Toxicity studies of analogs of 2-tridecanone, a naturally occurring toxicant from a wild tomato
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Toxicity bioassays of the naturally occurring insecticide 2-tridecanone and a group of structural analogs against the tomato fruitworm (Heliothis zea) reveal a significant influence of chain length on toxicity of methyl ketones. This effect may be due to the differential ability of these compounds to penetrate lipid barriers and reach the active site, since a close relationship is seen between toxicity and lipophilicity. Congeners of chain lenths 15 and over are less active than predicted by this relationship, possibly due to steric effects.
Key words2-Tridecanone structure-activity relationships Lycopersicon hirsutum f.glabratum C.M. Mull Heliothis zea (Boddie) Lepidoptera Noctuidae resistance
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- Burton, R.L. 1970. A low-cost artificial diet for the corn earworm.J. Econ. Entomol. 63:1969–1970.Google Scholar
- Hansch, C. 1969. A quantitative approach to biochemical structure-activity relationships.Acc. Chem. Res. 2:232–239.Google Scholar
- Kennedy, G.G., andHenderson, W.R. 1978. A laboratory assay for resistance to the tobacco hornworm inLycopersicon andSolanum spp.J. Am. Soc. Hortic. Sci. 103:334–336.Google Scholar
- Kennedy, G.G., andYamamoto, R.T. 1979. A toxic factor causing resistance in a wild tomato to the tobacco hornworm and some other insects.Entomol. Exp. Appl. 26:121–126.Google Scholar
- Kennedy, G.G., Yamamoto, R.T., Dimock, M.B., Williams, W.G., andBordner, J. 1981. Effect of daylength and light intensity on 2-tridecanone levels and resistance inLycopersicon hirsutum f.glabratum toManduca sexta.J. Chem. Ecol. 7:704–716.Google Scholar
- Litchfield, J.T., andWilcoxon, F. 1949. A simplified method of evaluating dose-effect experiments.J. Pharmacol. Exp. Ther. 96:99–113.Google Scholar
- Luckwill, L.C. 1943. The genusLycopersicon: An historical, biological, and taxonomic survey of the wild and cultivated tomatoes. Aberdeen University Studies No. 120. Aberdeen University Press, Scotland. 44 pp.Google Scholar
- Martin, Y.C. 1978. Quantitative Drug Design: A Critical Introduction. Marcel Dekker, New York. 425 pp.Google Scholar
- McFarland, J.W. 1970. On the parabolic relationship between drug potency and hydrophobicity.J. Med. Chem. 13:1192–1196.Google Scholar
- Soost, R.K., Scora, R.W., andSims, J.J. 1968. Contribution to the chromatographic analysis of leaf oils in the genusLycopersicon.Proc. Am. Soc. Hortic. Sci. 92:568–571.Google Scholar
- Williams, W.G., Kennedy, G.G., Yamamoto, R.T., Thacker, J.D., andBordner, J. 1980. 2-Tridecanone: A naturally occurring insecticide from the wild tomatoLycopersicon hirsutum f.glabratum.Science 207:888–889.Google Scholar