Abstract
In addition to previously reported cucurbitacins B,1, and D,2, cucurbitacin E,3, and I,4, aglycones and their glucosides 2-O-β-glucopyranosyl-cucurbitacin E,5, and 2-O-β-glucopyranosyl-cucurbitacin I,6, were isolated and identified as constituents ofCucurbita andreana on the basis of MS, FD-MS, 1 H NMR and13C NMR spectroscopy. Also, 2-O-β-glucopy-ranosyl-cucurbitacin B, 7, cucurbitacin B glucoside was isolated and identified.
Similar content being viewed by others
References
Bar-Nun, N., andMayer, A.M. 1990. Cucurbitacins-repressors of induction of laccase formation.Phytochemistry 28:1369–1371.
Chambliss, O.L., andJones, C.M. 1966. Cucurbitacins: Specific insect attractants in Cucurbitaceae.Science 153:1392–1393.
Dubois, M., Bauer, R., Cagiotti, M.R., andWagner, H. 1988. Foetidissimoside A, a new 3,38-didesmosidic triterpenoid saponin, and cucurbitacins fromCucurbita foetidissima.Phytochemistry 27:881–885.
Fang, X., Phoebe, C.H., Pezzuto, J.M., Fong, H.H.S., andFarnsworth, N.R. 1984. Plant anticancer agents, XXXIV. Cucurbitacins fromElaeocarpus dolichostylus.J. Nat. Prod. 47:988–993.
Guha, J., andSen, S.P. 1975. The cucurbitacins—a review.Plant Biochem. J. 2:12–28.
Halaweish, F.T. 1987. Cucurbitacins in tissue cultures ofBryonia dioica Jacq. PhD Thesis. Uni-versity of Wales, Cardiff, U.K..
Hatam, N.A.R., Whitting, D.A., andYousif, N.J. 1989. Cucurbitacin glycosides fromCitrullus colocynthis.Phytochemistry 28:1268–1271.
Jacobs, H., Singh, T., Reynolds, W., andMcLean, S. 1990. Isolation and C-NMR assignments of Cucurbitacins fromCayaponia angustiloba, C. racemosa, andGurania subumbellata.J. Nat. Prod. 53:1600–1605.
Lance, D.R. 1988. Potential of 8-methyl-2-decyl popanoate and plant-derived volatiles for attracting com rootworm beetles (Coleoptera: Chrysomelidae) to toxic baits,J. Econ. Entomol. 81:1359–1362.
Lance, D.R., andSutter, G.R. 1990. Field-cage and laboratory evaluations of semiochemical-based baits for managing western corn rootworm (Coleoptera: Chrysomelidae).J. Econ. Ento-mol. 83:1085–1090.
Lavie, D., andGlotter, E. 1971. The cucurbitacins, a group of tetracyclic triterpenes.Fortschr. Chem. Org. Naturst. 29:307–356.
Metcalf, R.L. 1985. Plant kairomones and insect pest control.Bull. Ill. Nat. Hist. Surv. 33:175–198.
Metcalf, R.L. 1986. Foreward, pp. 7–15,in J.L. Krysan and T.A. Miller (eds.). Methods for the Study of PestDiabrotica. Springer-Verlag, New York.
Metcalf, R.L., andLampman, R.L. 1989. The chemical ecology of diabroticites and Cucurbitaceae.Experientia 45:240–247.
Metcalf, R.L., Metcalf, R.A., andRhodes, A.M. 1980. Cucurbitacins as kairomones for diabroticite beetles.Proc. Nat. Acad. Sci. U.S.A. 17:3769–3772.
Metcalf, R.L., Rhodes, A.M., Metcalf, R.A., Ferguson, J.E., Metcalf, E.R., andPo-Yung, L. 1982. Cucurbitacin contents and diabroticite (Coleoptera: Chrysomelidae) feeding uponCucurbita spp.Environ. Entomol. 11:931–937.
Metcalf, R.L., Ferguson, J.E., Lampman, R., andAnderson, J.F. 1987. Dry cucurbitacin-containing baits for controlling diabroticite beetles (Coleoptera: Chrysomelidae),J. Econ. Entomol. 80:870–875.
Sasamori, H., Reddy, K.S., Kirkup, M.P., Shabanowitz, J., Lynn, D.G., Hecht, S.M., Woode, K.A., Bryan, R.F., Campbell, J., Lynn, W.S., Egert, E., andSheldrick, G.M. 1983. New cytotoxic principles fromDatisca glomerata.J. Chem. Soc. Perkin Trans. I 1983:1333–1347.
Sharma, G.C., andHall, C.V. 1971. Influence of cucurbitacins, sugars, and fatty acids on cucurbit susceptibility to spotted cucumber beetle.Am. Soc. Hortic. Sci. J. 96:675–680.
Stopper, H., Kahlig, H., Seligmann, O., andWagner, H. 1990. Minor cucurbitacin glycosides fromPicrorhiza kurrooa.Phytochemistry 29:1633–1637.
Tallamy, D.W., andHalaweish, F.T. 1993. The effect of age, prior exposure reproductive activity, on sensitivity to cucurbitacins in sex, and southern corn rootworm (Coleoptera: Chry-somelidae),Environ. Entomol. Submitted.
Velde, V.V., andLavie, D. 1983.13C-NMR spectrotoscopy of cucurbitacins.Tetrahedron 39:317–321.
Weissling, T.J., Meinke, L.J., Trimnell, D., andGolgen, K.L. 1989. Behavioral responses ofDiabrotica adults to plant-derived semichemicals encapsulated in a starch borate matrix.Entomol. Exp. Appl. 53:219–228.
Whithouse, M.W., andDoskotch, W.W. 1979. Binding of the cytotoxic and antitumor triterpenes, cucurbitacins, to glucocorticoid receptor of HeLa cells.Biochem. Pharmacol. 18:1790–1793.
Witkowski, A., andKonopa, J. 1981. Selective inhibition of thymidine incorporation into lymphocytes by cucurbitacin B and D.Biochim. Biophys. Acta 674:246–250.
Witkowski, A., Woynarowska, B., andKonopa, J. 1984. Inhibition of the biosynthesis of desoxyribonucleic acid, ribonucleic acid and protein in HeLa S3 cell by cucurbitacins, glucocorticoid-like cytotoxic triterpenes.Biochem. Pharmacol. 33:995–1005.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Halaweish, F.T., Tallamy, D.W. A new cucurbitacin profile forCucurbita andreana: A candidate for cucurbitacin tissue culture. J Chem Ecol 19, 1135–1141 (1993). https://doi.org/10.1007/BF00987375
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF00987375