[go: up one dir, main page]
More Web Proxy on the site http://driver.im/

FR2442889A1 - Immunostimulant and adjuvant N-acyl-peptide derivs. - produced by N-acylation of peptides from streptomyces stimulosus water-soluble extract (BE 17.4.80) - Google Patents

Immunostimulant and adjuvant N-acyl-peptide derivs. - produced by N-acylation of peptides from streptomyces stimulosus water-soluble extract (BE 17.4.80)

Info

Publication number
FR2442889A1
FR2442889A1 FR7829838A FR7829838A FR2442889A1 FR 2442889 A1 FR2442889 A1 FR 2442889A1 FR 7829838 A FR7829838 A FR 7829838A FR 7829838 A FR7829838 A FR 7829838A FR 2442889 A1 FR2442889 A1 FR 2442889A1
Authority
FR
France
Prior art keywords
rco
iii
peptides
water
adjuvant
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
FR7829838A
Other languages
French (fr)
Other versions
FR2442889B1 (en
Inventor
Pierre Jolles
Jean Florent
Jean Lunel
Denise Mancy
Daniele Migliore-Samour
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bpifrance Financement SA
Original Assignee
Agence National de Valorisation de la Recherche ANVAR
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Agence National de Valorisation de la Recherche ANVAR filed Critical Agence National de Valorisation de la Recherche ANVAR
Priority to FR7829838A priority Critical patent/FR2442889A1/en
Priority to GB7935476A priority patent/GB2033906B/en
Priority to DE19792941551 priority patent/DE2941551A1/en
Priority to US06/084,927 priority patent/US4261979A/en
Priority to NL7907637A priority patent/NL7907637A/en
Priority to BE0/197689A priority patent/BE879466A/en
Priority to CA000337927A priority patent/CA1149376A/en
Priority to CH937879A priority patent/CH643816A5/en
Priority to JP13430479A priority patent/JPS5576850A/en
Publication of FR2442889A1 publication Critical patent/FR2442889A1/en
Application granted granted Critical
Publication of FR2442889B1 publication Critical patent/FR2442889B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
    • C07K5/0215—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing natural amino acids, forming a peptide bond via their side chain functional group, e.g. epsilon-Lys, gamma-Glu
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/02—Immunomodulators
    • A61P37/04—Immunostimulants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Immunology (AREA)
  • Organic Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Biochemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Biophysics (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

New peptide derivs. are water-soluble cpds. of formulae (III) and (IV) and mixt. of these cpds. in a molar ratio of 4:1. In the formulae X is a gp. RCO and Y is H or RCO; or Y is RCO and X is H or RCO; R is 11-19C alkyl or alkenyl; and the amine acids have the configurations Ala:L, Glu:D, Dap:LL. Also new are the parent peptides of formula (III); X, Y=H) and (IV; X, Y=H) and their 4:1 molar mixture. (III) and (IV) are immunological adjuvants which intensify antibody prodn. and influence delayed hypeisensitivity reactions. They are non-arthrogenic, and exists their adjuvant effect (which is greater than that of the parent peptides in aq. soln. or suspension without the need to administer them in oil soln. (III) and (IV) can thus be used as adjuvants for co-admin. with vaccines and in desensitisation against allergens. They can also be used as nonspecific immunostimulants to increase resistance to infections and in antitumour immunotherapy.
FR7829838A 1978-10-19 1978-10-19 Immunostimulant and adjuvant N-acyl-peptide derivs. - produced by N-acylation of peptides from streptomyces stimulosus water-soluble extract (BE 17.4.80) Granted FR2442889A1 (en)

Priority Applications (9)

Application Number Priority Date Filing Date Title
FR7829838A FR2442889A1 (en) 1978-10-19 1978-10-19 Immunostimulant and adjuvant N-acyl-peptide derivs. - produced by N-acylation of peptides from streptomyces stimulosus water-soluble extract (BE 17.4.80)
GB7935476A GB2033906B (en) 1978-10-19 1979-10-12 Water-soluble compounds derived from extracts of streptomyces stimulosus process for their production and compositions containing them
DE19792941551 DE2941551A1 (en) 1978-10-19 1979-10-13 IMMUNOLOGICALLY EFFECTIVE COMPOUNDS, METHOD FOR THEIR PRODUCTION AND MEDICINAL PRODUCTS CONTAINING THE SAME
US06/084,927 US4261979A (en) 1978-10-19 1979-10-15 Novel water-soluble compounds derived from extracts of streptomyces stimulosus, process for their production, their uses as immunological adjuvants and compositions containing them
NL7907637A NL7907637A (en) 1978-10-19 1979-10-16 NEW WATER-SOLUBLE COMPOUNDS FROM A STREPTOMYCES STIMULOSUS EXTRACT, METHODS FOR OBTAINING THEM, THEIR USE AS IMMUNOLOGICAL ADDITIVES AND PREPARATIONS CONTAINING THE NEW COMPOUNDS.
BE0/197689A BE879466A (en) 1978-10-19 1979-10-17 NOVEL HYDROSOLUBLE COMPOUNDS FROM STREPTOMYCES STIMULOSUS EXTRACT, THEIR OBTAINMENT, THEIR APPLICATION AS IMMUNOLOGICAL ADJUVANTS AND COMPOSITIONS CONTAINING THEM
CA000337927A CA1149376A (en) 1978-10-19 1979-10-18 Process for preparing water-soluble compounds derived from extracts of streptomyces stimulosus, and water-soluble compounds so obtained
CH937879A CH643816A5 (en) 1978-10-19 1979-10-18 WATER-SOLUBLE COMPOUNDS FROM STREPTOMYCES STIMULOSUS EXTRACT, THEIR PRODUCTION, THEIR USE AS IMMUNOLOGICAL ADJUVANTS AND COMPOSITIONS CONTAINING THEM.
JP13430479A JPS5576850A (en) 1978-10-19 1979-10-19 Waterrsoluble compounds derived from extract of streptomyces stimulosus*their manufactures and immunologic adjuvant composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7829838A FR2442889A1 (en) 1978-10-19 1978-10-19 Immunostimulant and adjuvant N-acyl-peptide derivs. - produced by N-acylation of peptides from streptomyces stimulosus water-soluble extract (BE 17.4.80)

Publications (2)

Publication Number Publication Date
FR2442889A1 true FR2442889A1 (en) 1980-06-27
FR2442889B1 FR2442889B1 (en) 1982-01-08

Family

ID=9213941

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7829838A Granted FR2442889A1 (en) 1978-10-19 1978-10-19 Immunostimulant and adjuvant N-acyl-peptide derivs. - produced by N-acylation of peptides from streptomyces stimulosus water-soluble extract (BE 17.4.80)

Country Status (3)

Country Link
JP (1) JPS5576850A (en)
BE (1) BE879466A (en)
FR (1) FR2442889A1 (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2460290A1 (en) * 1979-06-29 1981-01-23 Rhone Poulenc Ind NOVEL TETRA- OR PENTAPEPTIDES, THEIR PREPARATION AND THE MEDICINES THAT CONTAIN THEM
FR2460289A1 (en) * 1979-06-29 1981-01-23 Rhone Poulenc Ind NEW TRIPEPTIDES, THEIR PREPARATION AND THE MEDICINES THAT CONTAIN THEM
JPS5645449A (en) * 1979-07-31 1981-04-25 Fujisawa Pharmaceut Co Ltd Novel peptide, its pharmaceutically acceptable salt and preparation of the same
JPS57114556A (en) * 1980-10-27 1982-07-16 Fujisawa Pharmaceut Co Ltd Novel peptide compound and its preparation
JPS57108050A (en) * 1980-11-11 1982-07-05 Fujisawa Pharmaceut Co Ltd Novel peptide and its preparation
US4493794A (en) * 1980-12-31 1985-01-15 Fujisawa Pharmaceutical Co., Ltd. Peptide, process for preparation thereof and use thereof
JPH068312B2 (en) * 1981-01-29 1994-02-02 藤沢薬品工業株式会社 New peptide manufacturing method
GR79114B (en) * 1981-01-29 1984-10-02 Fujisawa Pharmaceutical Co

Also Published As

Publication number Publication date
FR2442889B1 (en) 1982-01-08
JPS5576850A (en) 1980-06-10
BE879466A (en) 1980-04-17

Similar Documents

Publication Publication Date Title
Tamayo et al. Poly (anhydride) nanoparticles act as active Th1 adjuvants through Toll-like receptor exploitation
Chu et al. Further studies on the immunogenicity of Haemophilus influenzae type b and pneumococcal type 6A polysaccharide-protein conjugates
IL111134A (en) Immunological tolerance-inducing composition comprising a mucosa-binding molecule linked to a specific self-antigen/tolerogen
FR2442889A1 (en) Immunostimulant and adjuvant N-acyl-peptide derivs. - produced by N-acylation of peptides from streptomyces stimulosus water-soluble extract (BE 17.4.80)
BE898955A (en) PROCESS FOR THE PREPARATION OF LYOPHILIZED ADSORBED VERSATILE VACCINES
WO1999040936A3 (en) Pneumococcal and meningococcal vaccines formulated with interleukin-12
GR3030568T3 (en) Inducing cytotoxic t lymphocyte responses.
HUP0103085A1 (en) Formulations an processes for inducing an immune response to polysaccharide
KR101501583B1 (en) An adjuvant comprising lipopeptide and poly(I:C), and improved form of vaccine composition using thereof
EA200000161A1 (en) Use of MHC class II ligands as adjuvants for vaccination and lag-3 in the treatment of malignant tumors
JP6796146B2 (en) Aluminum hydroxide gel-sodium chloride composite immunological adjuvant, its preparation method and its use
MXPA04003864A (en) Immunotherapy for reversing immune suppression.
MY125000A (en) Novel compositions
CA2123222A1 (en) Gram-negative bacterial vaccines
Parant et al. Priming effect of muramyl peptides for induction by lipopolysaccharide of tumor necrosis factor production in mice
WO2023172741A3 (en) A multiple antigen presenting system (maps)-based staphylococcus aureus vaccine comprising b- and t-cell antigens, immunogenic composition, and uses thereof
Peck et al. New metabolizable immunologic adjuvant for human use. 2. Short-term animal toxicity tests
GEP20053446B (en) Adjuvant Combination Formulations
Allison Immunological adjuvants and their modes of action
EP0282343A3 (en) Method to stimulate the immune response to specific antigens
Lindblad et al. Basic concepts in the application of immunological adjuvants
BR9709993A (en) Vaccine vaccine preparation composition process for the production of an immunogenic preparation and an immunogenic preparation
WO2002038611A3 (en) Method of producing antibodies by immunization with conjugates of molecules coupled to charge-modified proteins
Seeger et al. Macrophage-bound antigens: II. Comparison of the immunogenicity of antigens bound to macrophages, lymphocytes, thymocytes and hepatoma cells
US3642981A (en) Toxic chemical vaccines

Legal Events

Date Code Title Description
ST Notification of lapse