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Herbicidal effects under field conditions of Ailanthus altissima bark extract, which contains ailanthone

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Abstract

Extracts of Ailanthus altissima stem bark were evaluated for herbicidal effects under field conditions in two outdoor trials. Previous investigations had shown A. altissima bark, extracted with methanol, yielded a strongly phytotoxic extract that contained ailanthone as one of the major herbicidal compounds. The first field trial investigated the level of activity and selectivity of the extract. A. altissima bark extract was sprayed post-emergence onto 17 species of weeds and crops at rates of 366, 177, 93, 47, 23, and 0 kg ha−1. These application rates provided herbicidal activity equivalent to 4.5, 2.2, 1.1, 0.6, 0.3, and 0.0 kg of pure ailanthone per hectare, based on the results of a laboratory bioassay of extract and pure ailanthone. Strong herbicidal effects were observed within several days. Even the lowest rate caused mortality and injury in excess of 50% for nine of the 17 species, and a significant reduction in shoot biomass for 13 species. The second field trial tested the ability of bark extract to control weeds under field conditions with horticultural crops (bush bean, cauliflower, sweet corn, tomato). A. altissima bark extract was sprayed post-emergence at rates of 99, 50, 26, 13, and 0 kg ha−1, providing herbicidal activity equivalent to 1.1, 0.6, 0.3, 0.14, and 0.0 kg of pure ailanthone per hectare. Extract treatment provided partial weed control (greatest reduction in weed biomass was 40%), but also caused serious crop injury. Bush bean was the only crop that showed a significant increase in shoot biomass and fruit yield, compared to the non-weeded control. None of the crops, regardless of application rate, showed a level of shoot biomass or fruit yield comparable to the hand-weeded control. The herbicidal effects of A. altissima bark extract declined within the first few weeks after application, supporting previous evidence that ailanthone is rapidly degraded under field conditions.

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References

  • Anderson E 1961 The tree of heaven, Ailanthus altissima. Missouri Bot. Gard. Bull. 49(7), 105–107.

    Google Scholar 

  • Anderson L A, Harris A and Phillipson J D 1983. Production of cytotoxic canthin-6-one alkaloids by Ailanthus altissima plant cell cultures. J. Nat. Prod. 46, 374–378.

    Google Scholar 

  • Barnes, J P and Putnam A R 1987 Role of benzoxazinones in allelopathy by rye (Secale cereale L.). J. Chem. Ecol. 13, 889–906.

    Google Scholar 

  • Bourke C A 1996 Lack of toxicity of Ailanthus altissima (tree-of-heaven) for goats. Aust. Vet. J. 74, 465.

    Google Scholar 

  • Boyette C D and Abbas H K 1995 Weed control with mycoherbicides and phytotoxins: a nontraditional application of allelopathy. In Allelopathy: Organisms, Processes, and Applications. Eds. Inderjit, K M M Dakshini and F A Einhellig. ACS Series 582. pp. 280–299. American Chemical Society, Washington, DC.

    Google Scholar 

  • Casinovi C G and Grandolini G 1963 Sulle sostanze amare contenute nell'Ailanthus glandulosa. Lincei Rend. Soc. Fis. Mat. Nat. 35: 348–350.

    Google Scholar 

  • Casinovi C G, Bellavita V, Grandolini G and Ceccherelli P 1965 Occurrence of bitter substances related to quassin in Ailanthus glandulosa. Tetrahedron Lett. 27, 2273–2279.

    Google Scholar 

  • Casinovi C G, Ceccherelli P, Fardella G and Grandolini G 1983 Isolation and structure of a quassinoid from Ailanthus glandulosa. Phytochemistry 22, 2871–2873.

    Google Scholar 

  • Casinovi C G, Fardella G, Grandolini G and Burinato C. 1981. Proprieta antiamebiche di alcuni derivati dell'ailantone e della quassina. Farm. Ed. Sci. 36, 116–122.

    Google Scholar 

  • Chamberlain D A, Wilson G and Ryan M F 1991 Trans-2-nonenal insect repellent, insecticide, and flavor compound in carrot roots, cell suspensions, and 'hairy' root cultures. J. Chem. Ecol. 17, 615–624.

    Google Scholar 

  • Cutler H G and Cutler S J 1999 Biologically Active Natural Products: Agrochemicals. CRC Press, Boca Raton, FL.

    Google Scholar 

  • Cutler S J, Thomas T and Cutler H G 2002 The synthesis and biological evaluation of eugenol derivatives as potential herbicidal agents. Tektran, U.S. Department of Agriculture, Agricultural Research Service. http://www.nal.usda.gov/ttic/tektran/data/0 00013/88/0000138842.html.

  • Czarnota M A, Paul R N, Dayan F E, Nimbal C I and Weston L A 2001 Mode of action, localization of production, chemical nature, and activity of sorgoleone: a potent PSII inhibitor in Sorghum spp. root exudates. Weed Technol. 15, 813–825.

    Google Scholar 

  • de Carneri I and Casinovi C G 1968 Un potente antiamebico d'origine vegetale: l'ailantone, principio attivo di Ailanthus glandulosa. Parassitologia 10, 215–217.

    Google Scholar 

  • Devine M, Duke S O and Fedtke C 1993 Naturally occurring chemicals as herbicides. In Physiology of Herbicide Action. pp. 395–424. Prentice Hall, Englewood Cliffs, NJ.

    Google Scholar 

  • Duke, S O 1990 Natural pesticides from plants. In Advances in New Crops. Eds. J Janick and J E Simon. pp. 511–517. Timber Press, Portland, OR.

    Google Scholar 

  • Duke S O and Lydon J 1993 Natural phytotoxins as herbicides. In Pest Control with Enhanced Environmental Safety. Eds. S O Duke, J J Menn and J R Plimmer. ACS Series 54. pp. 110–124. American Chemical Society, Washington, DC.

    Google Scholar 

  • Ebert E, Leist K H and Mayer, D 1990 Summary of safety evaluation toxicity studies of glufosinate ammonium. Fd. Chem. Toxicol. 28, 339–349.

    Google Scholar 

  • Einhellig F A and Leather G R 1988 Potentials for exploiting allelopathy to enhance crop production. J. Chem. Ecol. 14, 1829–1844.

    Google Scholar 

  • Grayson B T, Williams K S, Freehauf P A, Pease R R, Ziesel W T, Sereno R L and Reinsfelder R E 1987. The physical and chemical properties of the herbicide cinmethylin (SD 95481). Pestic. Sci. 21, 143–153.

    Google Scholar 

  • Grieco P A, Collins J L, Moher E D, Fleck T J and Gross R S 1993 Synthetic studies on quassinoids: total synthesis of (–)-chaparrinone, (–)-glaucarubolone, and (+)-glaucarubinone. J. Am. Chem. Soc. 115, 6078–6093.

    Google Scholar 

  • Hamilton R J and Mander L N 1991 Approaches to the synthesis of quassinoids. Aust. J. Chem. 44, 927–938.

    Google Scholar 

  • Harper J L 1977 Population Biology of Plants. Academic Press, New York.

    Google Scholar 

  • Heisey R M 1990a Allelopathic and herbicidal effects of extracts from tree-of-heaven (Ailanthus altissima). Am. J. Bot. 77, 662–670.

    Google Scholar 

  • Heisey R M 1990b Evidence for allelopathy by tree-of-heaven (Ailanthus altissima). J. Chem. Ecol. 16, 2039–2055.

    Google Scholar 

  • Heisey R M 1993 A plant-produced compound exhibiting herbicidal characteristics. Invention Disclosure Number 93–1241. Pennsylvania State University, Office of Intellectual Property, University Park, PA, USA.

    Google Scholar 

  • Heisey R M 1996 Identification of an allelopathic compound from Ailanthus altissima (Simaroubaceae) and characterization of its herbicidal activity. Am. J. Bot. 83, 192–200.

    Google Scholar 

  • Heisey R M and Putnam A R 1986 Herbicidal effects of geldanamycin and nigericin, antibiotics from Streptomyces hygroscopicus. J. Nat. Prod. 49, 859–865.

    Google Scholar 

  • Hirota H, Yokoyama A, Miyaji K, Nakamura T, Igarashi M and Takahashi T 1991 Total synthesis of (±)-amarolide, a quassinoid bitter principle. J. Org. Chem. 56, 1119–1127.

    Google Scholar 

  • Hu S Y 1979 Ailanthus Arnoldia 39, 29–50.

    Google Scholar 

  • Illick J S and Brouse E F 1926 The Ailanthus tree in Pennsylvania. Pennsylvania Dept. Forests and Waters, Bulletin 38, Harrisburg, PA.

  • Ishibashi M, Murae T, Hirota H, Naora H, Tsuyuki T, Takahashi T, Itai A and Iitaka Y 1981 Shinjudilactone, a new bitter principle from Ailanthus altissima Swingle. Chem. Lett. 1597–1598.

  • Jaziri M 1990 Enzyme-linked immunosorbent assay for the determination of quassinoids in Ailanthus altissima tissues and cultivated cells. Phytochemistry 29, 829–835.

    Google Scholar 

  • Jaziri M, Homes J and Vanhaeien M 1987 Production of quassinoids by tissue cultures of Ailanthus altissima. Phytochemistry 26, 999–1000.

    Google Scholar 

  • Kato T, Suzumura Y, Fukushima M, Honda T, Nakanishi T and Noguchi T 1988 Antitumor activity of novel ailanthone derivatives in vitro and in vivo. Anticancer Res. 8, 573–580.

    Google Scholar 

  • Kocher H and Kocur J 1993 Influence of wetting agents on the foliar uptake and herbicidal activity of glufosinate. Pestic. Sci. 37, 155–158.

    Google Scholar 

  • Kowarik I 1995 Clonal growth in Ailanthus altissima on a natural site in West Virginia. J. Veg. Sci. 6, 853–856.

    Google Scholar 

  • Lidert Z, Wing K, Polonsky J, Imakura Y, Okano M, Tani S, Lin Y-M, Kiyokawa H and Lee K-H 1987 Insect antifeedant and growth inhibitory activity of forty-six quassinoids on two species of agricultural pests. J. Nat. Prod. 50, 442–448.

    Google Scholar 

  • Lin L, Peiser G, Ying B, Mathias K, Karasina F, Wang Z, Itatani J, Green L and Hwang Y 1995 Identification of plant growth inhibitory principles in Ailanthus altissima and Castela tortuosa. J. Agric. Food Chem. 43, 1708–1711.

    Google Scholar 

  • Liu D L and Christians N E 1994 Isolation and identification of root-inhibiting compounds from corn gluten hydrolysate. J. Plant Growth Regul. 13, 227–230.

    Google Scholar 

  • Liu D L, Christians N E and Garbutt J T 1994 Herbicidal activity of hydrolyzed corn gluten meal on three grass species under controlled environments. J. Plant Growth Regul. 13, 221–226.

    Google Scholar 

  • Macias F A 1995 Allelopathy in the search for natural herbicide models. In Allelopathy: Organisms, Processes, and Applications. Eds. Inderjit, K M Dakshini and F A Einhellig. ACS Series 582. pp. 310–329. American Chemical Society, Washington, DC.

    Google Scholar 

  • Macias F A, Galindo J C G, Molinillo J M G, Castellano D, Velasco R F and Chinchilla D 1999 Developing new herbicide models from allelochemicals. Pestic. Sci. 55, 633–675.

    Google Scholar 

  • Macias F A, Molinillo J M G, Galindo J C G, Varela R M, Simonet A M and Castellano D 2001 The use of allelopathic studies in the search for natural herbicides. J. Crop Prod. 4(2), 237–255.

    Google Scholar 

  • Mergen F 1959 A toxic principle in the leaves of Ailanthus. Bot. Gaz. 121, 32–36.

    Google Scholar 

  • Miliszkiewicz D, Wieczorek P, Lejczak B, Kowalik E and Kafarski P 1992 Herbicidal activity of phosphonic and phosphinic acid analogues of glutamic and aspartic acids. Pestic. Sci. 34, 349–354.

    Google Scholar 

  • Muller C H, Muller W H and Haines B L 1964 Volatile growth inhibitors produced by aromatic shrubs. Science 143, 471–473.

    Google Scholar 

  • Muller W H and Muller C H 1964 Volatile growth inhibitors produced by Salvia species. Bull. Torrey Bot. Club 91, 327–330.

    Google Scholar 

  • Mycogen 1997 Mycogen Corporation; pesticide tolerance petition. U.S. Environmental Protection Agency, Federal Register Environmental Documents. http://www.epa.gov/docs/fedrgstr/EPAPEST/ 1 997/January/Day-24/p1753.htm.

  • Nair M G, Whitenack C J and Putnam A R 1990 2,2′-Oxo-1,1′-azobenzene: a microbially transformed allelochemical from 2,3-benzoxazolinone: I. J. Chem. Ecol. 16, 353–364.

    Google Scholar 

  • Newton E 1986 Arboreal riffraff or ultimate tree? Audubon 88(4), 12–19.

    Google Scholar 

  • Pan E and Bassuk N 1985 Effects of soil type and compaction on the growth of Ailanthus altissima seedlings. J. Environ. Hortic. 3(4), 158–162.

    Google Scholar 

  • Pan E and Bassuk N 1986 Establishment and distribution of Ailanthus altissima in the urban environment. J. Environ. Hortic. 4(1), 1–4.

    Google Scholar 

  • Peigler R 1993 A defense of Ailanthus. Am. Hort. 72(2), 38–43.

    Google Scholar 

  • Pierre A, Robert-Gero M, Tempete C and Polonsky J 1980. Structural requirements of quassinoids for the inhibition of cell transformation. Biochem. Biophys. Res. Commun. 93, 675–686.

    Google Scholar 

  • Polonsky J 1973 Quassinoid bitter principles. Fortschr. Chem. Organ. Naturstoffe 30, 101–150.

    Google Scholar 

  • Polonsky J 1985 Quassinoid bitter principles II. Fortschr. Chem. Organ. Naturstoffe 47, 221–264.

    Google Scholar 

  • Polonsky J and Fourrey J-L 1964. Constituants des graines d'Ailanthus altissima Swingle. Structure de l'ailanthone. Tetrahedron Lett. 52: 3983–3990.

    Google Scholar 

  • Putnam A R 1988 Allelochemicals from plants as herbicides. Weed Technol. 2, 510–518.

    Google Scholar 

  • Rice E L 1983 Pest Control with Nature's Chemicals. University of Oklahoma Press, Norman, OK.

    Google Scholar 

  • Rice E L 1984 Allelopathy. Academic Press, Orlando, FL.

    Google Scholar 

  • Romagni J G, Allen S N and Dayan F E 2000. Allelopathic effects of volatile cineoles on two weedy plant species. J. Chem. Ecol. 26, 303–313.

    Google Scholar 

  • Santamour F S 1983 Woody-plant succession in the urban forest: filling cracks and crevices. J. Arboricult. 9(10), 267–270.

    Google Scholar 

  • Schmidt S K 1988 Degradation of juglone by soil bacteria. J. Chem. Ecol. 14, 1561–1571.

    Google Scholar 

  • Shah B 1997 The checkered career of Ailanthus altissima. Arnoldia 57(3), 20–27.

    Google Scholar 

  • Shettel N L and Balke N E 1983 Plant growth response to several allelopathic chemicals. Weed Sci. 31, 293–298.

    Google Scholar 

  • Sim S J and Chang H N 1993. Increased shikonin production by hairy roots of Lithospermum erythrorhizon in two phase bubble column reactor. Biotechnol. Lett. 15, 145–150.

    Google Scholar 

  • Singh R P, Gupta M K and Chand P 1992 Autecology of Ailanthus glandulosa Desf. in western Himalayas. Indian Forester 118, 917–921.

    Google Scholar 

  • Sprague C and Hager A 2001. Syngenta receives Callisto registration. The Pest Management and Crop Development Bulletin. University of Illinois Extension, 8 June, 2001. www.ag.uiuc.edu/cespubs/pest/articles/20011 1j.html.

  • Sterling T M, Houtz R L and Putnam A R 1987 Phytotoxic exudates from velvetleaf (Abutilon theophrasti) glandular trichomes. Am. J. Bot. 74, 543–550.

    Google Scholar 

  • Syngenta. 2001 Syngenta receives USA registration for Callisto TM corn herbicide. Media release June 5, 2001. www.syngenta.com/en/media/article.asp?article_id=136.

  • Vaughan D, Sparling G P and Ord B G 1983 Amelioration of the phytotoxicity of phenolic acids by some soil microbes. Soil Biol. Biochem. 15, 613–614.

    Google Scholar 

  • Voigt G K and Mergen F 1962 Seasonal variation in toxicity of Ailanthus leaves to pine seedlings. Bot. Gaz. 123, 262–265.

    Google Scholar 

  • Weston L A and Czarnota M A 2001 Activity and persistence of sorgoleone, a long-chain hydroquinone produced by Sorghum bicolor. J. Crop Prod. 4(2), 363–377.

    Google Scholar 

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Correspondence to Rod M. Heisey.

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Heisey, R.M., Kish Heisey, T. Herbicidal effects under field conditions of Ailanthus altissima bark extract, which contains ailanthone. Plant and Soil 256, 85–99 (2003). https://doi.org/10.1023/A:1026209614161

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