O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O GHBNZZJYBXQAHG-KUVSNLSMSA-N 0.000 claims description 65
- TVJXHJAWHUMLLG-UHFFFAOYSA-N mogroside V Natural products CC(CCC(OC1OC(COC2OC(CO)C(O)C(O)C2OC3OC(CO)C(O)C(O)C3O)C(O)C(O)C1O)C(C)(C)O)C4CCC5(C)C6CC=C7C(CCC(OC8OC(COC9OC(CO)C(O)C(O)C9O)C(O)C(O)C8O)C7(C)C)C6(C)C(O)CC45C TVJXHJAWHUMLLG-UHFFFAOYSA-N 0.000 claims description 65
- 239000007787 solid Substances 0.000 claims description 61
- 239000000287 crude extract Substances 0.000 claims description 49
- 235000011171 Thladiantha grosvenorii Nutrition 0.000 claims description 41
- 239000000243 solution Substances 0.000 claims description 38
- WRPAFPPCKSYACJ-ZBYJYCAASA-N (2r,3r,4s,5s,6r)-2-[[(2r,3s,4s,5r,6r)-6-[[(3s,8r,9r,10s,11r,13r,14s,17r)-17-[(5r)-5-[(2s,3r,4s,5s,6r)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-hydroxy-6-methylheptan-2-yl]-11-hydrox Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@H](CCC(C)[C@@H]1[C@]2(C[C@@H](O)[C@@]3(C)[C@@H]4C(C([C@@H](O[C@H]5[C@@H]([C@@H](O)[C@H](O)[C@@H](CO[C@H]6[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O6)O)O5)O)CC4)(C)C)=CC[C@@H]3[C@]2(C)CC1)C)C(C)(C)O)[C@H]1O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O WRPAFPPCKSYACJ-ZBYJYCAASA-N 0.000 claims description 33
- 229930191869 mogroside IV Natural products 0.000 claims description 33
- OKGRRPCHOJYNKX-UHFFFAOYSA-N mogroside IV A Natural products C1CC2(C)C3CC=C(C(C(OC4C(C(O)C(O)C(COC5C(C(O)C(O)C(CO)O5)O)O4)O)CC4)(C)C)C4C3(C)C(O)CC2(C)C1C(C)CCC(C(C)(C)O)OC(C(C(O)C1O)O)OC1COC1OC(CO)C(O)C(O)C1O OKGRRPCHOJYNKX-UHFFFAOYSA-N 0.000 claims description 33
- WRPAFPPCKSYACJ-UHFFFAOYSA-N mogroside IV E Natural products C1CC2(C)C3CC=C(C(C(OC4C(C(O)C(O)C(COC5C(C(O)C(O)C(CO)O5)O)O4)O)CC4)(C)C)C4C3(C)C(O)CC2(C)C1C(C)CCC(C(C)(C)O)OC1OC(CO)C(O)C(O)C1OC1OC(CO)C(O)C(O)C1O WRPAFPPCKSYACJ-UHFFFAOYSA-N 0.000 claims description 33
- 238000010828 elution Methods 0.000 claims description 32
- 238000011068 loading method Methods 0.000 claims description 30
- KYVIPFHNYCKOMQ-YMRJDYICSA-N (2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-[[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-[(3r,6r)-2-hydroxy-6-[(3s,8s,9r,10r,11r,13r,14s,17r)-11-hydroxy-4,4,9,13,14-pentamethyl-3-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,1 Chemical compound C([C@H]1O[C@H]([C@@H]([C@@H](O)[C@@H]1O)O)O[C@H](CC[C@@H](C)[C@@H]1[C@]2(C[C@@H](O)[C@@]3(C)[C@H]4C(C([C@@H](O[C@H]5[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O5)O)CC4)(C)C)=CC[C@H]3[C@]2(C)CC1)C)C(C)(C)O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O KYVIPFHNYCKOMQ-YMRJDYICSA-N 0.000 claims description 29
- KYVIPFHNYCKOMQ-UHFFFAOYSA-N Mogroside III Natural products C1CC2(C)C3CC=C(C(C(OC4C(C(O)C(O)C(CO)O4)O)CC4)(C)C)C4C3(C)C(O)CC2(C)C1C(C)CCC(C(C)(C)O)OC(C(C(O)C1O)O)OC1COC1OC(CO)C(O)C(O)C1O KYVIPFHNYCKOMQ-UHFFFAOYSA-N 0.000 claims description 29
- LTDANPHZAHSOBN-IPIJHGFVSA-N (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[[(3S,8R,9R,10S,11R,13R,14S,17R)-17-[(2R,5R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-hydroxy-6-methylheptan-2-yl]-11-hydroxy-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol Chemical compound C([C@H]1O[C@H]([C@@H]([C@@H](O)[C@@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@H](CC[C@@H](C)[C@@H]1[C@]2(C[C@@H](O)[C@@]3(C)[C@@H]4C(C([C@@H](O[C@H]5[C@@H]([C@@H](O)[C@H](O)[C@@H](CO[C@H]6[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O6)O)O5)O[C@H]5[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O5)O)CC4)(C)C)=CC[C@@H]3[C@]2(C)CC1)C)C(C)(C)O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O LTDANPHZAHSOBN-IPIJHGFVSA-N 0.000 claims description 28
- XJIPREFALCDWRQ-UYQGGQRHSA-N (2r,3r,4s,5s,6r)-2-[[(2r,3s,4s,5r,6s)-3,4-dihydroxy-6-[(3r,6r)-2-hydroxy-6-[(3s,8s,9r,10r,11r,13r,14s,17r)-11-hydroxy-4,4,9,13,14-pentamethyl-3-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,7,8,10,11,12,15,16,17-decahydro-1h-cyclop Chemical compound C([C@H]1O[C@H]([C@@H]([C@@H](O)[C@@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@H](CC[C@@H](C)[C@@H]1[C@]2(C[C@@H](O)[C@@]3(C)[C@H]4C(C([C@@H](O[C@H]5[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O5)O)CC4)(C)C)=CC[C@H]3[C@]2(C)CC1)C)C(C)(C)O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O XJIPREFALCDWRQ-UYQGGQRHSA-N 0.000 claims description 26
- XJIPREFALCDWRQ-UHFFFAOYSA-N siamenoside I Natural products C1CC2(C)C3CC=C(C(C(OC4C(C(O)C(O)C(CO)O4)O)CC4)(C)C)C4C3(C)C(O)CC2(C)C1C(C)CCC(C(C)(C)O)OC(C(C(O)C1O)OC2C(C(O)C(O)C(CO)O2)O)OC1COC1OC(CO)C(O)C(O)C1O XJIPREFALCDWRQ-UHFFFAOYSA-N 0.000 claims description 26
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- DRSKVOAJKLUMCL-MMUIXFKXSA-N u2n4xkx7hp Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(O)=O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O DRSKVOAJKLUMCL-MMUIXFKXSA-N 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 239000001717 vitis vinifera seed extract Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- SASUFNRGCZMRFD-JCUIILOWSA-N withanolide D Chemical compound C1C(C)=C(C)C(=O)O[C@H]1[C@](C)(O)[C@@H]1[C@@]2(C)CC[C@@H]3[C@@]4(C)C(=O)C=C[C@H](O)[C@@]54O[C@@H]5C[C@H]3[C@@H]2CC1 SASUFNRGCZMRFD-JCUIILOWSA-N 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- BLGXFZZNTVWLAY-SCYLSFHTSA-N yohimbine Chemical compound C1=CC=C2C(CCN3C[C@@H]4CC[C@H](O)[C@@H]([C@H]4C[C@H]33)C(=O)OC)=C3NC2=C1 BLGXFZZNTVWLAY-SCYLSFHTSA-N 0.000 description 1
- 229960000317 yohimbine Drugs 0.000 description 1
- AADVZSXPNRLYLV-UHFFFAOYSA-N yohimbine carboxylic acid Natural products C1=CC=C2C(CCN3CC4CCC(C(C4CC33)C(O)=O)O)=C3NC2=C1 AADVZSXPNRLYLV-UHFFFAOYSA-N 0.000 description 1
- 229940106668 yucca extract Drugs 0.000 description 1
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/30—Artificial sweetening agents
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/30—Artificial sweetening agents
- A23L27/33—Artificial sweetening agents containing sugars or derivatives
- A23L27/34—Sugar alcohols
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J17/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, having an oxygen-containing hetero ring not condensed with the cyclopenta(a)hydrophenanthrene skeleton
- C07J17/005—Glycosides
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
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- Proteomics, Peptides & Aminoacids (AREA)
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- General Health & Medical Sciences (AREA)
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- Medicines Containing Plant Substances (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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Abstract
A preparation method of a high-content mogroside monomer product comprises the following steps: (1) dispersing and dissolving; (2) precipitating and precisely filtering; (3) dilution and nanofiltration: diluting the ceramic membrane filtrate with water, filtering with a nanofiltration membrane, and collecting nanofiltration membrane retentate; (4) preparing a chromatographic sample; (5) eluting and collecting the preparative chromatography; (6) concentrating and drying. The invention also comprises the application of the high-content mogroside monomer product in preparing a compound sweetener. The method has the advantages of simple process, environmental protection, high content of each monomer of the mogroside in the product, high yield and suitability for industrial production.
Description
Technical Field
The invention relates to a preparation method of mogroside, in particular to a preparation method and application of a high-content mogroside monomer product.
Background
The momordica grosvenori is a specific plant in China, is mainly produced in the Lingui county and the Yongfu county in the Guilin city, is praised as the immortal fruit by people, and is a famous and precious Chinese medicinal material which is firstly published by the Ministry of health and can be used as medicine and food. The fruits and leaves of the momordica grosvenori contain momordica grosvenori triterpenoid saponin, and a large amount of fructose, more than ten kinds of essential amino acids for human bodies, fatty acid, flavonoid compounds, vitamin C, trace elements and the like. The mogroside is used as the main component of the grosvenor momordica fruit sweetener, is triterpene glucoside with sweet taste, has the sweetness 300 times that of cane sugar at most, does not generate heat, is a valuable raw material in the beverage and candy industries, and is the best substitute of the cane sugar. The fructus momordicae tea can prevent various diseases by being drunk frequently, and is suitable for patients with excessive phlegm and cough and pertussis. The momordica grosvenori is not only a traditional Chinese medicine for relieving cough and reducing sputum, but also a tea drink with sweet taste, and has the specific effects of: clearing heat, moistening lung, relieving sore throat, relieving constipation, improving immunity, protecting liver, inhibiting bacteria, reducing blood sugar, and resisting tumor.
The mogroside is safe and nontoxic as a low-calorie, high-sweetness, non-nutritive and non-fermented sweetener and used as food, and is specified in the national mandatory standard GB2760 food additive use standard, and the mogroside can be used for various foods without limitation.
The types and content specifications of common momordica grosvenori extracts in the market at present are generally mogroside V, and the content is less than or equal to 50%. The mogroside V products with the content of more than 50 percent and other mogroside products except the mogroside V are few. This is mainly due to the limitations of production techniques, and although there are literature reports disclosing methods for producing high-content mogroside V, these techniques only remain in the laboratory stage and are not feasible for mass industrialization. In addition, the reports of the separation and purification of other mogrosides (namely, 11-O-mogroside V, mogroside VI, siamenoside I, mogroside IV and mogroside III) except for mogroside V, especially the industrial preparation method, are not seen yet.
CN107936079A discloses a method for preparing high-purity mogroside V, which takes fresh grosvenor momordica as raw material, and obtains the mogroside V product with the content of 65-68% by pretreatment, countercurrent extraction, multi-stage filtration, decoloration by strong-base anion exchange resin, concentration and drying. Although the method has an extraction process, the method does not have a process of enriching mogroside V, and the subsequent treatment completely depends on the removal of impurities to improve the content of mogroside V. In the process of removing impurities, mogroside V also runs the risk of being removed along with the impurities, and therefore, the yield of the process and the mogroside V content in the product are low.
CNCN104892717A discloses an industrial-grade preparation liquid chromatography separation method of mogroside V, which takes a crude product of grosvenor momordica fruit as a raw material, and obtains the mogroside V with the purity of more than or equal to 95 percent through the steps of dissolving and filtering, centrifugal ultrafiltration, preparation liquid chromatography separation, concentration, drying and the like. The method can only prepare a high-content mogroside monomer.
CN106967142A discloses a method for simultaneously extracting mogroside V, mogroside VI and 11-O-base glycoside V, which takes refined mother liquor of mogroside V as a raw material and obtains three high-content monomers of mogroside V, mogroside VI and 11-O-base glycoside V through the steps of n-butanol extraction, concentration and crystallization, polyamide chromatography, gradient elution, concentration, drying and the like. The method can only prepare three high-content mogroside monomers, and can not obtain the rest three mogroside monomers, namely siamenoside I, mogroside IV and mogroside III.
At present, reports about methods for simultaneously extracting and preparing high-content mogroside monomers (namely 11-O-mogroside V, mogroside VI, siamenoside I, mogroside IV and mogroside III) and compound sweeteners are not found.
Disclosure of Invention
The invention aims to solve the technical problem of overcoming the defects in the prior art and provide the preparation method of the high-content mogroside monomer product, which has the advantages of simple process, strong operability, no pollution, no use of toxic and harmful chemical solvents, environmental friendliness, high monomer content and high yield of the mogroside in the product and is suitable for industrial production. Meanwhile, the compound sweetener prepared from the high-content mogroside monomer is provided.
The technical scheme adopted by the invention for solving the technical problems is as follows: a preparation method of high-content mogroside comprises the following steps:
(1) dispersing and dissolving: adding ethanol into the crude extract of the momordica grosvenori, stirring and dispersing to obtain ethanol mixed solution of the crude extract of the momordica grosvenori;
(2) precipitation and microfiltration: standing the mixed ethanol solution of the crude extract of the momordica grosvenori obtained in the step (1), precipitating, separating out insoluble substances, precisely filtering by using a ceramic membrane, and collecting filtrate of the ceramic membrane;
(3) dilution and nanofiltration: diluting the ceramic membrane filtrate obtained in the step (2) with water, filtering with a nanofiltration membrane, and collecting nanofiltration membrane retentate;
(4) loading of preparative chromatography: loading the nanofiltration membrane trapped fluid obtained in the step (3) to a preparative chromatographic column filled with chromatographic packing;
(5) elution and collection of preparative chromatography: eluting the preparative chromatographic column in the step (4) by using an eluent, and collecting the eluents of different time periods in sections;
(6) concentration and drying: and (5) respectively concentrating and drying the eluates obtained in the step (5) in different time periods to obtain different high-content mogroside monomers.
Preferably, in the step (1), the content of the total mogrosides in the crude extract of momordica grosvenori is 20 to 95 percent by mass, wherein the content of mogroside V is 25 to 70 percent by mass.
Preferably, in the step (1), the volume percentage concentration of the ethanol is 60-90%, the ratio of the volume of the ethanol to the weight of the crude extract of momordica grosvenori is 5-10, the volume usage unit of the ethanol is L, and the weight kg of the crude extract of momordica grosvenori is obtained. Research shows that when the concentration of the ethanol is higher, the effect of dispersing and dissolving the crude extract of the momordica grosvenori is better: the first is that total saponin in the grosvenor momordica crude extract can be dissolved in ethanol to the utmost extent, and the second is that high-concentration ethanol can not dissolve macromolecular substances such as pectin and protein, so that the macromolecular substances such as pectin and protein in the grosvenor momordica crude extract are suspended in the high-concentration ethanol solution, and the impurities dissolved in the solution are reduced, thereby reducing the difficulty of subsequent chromatographic separation. If the volume percentage concentration of the ethanol is too low, macromolecular substances such as pectin, protein and the like are partially dissolved in the ethanol, and the aims of thoroughly suspending and dissociating impurities such as pectin, protein and the like cannot be fulfilled; if the volume percentage concentration of the ethanol is too high, the momordica grosvenori total saponins can not be fully dissolved. If the dosage of the high-concentration ethanol is too small, the momordica grosvenori total saponins can not be fully dissolved; if the dosage of the high-concentration ethanol is too much, the waste of materials and energy sources is caused.
Preferably, in the step (2), the standing and precipitating time is 0.5-2.0 hours. The purpose of standing precipitation is to sufficiently separate out and precipitate high-molecular substances such as pectin, protein and the like which are insoluble in ethanol. If the standing and precipitating time is too short, the precipitation of macromolecular substances such as pectin, protein and the like is not thorough; if the standing and precipitating time is too long, the production period is prolonged.
Preferably, in the step (2), the ceramic membrane is made of zirconia, alumina or titania, the pore diameter of the ceramic membrane is 0.1-1.0 μm, and the pressure for precision filtration is 0.1-0.3 Mpa. The purpose of using ceramic membrane precise filtration is to remove macromolecular substances such as pectin, protein and the like precipitated and settled in an ethanol solution.
Preferably, in the step (3), the amount of the added water is 0.5 to 4 times (more preferably 1 to 3 times) the volume of the ceramic membrane filtrate; in the diluted ceramic membrane filtrate, the volume fraction of the ethanol is 10-50%. And (3) diluting the ceramic membrane filtrate by using water, wherein the purpose of diluting the ceramic membrane filtrate is to reduce the volume fraction of ethanol in the ceramic membrane filtrate, so that the volume fraction of ethanol in the diluted low-ceramic membrane filtrate is consistent with the volume fraction of ethanol in the eluent used in the subsequent step (5).
Preferably, in the step (3), the molecular weight cut-off of the nanofiltration membrane is 300-1000 Da (more preferably 500-800 Da), and the pressure of the nanofiltration is 0.4-0.6 Mpa. The purpose of nanofiltration is to remove small molecular substances (from crude extract of fructus momordicae) such as glucose, fructose and inorganic salts in the low-ceramic membrane filtrate. If the molecular weight cut-off of the nanofiltration membrane is too low or the pressure of nanofiltration is too low, small molecular substances such as glucose, fructose and inorganic salts cannot permeate the nanofiltration membrane to be removed; if the trapped molecular weight of the nanofiltration membrane is too large or the pressure of nanofiltration is too large, the total saponins of momordica grosvenori can permeate the nanofiltration membrane, and the loss of the total saponins of momordica grosvenori is caused.
Preferably, in the step (4), the preparative chromatographic column is a low-pressure, medium-pressure or high-pressure compressed column, and the column pressure is 0.1Mpa to 50Mpa (more preferably, 0.5 to 35Mpa, and still more preferably, 35 Mpa).
Preferably, in the step (4), the type of the chromatographic packing is C4, C6, C8, C12 or C18, and the particle size of the chromatographic packing is 5-30 μm.
Preferably, in the step (4), the amount of the chromatographic packing is 5-20 times of the weight of the crude extract of momordica grosvenori. The method comprises the steps of loading a nanofiltration membrane trapped fluid to a preparative chromatographic column filled with chromatographic packing, and adsorbing and enriching momordica grosvenori total saponins in the nanofiltration membrane trapped fluid in the preparative chromatographic column. If the amount of the chromatographic packing is too small, the total mogrosides cannot be completely adsorbed, so that the elution yield of each single mogroside component is low; if the amount of the chromatographic packing is too much, not only can resources be wasted, but also the difficulty of elution is increased, the time of elution is prolonged, and waste is caused.
Preferably, in the step (4), the ratio of height to diameter of the chromatographic packing packed in the column is 1-20: 1 (preferably 2.5-11: 1).
Preferably, in the step (4), the flow speed of the sample loading is 5-20 BV/h (more preferably 8-13 BV/h); 1BV = packed column volume of chromatography packing.
Preferably, in the step (5), the eluent is an ethanol-water solution, wherein the volume fraction of ethanol is 10% to 50%. The purpose of eluting the preparative chromatographic column by using the ethanol-water solution is to sequentially elute the mogroside monomers adsorbed in the preparative chromatographic column and collect the monomer in sections, thereby obtaining single high-content mogroside monomers. If the volume fraction of the ethanol is too small, a plurality of mogroside monomers adsorbed in the preparative chromatographic column cannot be desorbed; if the volume fraction of the ethanol is too large, a plurality of mogroside monomers adsorbed in the preparative chromatographic column can be rapidly desorbed, different mogroside monomers can be simultaneously desorbed, or the time interval of successive outflow is too short, so that the sequential collection cannot be carried out, and the high-content mogroside monomers cannot be obtained.
Preferably, in step (5), the elution is isocratic. The purpose of isocratic elution is to simplify the difficulty of operation and facilitate the recycling of the recovered solvent.
Preferably, in the step (5), the elution flow rate is 5-20 BV/h (further preferably 13-18 BV/h). If the flow rate of elution is too low, the total collection time is too long, and the production period is too long; if the flow rate of elution is too high, the precise sectional collection is not facilitated, and the content of the mogroside monomer is low.
Preferably, in the step (5), the step of collecting in sections includes, when the time is counted from the time when the eluent enters the preparative chromatographic column, 15-23 min is an eluent a section, 20-35 min is an eluent B section, 32-40 min is an eluent C section, 38-45 min is an eluent D section, 45-65 min is an eluent E section, and 65-85 min is an eluent F section.
Preferably, in the step (6), the concentration is vacuum reduced pressure concentration.
Preferably, in step (6), the drying is microwave drying.
Preferably, in the step (6), in the step of concentrating and drying in stages, after the eluent A is concentrated and dried, the obtained high-content mogroside monomer is 11-O-mogroside V.
Preferably, in the step (6), in the step of concentrating and drying in stages, after the eluent is concentrated and dried in the section B, the obtained high-content mogroside monomer is mogroside V.
Preferably, in the step (6), in the step of concentrating and drying in stages, after the eluent is concentrated and dried in the C stage, the obtained high-content mogroside monomer is mogroside VI.
Preferably, in the step (6), in the step of concentrating and drying in stages, after the eluent D is concentrated and dried, the obtained high-content mogroside monomer is siamenoside I.
Preferably, in the step (6), in the step of concentrating and drying in stages, after the eluent E is concentrated and dried, the obtained high-content mogroside monomer is mogroside IV.
Preferably, in the step (6), during the step of concentrating and drying in stages, after the eluent F is concentrated and dried, the obtained high-content mogroside monomer is mogroside III.
Preferably, in the step (6), the different types of high-content mogroside monomers obtained after drying are all white solids, and the content ranges of the monomers are all 75.0-99.9%.
The mechanism of the method of the invention is as follows: the components in the crude extract of fructus Siraitiae Grosvenorii, except fructus Siraitiae Grosvenorii total saponin, also contain macromolecular impurities such as protein and pectin, and micromolecular impurities such as fructose, glucose and inorganic salt. The invention firstly utilizes the principle that proper high-concentration ethanol does not dissolve macromolecular substances such as protein, pectin and the like, and removes the macromolecular impurities through precise filtration; by utilizing the principle that the nanofiltration membrane can permeate fructose, glucose, inorganic salt and other small molecular substances, the mogroside with relatively large molecular weight is intercepted, so that the small molecular impurities such as fructose, glucose, inorganic salt and the like are removed; after removing both the macromolecular impurities and the micromolecular impurities, the remaining components in the ethanol solution are the total saponins of momordica grosvenori. Adsorbing and enriching the momordica grosvenori total saponins in a preparative chromatographic column, and eluting the preparative chromatographic column by using an eluent. The polarity of the mogrosides is different, so the elution sequence is different. During the elution process, the saponin with the highest polarity always elutes first and flows out of the preparative chromatographic column, and the saponin with the lowest polarity elutes last and flows out of the preparative chromatographic column. Therefore, different mogroside monomers can be obtained by collecting the eluent at different time periods.
The high-content mogroside monomer prepared by the invention is used for preparing a compound sweetener, and the compound sweetener is a mixture (liquid or solid) containing the sweetener, which is formed by combining one or more high-content mogroside monomers, one or more natural high sweeteners, synthetic sweeteners, sugar alcohols, monosaccharides, disaccharides, polysaccharides or plant/microorganism extracts in any proportion.
Preferably, the high-content mogroside monomer is one or more of 11-O-mogroside V, mogroside VI, siamenoside I, mogroside IV and mogroside III, and the content ranges are 75.0% -99.9%.
Preferably, the natural high sweetener is one or more of stevioside, rebaudioside A, rebaudioside B, rebaudioside C, rebaudioside D, rebaudioside E, rebaudioside F, dulcoside A, rubusoside, steviolbioside, glycyrrhizin, thaumatin, monellin, mabinlin, curculin, betadine, and brazzein.
Preferably, the synthetic sweetener is sucralose, aspartame, alitame, sodium saccharin, neotame, acesulfame potassium, cyclamate, neohesperidin dihydrochalcone.
Preferably, the sugar alcohol is sorbitol, maltitol, xylitol, isomaltitol, mannitol, lactitol, erythritol.
Preferably, the monosaccharide is one or more of glucose, fructose, psicose, galactose, ribose and deoxyribose.
Preferably, the disaccharide is one or more of sucrose, lactose, maltose and trehalose.
Preferably, the polysaccharide is one or more of starch, dextrin, glycogen, cellulose, hemicellulose, chitin, polyfructose (inulin), fructo-oligosaccharide, polygalactose, galacto-oligosaccharide and glycosaminoglycan.
Preferably, the plant/microorganism extract is a momordica grosvenori extract (mogroside V content is less than or equal to 25%), macleaya cordata extract, andrographis paniculata extract, onion extract, guarana extract, ivy extract, tribulus terrestris extract, rutin extract, ginseng extract, green tea extract, grape seed extract, valerian extract, capsanthin, uncaria rhynchophylla extract, artichoke extract, silybum marianum extract, hizium fusiforme extract, rhodiola rosea extract, pine bark extract, pomegranate bark extract, persimmon leaf extract, astragalus extract, ganoderma lucidum extract, green coffee bean extract, acanthopanax senticosus extract, magnolia bark extract, schisandra chinensis extract, haematococcus pluvialis extract, yeast extract, chlorella vulgaris extract, ginkgo leaf extract, gamboge fruit extract, myrica rubra extract, polygonum rubra extract, polygonum extract, valerian extract, etc, Linseed extract, huperzia serrata extract, oat extract, mulberry extract, malt extract, lettuce extract, mint extract, chrysanthemum extract, giant knotweed rhizome extract, ginger extract, white birch bark extract, rumex crispa extract, yam extract, medlar extract, white willow bark extract, yohimbine extract, yucca extract, fenugreek extract, epimedium extract, eucommia bark extract, erigeron breviscapus extract, evening primrose extract, evodia rutaecarpa extract, rhododendron dauricum extract, devil claw extract, cranberry extract, corn stigma extract, cocoa extract, immature bitter orange extract, cnidium fruit extract, elderberry extract, chicory extract, centella asiatica extract, chella alba extract, water spinach extract, kappa-berry extract, tomato extract, capsicum extract, barley grass extract, corn stigma extract, black pepper extract, black sesame extract, tomato extract, corn pepper extract, barley grass extract, barley grass extract, barley grass extract, barley grass extract, barley grass extract, barley grass extract, barley grass extract, barley grass extract, barley grass, Myrica rubra bark extract, birch extract, cowberry extract, bitter orange extract, blackcurrant extract, black peppermint extract, black sesame extract, black tea extract, blackberry extract, fucus extract, sikamea extract, Douglas fir extract, blueberry extract, endive seed extract, frankincense extract, cimicifuga foetida extract, ramie root extract, Japanese dock sprout extract, burdock root extract, sparrow flower extract, Butea superba extract, petasites japonicus extract, alfalfa extract, anemarrhena asphodeloides extract, Alisma orientalis extract, marshmallow extract, acerola cherry extract, American ginseng extract, asparagus extract, arnica extract, celery extract, apple extract, aloe extract, fennel seed extract, kudzu root extract, allspice extract, Chinese angelica extract, artichoke leaf extract, black currant extract, white ant extract, white birch extract, white flower extract, white ant extract, white flower, Atractylodis rhizoma extract, Brazil berry extract, Artemisiae Argyi folium extract, Withania somnifera extract, banaba extract, basil extract, Momordica charantia extract, Eurycoma longifolia extract, rhodiola rosea extract, Gardnerella globosa seed extract, Opuntia ficus-indica extract, blackberry lily extract, caulis Bambusae in Taenia extract, Morindae officinalis extract, Plantago asiatica extract, Phellodendri cortex extract, rehmanniae radix extract, Arachis hypogaea extract, Hibiscus syriacus extract, Crataegus pinnatifida extract, Ocimum sanctum extract, Gardenia jasminoides extract, Gentiana scabra extract, Erythium wilfordii extract, Alpinia galanga extract, Allium sativum extract, Bulbus Fritillariae Thunbergii extract, Mangifera indica seed extract, Triticum aestivum extract, Canton album seed extract, Cymbopogon latifolia extract, Trigonum extract, Polygoni Multiflori radix extract, Echinacea extract, Inulae radix Inulae extract, leaf extract, Millettia extract, Taraxacum extract, Basidione extract, and/or extract, Damiana extract, semen cuscutae extract, crocus sativus extract, corydalis tuber extract, bark extract of spasmolytic, dogwood extract, caraway extract, cordyceps extract, coptis extract, coltsfoot extract, codonopsis pilosula extract, clove extract, cleavers, cinnamon extract, monkey bread extract, chickweed extract, eriodictyol berry extract, chamomile extract, cornflower extract, catclaw extract, cassia seed extract, carrot extract, cabbage extract, portulaca oleracea extract, bamboo extract, barberry extract, barley malt extract, bee pollen, beetroot extract, areca seed extract, black cohosh extract, black radish extract, black walnut extract, geranium extract, polenta leaf extract, mustard extract, brown rice extract, western corn millet extract, acerola extract, dogwood extract, garlic extract, one or more of extract of western Agrimonia pilosa, extract of semen Pruni Armeniacae, extract of caulis Akebiae, extract of radix Adenophorae, extract of fructus Ananadis Comosi, extract of Arecae semen, and extract of folium Vaccinii Vitis-idaeae.
The compound sweetening agent can be applied to foods, medicines, condiments, health products, cosmetics, essences and spices.
The invention has the following beneficial effects: (1) the maximum content of the obtained mogroside monomer can reach 99.1 percent, and the maximum yield is nearly 95 percent; (2) six high-content mogroside monomers can be obtained simultaneously, the blank of the industry is filled, and the significance is profound; (3) the method has the advantages of simple process, strong operability, no pollution, no use of toxic and harmful chemical solvents, environmental protection and suitability for industrial production.
Drawings
FIG. 1 is an HPLC chromatogram of crude extract of Momordica grosvenori Swingle of example 1;
FIG. 2 is an HPLC chromatogram of 11-O-mogroside V prepared in example 1;
FIG. 3 is an HPLC chromatogram of mogroside V prepared in example 1;
FIG. 4 is an HPLC chromatogram of mogroside VI prepared in example 1;
FIG. 5 is an HPLC chromatogram of siamenoside I prepared in example 1;
FIG. 6 is an HPLC chromatogram of mogroside IV prepared in example 1;
FIG. 7 is an HPLC chromatogram of mogroside III prepared in example 1.
Detailed Description
The present invention will be further described with reference to the following examples.
The chemical reagents used in the examples of the present invention, unless otherwise specified, are commercially available in a conventional manner.
In the examples, the content of total mogrosides and individual mogroside monomers was determined by High Performance Liquid Chromatography (HPLC) external standard method.
Example 1
The embodiment comprises the following steps:
(1) dispersing and dissolving: taking 0.5kg of fructus momordicae crude extract, wherein the content of the total saponins of fructus momordicae is 82.26% (wherein, the content of 11-O-mogroside V is 7.71%, the content of mogroside V is 65.25%, the content of mogroside VI is 3.90%, the content of siamenoside I is 2.21%, the content of mogroside IV is 1.76%, the content of mogroside III is 1.43%), adding 5L of ethanol with the volume fraction of 80%, stirring and dispersing to obtain a fructus momordicae crude extract high-concentration ethanol solution;
(2) precipitation and microfiltration: standing and precipitating the fructus momordicae crude extract ethanol solution obtained in the step (1) for 1 hour to separate out a large amount of insoluble substances, and precisely filtering by using a ceramic membrane; the material of the ceramic membrane is alumina, the aperture of the ceramic membrane is 0.5 mu m, and the filtering pressure of the ceramic membrane is 0.2 Mpa; collecting a ceramic membrane filtrate;
(3) dilution and nanofiltration: adding pure water with the volume of 1.67 times that of the ceramic membrane filtrate obtained in the step (2), diluting the volume fraction of ethanol to 30%, and filtering by using a nanofiltration membrane; the molecular weight cut-off of the nanofiltration membrane is 500Da, and the nanofiltration pressure is 0.5 Mpa; collecting nanofiltration membrane trapped fluid;
(4) loading of preparative chromatography: loading the nanofiltration membrane trapped fluid obtained in the step (3) to a preparative chromatographic column filled with chromatographic packing; the type of the used chromatographic packing is C18, the grain diameter of the packing is 10 mu m, the dosage of the packing is 4kg, and the height-diameter ratio of the chromatographic packing packed column is 2.5: 1; the used preparative chromatographic column is a high-pressure compression column with the column pressure of 35 Mpa; the flow rate of the sample was 12 BV/hour (1 BV = 3.75L);
(5) elution and collection of preparative chromatography: eluting the preparative chromatographic column in the step (4) by using an eluent, and collecting the eluents of different time periods in sections; the eluent is 30% ethanol-water solution, and the flow rate of elution is 15 BV/h. And starting timing when the eluent enters the preparation chromatographic column, wherein 15-22 min is an eluent A section, 23-34 min is an eluent B section, 35-40 min is an eluent C section, 41-45 min is an eluent D section, 46-63 min is an eluent E section, and 67-80 min is an eluent F section.
(6) Concentration and drying: and (4) respectively carrying out vacuum reduced pressure concentration on the eluents (A section, B section, C section, D section, E section and F section) obtained in the step (5) in different time periods, and carrying out microwave drying to obtain different high-content mogroside monomers.
After the eluent A section is concentrated and dried, 11-O-mogroside V (white solid) with the weight of 36.25g and the content of 97.55 percent is obtained.
Concentrating and drying the eluent B section to obtain the mogroside V (white solid), wherein the weight of the mogroside V is 315.58g, and the content of the mogroside V is 98.21%.
Concentrating and drying the eluent C section to obtain mogroside VI (white solid), the weight of which is 18.73g, and the content of which is 96.76%.
The eluate D was concentrated and dried to obtain siamenoside I (white solid) with a weight of 10.45g and a content of 97.11%.
Concentrating and drying the E section of the eluent to obtain mogroside IV (white solid), wherein the weight of the mogroside IV is 8.74g, and the content of the mogroside IV is 95.56%.
Concentrating eluate F, and drying to obtain mogroside III (white solid) with weight of 7.13g and content of 96.03%.
Example 2
The embodiment comprises the following steps:
(1) dispersing and dissolving: taking 0.5kg of fructus momordicae crude extract, wherein the content of the total saponins of fructus momordicae is 82.26% (wherein, the content of 11-O-mogroside V is 7.71%, the content of mogroside V is 65.25%, the content of mogroside VI is 3.90%, the content of siamenoside I is 2.21%, the content of mogroside IV is 1.76%, and the content of mogroside III is 1.43%). Adding 4.5L of high-concentration ethanol with volume fraction of 70%, stirring and dispersing to obtain high-concentration ethanol solution of fructus Siraitiae Grosvenorii crude extract;
(2) precipitation and microfiltration: standing and precipitating the fructus momordicae crude extract ethanol solution obtained in the step (1) for 1.5 hours to separate out a large amount of insoluble substances, and precisely filtering by using a ceramic membrane; the material of the ceramic membrane is zirconia, the aperture of the ceramic membrane is 0.2 mu m, and the filtering pressure of the ceramic membrane is 0.3 Mpa. Collecting a ceramic membrane filtrate;
(3) dilution and nanofiltration: adding 1 volume of pure water into the ceramic membrane filtrate obtained in the step (2), diluting the volume fraction of ethanol to 35%, and filtering with a nanofiltration membrane; the molecular weight cut-off of the nanofiltration membrane is 800Da, and the nanofiltration pressure is 0.4 Mpa. Collecting nanofiltration membrane trapped fluid;
(4) loading of preparative chromatography: loading the nanofiltration membrane trapped fluid obtained in the step (3) to a preparative chromatographic column filled with chromatographic packing; the type of the used chromatographic packing is C12, the grain diameter of the packing is 20 mu m, the dosage of the packing is 4.5kg, and the height-diameter ratio of the chromatographic packing in a column is 3: 1; the used preparative chromatographic column is a medium-pressure compressed column with the column pressure of 10 Mpa. The flow rate of loading was 10 BV/hour (1 BV = 4.4L);
(5) elution and collection of preparative chromatography: eluting the preparative chromatographic column in the step (4) by using an eluent, and collecting the eluents of different time periods in sections; the used eluent is an ethanol-water solution with the volume fraction of 35 percent, and the flow rate of the elution is 17 BV/h; starting timing when an eluent enters a preparation chromatographic column, wherein 17-22 min is an eluent A section, 23-34 min is an eluent B section, 35-39 min is an eluent C section, 40-44 min is an eluent D section, 45-63 min is an eluent E section, and 65-83 min is an eluent F section;
(6) concentration and drying: and (4) respectively carrying out vacuum reduced pressure concentration on the eluents (A section, B section, C section, D section, E section and F section) obtained in the step (5) in different time periods, and carrying out microwave drying to obtain different high-content mogroside monomers.
After the eluent A section is concentrated and dried, 11-O-mogroside V (white solid) with the weight of 35.75g and the content of 97.52 percent is obtained.
Concentrating and drying the eluent B section to obtain the mogroside V (white solid), wherein the weight of the mogroside V is 312.29g, and the content of the mogroside V is 99.10%.
Concentrating and drying the eluent C section to obtain mogroside VI (white solid), the weight of which is 17.52g and the content of which is 97.67%.
The eluate was concentrated and dried in the D-stage to obtain siamenoside I (white solid) 9.83g in weight and 97.28% in content.
Concentrating and drying the eluent E section to obtain mogroside IV (white solid), the weight of which is 8.60g, and the content of which is 96.19 percent.
Concentrating eluate F, and drying to obtain mogroside III (white solid) with weight of 6.92g and content of 97.33%.
Example 3
The embodiment comprises the following steps:
(1) dispersing and dissolving: taking 0.5kg of fructus momordicae crude extract, wherein the content of the total saponins of fructus momordicae is 82.26% (wherein, the content of 11-O-mogroside V is 7.71%, the content of mogroside V is 65.25%, the content of mogroside VI is 3.90%, the content of siamenoside I is 2.21%, the content of mogroside IV is 1.76%, and the content of mogroside III is 1.43%); adding 4L of 65% high-concentration ethanol, stirring and dispersing to obtain high-concentration ethanol solution of fructus Siraitiae Grosvenorii crude extract;
(2) precipitation and microfiltration: standing and precipitating the fructus momordicae crude extract ethanol solution obtained in the step (1) for 2 hours to separate out a large amount of insoluble substances, and precisely filtering by using a ceramic membrane; the material of the ceramic membrane is titanium oxide, the aperture of the ceramic membrane is 0.8 mu m, and the filtering pressure of the ceramic membrane is 0.1 Mpa; collecting a ceramic membrane filtrate;
(3) dilution and nanofiltration: adding 1 volume of pure water into the ceramic membrane filtrate obtained in the step (2), diluting the volume fraction of ethanol to 32.5%, and filtering with a nanofiltration membrane; the molecular weight cut-off of the nanofiltration membrane is 300Da, and the nanofiltration pressure is 0.6 Mpa; collecting nanofiltration membrane trapped fluid;
(4) loading of preparative chromatography: loading the nanofiltration membrane trapped fluid obtained in the step (3) to a preparative chromatographic column filled with chromatographic packing; the type of the used chromatographic packing is C8, the grain diameter of the packing is 30 mu m, the dosage of the packing is 5kg, and the height-diameter ratio of the chromatographic packing packed column is 3.3: 1; the used preparative chromatographic column is a low-pressure compression column with the column pressure of 0.5 Mpa. The flow rate of the sample was 8 BV/hour (1 BV = 4.8L);
(5) elution and collection of preparative chromatography: eluting the preparative chromatographic column in the step (4) by using an eluent, and collecting the eluents of different time periods in sections; the eluent is 32.5% ethanol-water solution by volume fraction, and the flow rate of elution is 18 BV/h. Starting timing when the eluent enters the preparation chromatographic column, wherein 18-23 min is an eluent A section, 24-35 min is an eluent B section, 36-40 min is an eluent C section, 42-45 min is an eluent D section, 46-65 min is an eluent E section, and 67-85 min is an eluent F section;
(6) concentration and drying: and (4) respectively carrying out vacuum reduced pressure concentration on the eluents (A section, B section, C section, D section, E section and F section) obtained in the step (5) in different time periods, and carrying out microwave drying to obtain different high-content mogroside monomers.
After the eluent A section is concentrated and dried, 11-O-mogroside V (white solid) with weight of 35.07g and content of 97.87 percent is obtained.
Concentrating and drying the eluent B section to obtain the mogroside V (white solid), wherein the weight of the mogroside V is 313.37g, and the content of the mogroside V is 98.59%.
Concentrating and drying the eluent C section to obtain mogroside VI (white solid), the weight of which is 18.10g and the content of which is 97.67 percent.
The eluate was concentrated and dried in the D-stage to obtain siamenoside I (white solid) 10.07g in weight and 96.91% in content.
Concentrating and drying the E section of the eluent to obtain mogroside IV (white solid), wherein the weight of the mogroside IV is 8.55g, and the content of the mogroside IV is 96.87%.
Concentrating and drying the F section of the eluent to obtain mogroside III (white solid) with the weight of 6.99g and the content of 97.24 percent.
Example 4
The embodiment comprises the following steps:
(1) dispersing and dissolving: taking 1kg of crude extract of momordica grosvenori, wherein the content of total saponins of momordica grosvenori is 65.08% (wherein, the content of 11-O-mogroside V is 6.11%, the content of mogroside V is 51.77%, the content of mogroside VI is 3.10%, the content of siamenoside I is 1.69%, the content of mogroside IV is 1.33%, and the content of mogroside III is 1.08%); adding 8L of high-concentration ethanol with volume fraction of 85%, stirring and dispersing to obtain high-concentration ethanol solution of fructus Siraitiae Grosvenorii crude extract;
(2) precipitation and microfiltration: standing and precipitating the fructus momordicae crude extract ethanol solution obtained in the step (1) for 1 hour to separate out a large amount of insoluble substances, and precisely filtering by using a ceramic membrane; the material of the ceramic membrane is alumina, the aperture of the ceramic membrane is 0.5 mu m, and the filtering pressure of the ceramic membrane is 0.2 Mpa; collecting a ceramic membrane filtrate;
(3) dilution and nanofiltration: adding pure water with the volume of 1.43 times that of the ceramic membrane filtrate obtained in the step (2), diluting the volume fraction of the ethanol to 35%, and filtering by using a nanofiltration membrane; the molecular weight cut-off of the nanofiltration membrane is 500Da, and the nanofiltration pressure is 0.45 Mpa. Collecting nanofiltration membrane trapped fluid;
(4) loading of preparative chromatography: loading the nanofiltration membrane trapped fluid obtained in the step (3) to a preparative chromatographic column filled with chromatographic packing; the type of the used chromatographic packing is C8, the grain diameter of the packing is 10 mu m, the dosage of the packing is 12kg, and the height-diameter ratio of the chromatographic packing packed column is 5.5: 1; the used preparative chromatographic column is a high-pressure compressed column with the column pressure of 35 Mpa. The flow rate of the sample was 11 BV/hour (1 BV = 11.5L);
(5) elution and collection of preparative chromatography: eluting the preparative chromatographic column in the step (4) by using an eluent, and collecting the eluents of different time periods in sections; the eluent is 35% ethanol-water solution by volume fraction, and the flow rate of elution is 13 BV/h. And starting timing when the eluent enters the preparation chromatographic column, wherein 17-22 min is an eluent A section, 23-33 min is an eluent B section, 34-38 min is an eluent C section, 39-44 min is an eluent D section, 45-64 min is an eluent E section, and 65-83 min is an eluent F section.
After the eluent A section is concentrated and dried, 11-O-mogroside V (white solid) with weight of 57.03g and content of 97.50 percent is obtained.
Concentrating and drying the eluent B section to obtain the mogroside V (white solid), wherein the weight of the mogroside V is 490.93g, and the content of the mogroside V is 98.07%.
Concentrating and drying the eluent C section to obtain the mogroside VI (white solid), wherein the weight of the mogroside VI is 29.52g, and the content of the mogroside VI is 96.60%.
After the eluent D section is concentrated and dried, the siamenoside I (white solid) with the weight of 15.79g and the content of 97.36 percent is obtained.
Concentrating eluate E, and drying to obtain mogroside IV (white solid) with weight of 12.93g and content of 96.69%.
Concentrating and drying the F section of the eluent to obtain mogroside III (white solid), wherein the weight of the mogroside III is 10.63g, and the content of the mogroside III is 96.52%.
Example 5
The embodiment comprises the following steps:
(1) dispersing and dissolving: taking 1kg of crude extract of momordica grosvenori, wherein the content of total saponins of momordica grosvenori is 65.08% (wherein, the content of 11-O-mogroside V is 6.11%, the content of mogroside V is 51.77%, the content of mogroside VI is 3.10%, the content of siamenoside I is 1.69%, the content of mogroside IV is 1.33%, and the content of mogroside III is 1.08%); adding 7L of 75% volume fraction high-concentration ethanol, stirring and dispersing to obtain high-concentration ethanol solution of fructus Siraitiae Grosvenorii crude extract;
(2) precipitation and microfiltration: standing and precipitating the fructus momordicae crude extract ethanol solution obtained in the step (1) for 2 hours to separate out a large amount of insoluble substances, and precisely filtering by using a ceramic membrane; the material of the ceramic membrane is zirconia, the aperture of the ceramic membrane is 0.2 mu m, and the filtering pressure of the ceramic membrane is 0.3 Mpa; collecting a ceramic membrane filtrate;
(3) dilution and nanofiltration: adding pure water with the volume of 1.27 times that of the ceramic membrane filtrate obtained in the step (2), diluting the volume fraction of the ethanol to 33%, and filtering by using a nanofiltration membrane; the molecular weight cut-off of the nanofiltration membrane is 800Da, and the nanofiltration pressure is 0.4 Mpa. Collecting nanofiltration membrane trapped fluid;
(4) loading of preparative chromatography: loading the nanofiltration membrane trapped fluid obtained in the step (3) to a preparative chromatographic column filled with chromatographic packing; the type of the used chromatographic packing is C6, the grain diameter of the packing is 20 mu m, the dosage of the packing is 15kg, and the height-diameter ratio of the chromatographic packing packed column is 5.8: 1; the used preparative chromatographic column is a medium-pressure compressed column with the column pressure of 10 Mpa; the flow rate of loading was 12 BV/hour (1 BV = 14.7L);
(5) elution and collection of preparative chromatography: eluting the preparative chromatographic column in the step (4) by using an eluent, and collecting the eluents of different time periods in sections; the eluent used was 33% by volume ethanol-water solution, the flow rate of elution being 14 BV/h. Starting timing when the eluent enters the preparation chromatographic column, wherein 18-23 min is an eluent A section, 25-34 min is an eluent B section, 35-39 min is an eluent C section, 40-44 min is an eluent D section, 45-64 min is an eluent E section, and 65-82 min is an eluent F section;
(6) concentration and drying: and (4) respectively carrying out vacuum reduced pressure concentration on the eluents (A section, B section, C section, D section, E section and F section) obtained in the step (5) in different time periods, and carrying out microwave drying to obtain different high-content mogroside monomers.
After the eluent A section is concentrated and dried, 11-O-mogroside V (white solid) with weight of 56.17g and content of 98.15 percent is obtained.
Concentrating and drying the eluent B section to obtain the mogroside V (white solid), wherein the weight of the mogroside V is 478.79g, and the content of the mogroside V is 98.83%.
Concentrating and drying the eluent C section to obtain mogroside VI (white solid), which weighs 28.38g and has the content of 97.49%.
The eluate was concentrated and dried in the D-stage to obtain siamenoside I (white solid) 15.36g in weight, 97.07% in content.
Concentrating and drying the E section of the eluent to obtain mogroside IV (white solid), wherein the weight of the mogroside IV is 12.31g, and the content of the mogroside IV is 96.41%.
Concentrating eluate F, and drying to obtain mogroside III (white solid) 10.25g with 96.24% content.
Example 6
The embodiment comprises the following steps:
(1) dispersing and dissolving: taking 1kg of crude extract of momordica grosvenori, wherein the content of total saponins of momordica grosvenori is 65.08% (wherein, the content of 11-O-mogroside V is 6.11%, the content of mogroside V is 51.77%, the content of mogroside VI is 3.10%, the content of siamenoside I is 1.69%, the content of mogroside IV is 1.33%, and the content of mogroside III is 1.08%); adding 7.5L of high-concentration ethanol with volume fraction of 60%, stirring and dispersing to obtain high-concentration ethanol solution of fructus Siraitiae Grosvenorii crude extract;
(2) precipitation and microfiltration: standing and precipitating the fructus momordicae crude extract ethanol solution obtained in the step (1) for 1.5 hours to separate out a large amount of insoluble substances, and precisely filtering by using a ceramic membrane; the material of the ceramic membrane is titanium oxide, the aperture of the ceramic membrane is 0.8 mu m, and the filtering pressure of the ceramic membrane is 0.1 Mpa; collecting a ceramic membrane filtrate;
(3) dilution and nanofiltration: adding 1 volume of pure water into the ceramic membrane filtrate obtained in the step (2), diluting the volume fraction of ethanol to 30%, and filtering with a nanofiltration membrane; the molecular weight cut-off of the nanofiltration membrane is 300Da, and the nanofiltration pressure is 0.55 Mpa; collecting nanofiltration membrane trapped fluid;
(4) loading of preparative chromatography: loading the nanofiltration membrane trapped fluid obtained in the step (3) to a preparative chromatographic column filled with chromatographic packing; the type of the used chromatographic packing is C18, the grain diameter of the packing is 30 mu m, the dosage of the packing is 13kg, and the height-diameter ratio of the chromatographic packing packed column is 6.4: 1; the used preparative chromatographic column is a low-pressure compression column with the column pressure of 0.5 Mpa; the flow rate of loading was 11 BV/hour (1 BV = 12.8L);
(5) elution and collection of preparative chromatography: eluting the preparative chromatographic column in the step (4) by using an eluent, and collecting the eluents of different time periods in sections; the used eluent is an ethanol-water solution with the volume fraction of 30 percent, and the flow rate of the elution is 15 BV/h; starting timing when the eluent enters the preparation chromatographic column, wherein 16-21 min is an eluent A section, 22-33 min is an eluent B section, 34-39 min is an eluent C section, 40-44 min is an eluent D section, 45-65 min is an eluent E section, and 66-85 min is an eluent F section;
(6) concentration and drying: and (4) respectively carrying out vacuum reduced pressure concentration on the eluents (A section, B section, C section, D section, E section and F section) obtained in the step (5) in different time periods, and carrying out microwave drying to obtain different high-content mogroside monomers.
After the eluent A section is concentrated and dried, 11-O-mogroside V (white solid) with the weight of 56.25g and the content of 97.68 percent is obtained.
Concentrating and drying the eluent B section to obtain the mogroside V (white solid), wherein the weight of the mogroside V is 489.64g, and the content of the mogroside V is 98.27%.
Concentrating and drying the eluent C section to obtain mogroside VI (white solid), the weight of which is 28.69g, and the content of which is 96.42 percent.
After the eluent D section was concentrated and dried, siamenoside I (white solid) with weight of 15.17g and content of 96.71% was obtained.
Concentrating and drying the E section of the eluent to obtain mogroside IV (white solid), the weight of which is 12.24g and the content of which is 97.35 percent.
Concentrating and drying the F section of the eluent to obtain the mogroside III (white solid), wherein the weight of the mogroside III is 9.98g, and the content of the mogroside III is 96.97%.
Example 7
The embodiment comprises the following steps:
(1) dispersing and dissolving: taking 2kg of crude extract of fructus momordicae, wherein the content of total saponins of fructus momordicae is 32.76% (wherein, the content of 11-O-mogroside V is 3.21%, the content of mogroside V is 25.65%, the content of mogroside VI is 1.63%, the content of siamenoside I is 0.89%, the content of mogroside IV is 0.78%, and the content of mogroside III is 0.60%); adding 14L of high-concentration ethanol with volume fraction of 80%, stirring and dispersing to obtain high-concentration ethanol solution of fructus Siraitiae Grosvenorii crude extract;
(2) precipitation and microfiltration: standing and precipitating the fructus momordicae crude extract ethanol solution obtained in the step (1) for 2 hours to separate out a large amount of insoluble substances, and precisely filtering by using a ceramic membrane; the material of the ceramic membrane is alumina, the aperture of the ceramic membrane is 0.5 mu m, and the filtering pressure of the ceramic membrane is 0.2 Mpa; collecting a ceramic membrane filtrate;
(3) dilution and nanofiltration: adding pure water with the volume of 1.67 times that of the ceramic membrane filtrate obtained in the step (2), diluting the volume fraction of ethanol to 30%, and filtering by using a nanofiltration membrane; the molecular weight cut-off of the nanofiltration membrane is 500Da, and the nanofiltration pressure is 0.5 Mpa. Collecting nanofiltration membrane trapped fluid;
(4) loading of preparative chromatography: loading the nanofiltration membrane trapped fluid obtained in the step (3) to a preparative chromatographic column filled with chromatographic packing; the type of the used chromatographic packing is C18, the grain diameter of the packing is 10 mu m, the dosage of the packing is 10kg, and the height-diameter ratio of the chromatographic packing packed column is 9.7: 1; the used preparative chromatographic column is a high-pressure compression column with the column pressure of 35 Mpa; the flow rate of the sample was 13 BV/hour (1 BV = 9.5L);
(5) elution and collection of preparative chromatography: eluting the preparative chromatographic column in the step (4) by using an eluent, and collecting the eluents of different time periods in sections; the used eluent is an ethanol-water solution with the volume fraction of 30 percent, and the flow rate of the elution is 14 BV/h; starting timing when an eluent enters a preparation chromatographic column, wherein 15-22 min is an eluent A section, 23-34 min is an eluent B section, 35-40 min is an eluent C section, 41-45 min is an eluent D section, 46-63 min is an eluent E section, and 67-80 min is an eluent F section;
(6) concentration and drying: and (4) respectively carrying out vacuum reduced pressure concentration on the eluents (A section, B section, C section, D section, E section and F section) obtained in the step (5) in different time periods, and carrying out microwave drying to obtain different high-content mogroside monomers.
After the eluent A section is concentrated and dried, 11-O-mogroside V (white solid) with weight of 65.72g and content of 76.20 percent is obtained.
Concentrating and drying the eluent B section to obtain the mogroside V (white solid), 503.34g in weight and 80.50% in content.
Concentrating eluate C, and drying to obtain mogroside VI (white solid), 33.21g in weight, 77.56% in content.
After the eluate D was concentrated and dried, siamenoside I (white solid) was obtained, weighing 18.31g and containing 79.35%.
Concentrating and drying the E section of the eluent to obtain mogroside IV (white solid), wherein the weight of the mogroside IV is 15.26g, and the content of the mogroside IV is 81.74%.
Concentrating eluate F, and drying to obtain mogroside III (white solid) with weight of 11.75g and content of 80.67%.
Example 8
The embodiment comprises the following steps:
(1) dispersing and dissolving: taking 2kg of crude extract of fructus momordicae, wherein the content of total saponins of fructus momordicae is 32.76% (wherein, the content of 11-O-mogroside V is 3.21%, the content of mogroside V is 25.65%, the content of mogroside VI is 1.63%, the content of siamenoside I is 0.89%, the content of mogroside IV is 0.78%, and the content of mogroside III is 0.60%); adding 12L of high-concentration ethanol with volume fraction of 70%, stirring and dispersing to obtain high-concentration ethanol solution of fructus Siraitiae Grosvenorii crude extract;
(2) precipitation and microfiltration: standing and precipitating the fructus momordicae crude extract ethanol solution obtained in the step (1) for 1 hour to separate out a large amount of insoluble substances, and precisely filtering by using a ceramic membrane; the material of the ceramic membrane is zirconia, the aperture of the ceramic membrane is 0.2 mu m, and the filtering pressure of the ceramic membrane is 0.3 Mpa; collecting a ceramic membrane filtrate;
(3) dilution and nanofiltration: adding 1 volume of pure water into the ceramic membrane filtrate obtained in the step (2), diluting the volume fraction of ethanol to 35%, and filtering with a nanofiltration membrane; the molecular weight cut-off of the nanofiltration membrane is 800Da, and the nanofiltration pressure is 0.4 Mpa; collecting nanofiltration membrane trapped fluid;
(4) loading of preparative chromatography: loading the nanofiltration membrane trapped fluid obtained in the step (3) to a preparative chromatographic column filled with chromatographic packing; the type of the used chromatographic packing is C12, the grain diameter of the packing is 20 mu m, the dosage of the packing is 14kg, and the height-diameter ratio of the chromatographic packing packed column is 11: 1; the used preparative chromatographic column is a medium-pressure compressed column with the column pressure of 10 Mpa; the flow rate of the sample was 11 BV/hour (1 BV = 13.6L);
(5) elution and collection of preparative chromatography: eluting the preparative chromatographic column in the step (4) by using an eluent, and collecting the eluents of different time periods in sections; the used eluent is an ethanol-water solution with the volume fraction of 35 percent, and the flow rate of the elution is 16 BV/h; starting timing when an eluent enters a preparation chromatographic column, wherein 17-22 min is an eluent A section, 23-34 min is an eluent B section, 35-39 min is an eluent C section, 40-44 min is an eluent D section, 45-63 min is an eluent E section, and 65-83 min is an eluent F section;
(6) concentration and drying: and (4) respectively carrying out vacuum reduced pressure concentration on the eluents (A section, B section, C section, D section, E section and F section) obtained in the step (5) in different time periods, and carrying out microwave drying to obtain different high-content mogroside monomers.
After the eluent A section is concentrated and dried, 11-O-mogroside V (white solid) with weight of 63.65g and content of 77.39 percent is obtained.
Concentrating and drying the eluent B section to obtain the mogroside V (white solid), 501.57g in weight and 82.72% in content.
Concentrating and drying the eluent C section to obtain mogroside VI (white solid), the weight of which is 32.87g and the content of which is 76.91%.
The eluate D was concentrated and dried to obtain siamenoside I (white solid) with a weight of 17.58g and a content of 80.65%.
Concentrating eluate E, and drying to obtain mogroside IV (white solid) with weight of 14.96g and content of 80.69%.
Concentrating eluate F, and drying to obtain mogroside III (white solid) with weight of 11.07g and content of 81.43%.
Example 9
The embodiment comprises the following steps:
(1) dispersing and dissolving: taking 2kg of crude extract of fructus momordicae, wherein the content of total saponins of fructus momordicae is 32.76% (wherein, the content of 11-O-mogroside V is 3.21%, the content of mogroside V is 25.65%, the content of mogroside VI is 1.63%, the content of siamenoside I is 0.89%, the content of mogroside IV is 0.78%, and the content of mogroside III is 0.60%); adding 13L of 65% high-concentration ethanol, stirring and dispersing to obtain a high-concentration ethanol solution of the crude extract of the momordica grosvenori;
(2) precipitation and microfiltration: standing and precipitating the fructus momordicae crude extract ethanol solution obtained in the step (1) for 1.5 hours to separate out a large amount of insoluble substances, and precisely filtering by using a ceramic membrane; the material of the ceramic membrane is titanium oxide, the aperture of the ceramic membrane is 0.8 mu m, and the filtering pressure of the ceramic membrane is 0.1 Mpa; collecting a ceramic membrane filtrate;
(3) dilution and nanofiltration: adding 1 volume of pure water into the ceramic membrane filtrate obtained in the step (2), diluting the volume fraction of ethanol to 32.5%, and filtering with a nanofiltration membrane; the molecular weight cut-off of the nanofiltration membrane is 300Da, and the nanofiltration pressure is 0.6 Mpa; collecting nanofiltration membrane trapped fluid;
(4) loading of preparative chromatography: loading the nanofiltration membrane trapped fluid obtained in the step (3) to a preparative chromatographic column filled with chromatographic packing; the type of the used chromatographic packing is C8, the grain diameter of the packing is 30 mu m, the dosage of the packing is 12kg, and the height-diameter ratio of the chromatographic packing packed column is 10.6: 1; the used preparative chromatographic column is a low-pressure compression column with the column pressure of 0.5 Mpa; the flow rate of the sample was 9 BV/hour (1 BV = 11.7L);
(5) elution and collection of preparative chromatography: eluting the preparative chromatographic column in the step (4) by using an eluent, and collecting the eluents of different time periods in sections; the used eluent is an ethanol-water solution with the volume fraction of 32.5 percent, and the flow rate of the elution is 17 BV/h; starting timing when the eluent enters the preparation chromatographic column, wherein 18-23 min is an eluent A section, 24-35 min is an eluent B section, 36-40 min is an eluent C section, 42-45 min is an eluent D section, 46-65 min is an eluent E section, and 67-85 min is an eluent F section;
(6) concentration and drying: and (4) respectively carrying out vacuum reduced pressure concentration on the eluents (A section, B section, C section, D section, E section and F section) obtained in the step (5) in different time periods, and carrying out microwave drying to obtain different high-content mogroside monomers.
After the eluent A section is concentrated and dried, 11-O-mogroside V (white solid) with weight of 63.75g and content of 77.65% is obtained.
Concentrating and drying the eluent B section to obtain the mogroside V (white solid), wherein the weight of the mogroside V is 502.07g, and the content of the mogroside V is 82.69%.
Concentrating and drying the eluent C section to obtain mogroside VI (white solid), the weight of which is 32.98g and the content of which is 78.78%.
After the eluent D section is concentrated and dried, the siamenoside I (white solid) with the weight of 17.06g and the content of 80.75 percent is obtained.
Concentrating and drying the eluent E section to obtain mogroside IV (white solid), the weight of which is 13.89g and the content of which is 82.61 percent.
Concentrating and drying the F section of the eluent to obtain mogroside III (white solid), which weighs 10.23g and has the content of 82.36 percent.
Example 10
The implementation provides a compound sweetener containing high-content mogroside monomers, which comprises the following components in percentage by weight:
mogroside V (weight percentage content: 98.21%): 11.5 percent;
rebaudioside A (content in percentage by weight: 98.06%): 32.0 percent;
erythritol: 50.0 percent;
psicose: 6.5 percent.
Example 11
The implementation provides a compound sweetener containing high-content mogroside monomers, which comprises the following components in percentage by weight:
11-O-mogroside V (weight percentage content: 97.55%): 23.0 percent;
neohesperidin dihydrochalcone (weight percentage content: 98.06%): 5.0 percent;
fructo-oligosaccharide: 72.0 percent.
Example 12
The implementation provides a compound sweetener containing high-content mogroside monomers, which comprises the following components in percentage by weight:
mogroside V (weight percentage content: 98.21%): 15.0 percent;
11-O-mogroside V (weight percentage content: 97.55%): 2.5 percent;
rebaudioside A (content in percentage by weight: 98.06%): 82.5 percent.
Example 13
The implementation provides a compound sweetener containing high-content mogroside monomers, which comprises the following components in percentage by weight:
mogroside V (weight percentage content: 98.21%): 10.0 percent;
11-O-mogroside V (weight percentage content: 97.55%): 1.5 percent;
rebaudioside A (content in percentage by weight: 98.06%): 38.5 percent
Erythritol: 50 percent.
Example 14
The implementation provides a compound sweetener containing high-content mogroside monomers, which comprises the following components in percentage by weight:
mogroside V (weight percentage content: 98.21%): 15.0 percent;
glycyrrhizin (weight percentage content: 98.06%): 22.0 percent;
erythritol: 63.0 percent.
Example 14
The implementation provides a compound sweetener containing high-content mogroside monomers, which comprises the following components in percentage by weight:
mogroside V (weight percentage content: 98.21%): 15.0 percent;
neohesperidin dihydrochalcone (weight percentage content: 98.06%): 5.0 percent;
polyfructose: 40 percent;
green tea extract: 40 percent.
Example 14
The implementation provides a compound sweetener containing high-content mogroside monomers, which comprises the following components in percentage by weight:
11-O-mogroside V (weight percentage content: 97.55%): 12.0 percent;
sucralose: 35.0 percent;
trehalose: 38 percent;
yeast extract: 15 percent.
Example 15
The implementation provides a compound sweetener containing high-content mogroside monomers, which comprises the following components in percentage by weight:
siamenoside I (weight percentage content: 97.11%): 8 percent;
15% of rebaudioside D (content in percentage by weight: 96.67%);
erythritol: 50.0 percent;
and (3) chrysanthemum extract: 27.0 percent.
Example 16
The implementation provides a compound sweetener containing high-content mogroside monomers, which comprises the following components in percentage by weight:
mogroside V (weight percentage content: 80.50%): 50.0 percent
Extract of momordica grosvenori (mogroside V content = 20.3%): 50.0 percent.
Example 17
The implementation provides a compound sweetener containing high-content mogroside monomers, which comprises the following components in percentage by weight:
mogroside V (weight percentage content: 98.21%): 5.0 percent
Extract of momordica grosvenori (mogroside V content = 20.3%): 5.0 percent
Rebaudioside A (content in percentage by weight: 98.06%): 90.0 percent.
Example 18
The implementation provides a compound sweetener containing high-content mogroside monomers, which comprises the following components in percentage by weight:
mogroside V (weight percentage content: 98.21%): 10.0 percent
11-O-mogroside V (weight percentage content: 97.55%): 2.0 percent
Extract of momordica grosvenori (mogroside V content = 15.7%): 10.0 percent
Rebaudioside A (content in percentage by weight: 98.06%): 60.0 percent
18.0 percent of erythritol.
Claims (17)
1. A method for preparing a mogroside monomer product is characterized by comprising the following steps:
(1) dispersing and dissolving: adding ethanol into the crude extract of the momordica grosvenori, stirring and dispersing to obtain ethanol mixed solution of the crude extract of the momordica grosvenori;
(2) precipitation and microfiltration: standing the mixed ethanol solution of the crude extract of the momordica grosvenori obtained in the step (1), precipitating, separating out insoluble substances, precisely filtering by using a ceramic membrane, and collecting filtrate of the ceramic membrane;
(3) dilution and nanofiltration: diluting the ceramic membrane filtrate obtained in the step (2) with water, filtering with a nanofiltration membrane, and collecting nanofiltration membrane retentate;
(4) loading of preparative chromatography: loading the nanofiltration membrane trapped fluid obtained in the step (3) to a preparative chromatographic column filled with chromatographic packing;
(5) elution and collection of preparative chromatography: eluting the preparative chromatographic column in the step (4) by using an eluent, and collecting the eluents of different time periods in sections;
(6) concentration and drying: concentrating and drying the eluates obtained in the step (5) in different time periods respectively to obtain different types of mogroside monomers;
in the step (5), the eluent is ethanol-water solution, wherein the volume fraction of ethanol is 10-50%; the elution is isocratic elution; the elution flow rate is 5-20 BV/h; the step of collecting in sections is that when the eluent enters the preparation chromatographic column, timing is carried out, 15-23 min is an eluent A section, 20-35 min is an eluent B section, 32-40 min is an eluent C section, 38-45 min is an eluent D section, 45-65 min is an eluent E section, and 65-85 min is an eluent F section;
in the step (6), in the step of concentrating and drying by stages, after the eluent A is concentrated and dried, the obtained mogroside monomer is 11-O-mogroside V; concentrating and drying the eluent B section to obtain a mogroside monomer which is mogroside V; concentrating and drying the eluent C section to obtain a mogroside monomer which is mogroside VI; concentrating and drying the eluent D section to obtain a mogroside monomer which is siamenoside I; concentrating and drying the eluent E section to obtain a mogroside monomer which is mogroside IV; concentrating and drying the F section of the eluent to obtain the mogroside monomer which is mogroside III.
2. The method for preparing a mogroside monomer product according to claim 1, wherein in step (1), the content of the total mogroside in the crude extract of Momordica grosvenori is 20-95% by mass, wherein the content of mogroside V is 25-70% by mass; the volume percentage concentration of the ethanol is 60% -90%, the ratio of the volume of the ethanol to the weight of the crude extract of the momordica grosvenori is 5-10, the volume unit of the ethanol is L, and the weight unit of the crude extract of the momordica grosvenori is kg.
3. A method for preparing a mogroside monomer product according to claim 1 or 2, wherein in step (2), the standing and precipitating time is 0.5-2.0 hours; the ceramic membrane is made of zirconia, alumina or titanium oxide, the aperture of the ceramic membrane is 0.1-1.0 mu m, and the pressure of the precise filtration is 0.1-0.3 Mpa.
4. The preparation method of a mogroside monomer product according to claim 1 or 2, wherein in step (3), the amount of water added is 0.5-4 times of the volume of the ceramic membrane filtrate, and the volume fraction of ethanol in the diluted ethanol solution is 10-50%; the molecular weight cut-off of the nanofiltration membrane is 300-1000 Da, and the pressure of nanofiltration is 0.4-0.6 Mpa.
5. The method for preparing a mogroside monomer product according to claim 3, wherein in step (3), the amount of water added is 0.5-4 times of the volume of the ceramic membrane filtrate, and the volume fraction of ethanol in the diluted ethanol solution is 10-50%; the molecular weight cut-off of the nanofiltration membrane is 300-1000 Da, and the pressure of nanofiltration is 0.4-0.6 Mpa.
6. The method for preparing a mogroside monomer product of claim 1 or 2, wherein in step (4), the preparative chromatographic column is a low-pressure, medium-pressure or high-pressure compression column, and the column pressure is 0.1 Mpa-50 Mpa; the chromatographic packing is C4, C6, C8, C12 and C18 in type, and the granularity of the chromatographic packing is 5-30 mu m; the dosage of the chromatographic packing is 5-20 times of the weight of the crude extract of the momordica grosvenori; the height-diameter ratio of the chromatographic packing column is 1-20: 1; the flow rate of the sample loading is 5-20 BV/h, and 1BV = the column volume of the chromatographic packing.
7. The method for preparing a mogroside monomer product of claim 3, wherein in step (4), the preparative chromatographic column is a low-pressure, medium-pressure or high-pressure compression column, and the column pressure is 0.1MPa to 50 MPa; the chromatographic packing is C4, C6, C8, C12 and C18 in type, and the granularity of the chromatographic packing is 5-30 mu m; the dosage of the chromatographic packing is 5-20 times of the weight of the crude extract of the momordica grosvenori; the height-diameter ratio of the chromatographic packing column is 1-20: 1; the flow rate of the sample loading is 5-20 BV/h, and 1BV = the column volume of the chromatographic packing.
8. The method for preparing a mogroside monomer product of claim 4, wherein in step (4), the preparative chromatographic column is a low-pressure, medium-pressure or high-pressure compression column, and the column pressure is 0.1MPa to 50 MPa; the chromatographic packing is C4, C6, C8, C12 and C18 in type, and the granularity of the chromatographic packing is 5-30 mu m; the dosage of the chromatographic packing is 5-20 times of the weight of the crude extract of the momordica grosvenori; the height-diameter ratio of the chromatographic packing column is 1-20: 1; the flow rate of the sample loading is 5-20 BV/h, and 1BV = the column volume of the chromatographic packing.
9. The method for preparing a monomeric product of mogrosides according to claim 1 or 2, wherein in step (6), the concentration is vacuum concentration under reduced pressure; the drying is microwave drying.
10. The method for preparing a monomeric product of mogrosides according to claim 3, wherein in step (6), the concentration is vacuum concentration under reduced pressure; the drying is microwave drying.
11. The method for preparing a monomeric product of mogrosides according to claim 4, wherein in step (6), the concentration is vacuum concentration under reduced pressure; the drying is microwave drying.
12. The method for preparing a monomeric product of mogrosides according to claim 6, wherein in step (6), the concentration is vacuum concentration under reduced pressure; the drying is microwave drying.
13. A method for preparing a monomeric product of mogroside according to claim 1 or 2, wherein in step (6), the different types of mogroside monomers obtained after drying are all white solids, and the content ranges are all 75.0-99.9%.
14. A method for preparing a monomeric product of mogroside as claimed in claim 3, wherein in step (6), the different types of mogroside monomers obtained after drying are all white solids, and the content ranges are all 75.0% -99.9%.
15. A method for preparing a monomeric product of mogroside as claimed in claim 4, wherein in step (6), the different types of mogroside monomers obtained after drying are all white solids, and the content ranges are all 75.0% -99.9%.
16. The method for preparing a monomeric product of mogroside as claimed in claim 6, wherein in step (6), the different types of mogroside monomers obtained after drying are all white solids, and the content ranges are all 75.0% -99.9%.
17. The method for preparing a monomeric product of mogroside as claimed in claim 9, wherein in step (6), the different types of mogroside monomers obtained after drying are all white solids, and the content ranges are all 75.0% -99.9%.
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