Abstract
Differences in attractiveness of four individualtrans isomers of ceralure (CRL) [ethyl 4- (and 5-) iodo-trans-2-methylcyclohexane-1-carboxylate] for male Mediterranean fruit fly,Ceratitis capitata (Wiedemann), were investigated. One of the isomers, CRL-B1 (ethylcis-5-iodo-trans-2-methylcyclohexane-1-carboxylate) was significantly superior to the three othertrans-CRL isomers, CRL, trimedlure (TML) [1,1-dimethylethyl 4- (and 5-) chloro-trans-2-methylcyclohexane-1-carboxylate], and TML-C (1,1-dimethylethyl-cis-4-chloro-trans-2-methylcyclohexane-1-carboxylate) on an equal weight basis.
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References
Anonymous. 1990. New medfly lure lasts longer. C&EM 69:37.
DeMilo, A.B., Cunningham, R.T., andMcGovern, T.P. 1994a. Trimedlure: Effects of structural modifications on its attractiveness to Mediterranean fruit fly males (Diptera: Tephritidae).J. Econ. Entomol. In press.
DeMilo, A.B., Warthen, J.D., Jr., andLeonhardt, B.A. 1994b. A capillary GC method for the analysis of thetrans isomers of ceralure, a medfly attractant.J. Chromatogr. In preparation.
DeMilo, A.B., Warthen, J.D., Jr., Sardashti, M., andO'Donnell, D.J. 1994c. Structure confirmation of the fourtrans isomers of ceralure, a medfly attractant, by NMR.J. Agric. Food Chem. In preparation.
Doolittle, R.E., Cunningham, R.T., McGovern, T.P., andSonnet, P.E. 1991. Trimedlure enantiomers: Differences in attraction for Mediterranean fruit fly,Ceratitis capitata (Wied.) (Diptera: Tephritidae).J. Chem. Ecol. 17:475–484.
Hagen, K.S., Allen, W.W., andTassan, R.L. 1981. Mediterranean fruit fly: The worst may be yet to come.Calif. Agric. 35:5–7.
Harris, E.J., Nakagawa, S., andUrago, T. 1971. Sticky traps for detection and survey of three tephritids.J. Econ. Entomol. 64:62–65.
Jackson, D.S., andLee, B.B. 1985. Medfly in California 1980–1982.Bull. Entomol. Soc. Am. 31:29–37.
Leonhardt, B.A., McGovern, T.P., andPlimmer, J.R. 1982. Capillary GC analysis of trimedlure, the attractant for the medfly.J. High Resol. Chromatogr. Chromatogr. Commun. 5:430–431.
McGovern, T.P., andBeroza, M. 1966. Structure of the four isomers of the insect attractant trimedlure.J. Org. Chem. 31:1472–1477.
McGovern, T.P., andCunningham, R.T. 1987. New medfly attractants: Halogen analogs of trimedlure. National Conference of the Entomological Society of America, Boston, Massachusetts, Paper #1283, November 29–December 3.
McGovern, T.P., andCunningham, R.T. 1988. Persistent attractants for the Mediterranean fruit fly, the method of preparation and method of use. U.S. Patent 4,764,366. Issued August 16.
McGovern, T.P., Beroza, M., Ohinata, K., Miyashita, D., andSteiner, L.F. 1966. Volatility and attractiveness to the Mediterranean fruit fly of trimedlure and its isomers, and a comparison of its volatility with that of seven other insect attractants.J. Econ. Entomol. 59:1450–1455.
McGovern, T.P., Cunningham, R.T., andLeonhardt, B.A. 1986.cis-Trimedlure: Attraction for the Mediterranean fruit fly (Diptera: Tephritidae) and isomeric structural assignments.J. Econ. Entomol. 79:98–102.
McGovern, T.P., Warthen, J.D., Jr., andCunningham, R.T. 1990. Relative attraction of the Mediterranean fruit fly (Diptera: Tephritidae) to the eight isomers of trimedlure.J. Econ. Entomol. 83:1350–1354.
Sonnet, P.E., McGovern, T.P., andCunningham, R.T. 1984. Enantiomers of the biologically active components of the insect attractant trimedlure.J. Org. Chem. 49:4639–4643.
Waller, R.A., andDuncan, D.B. 1969. A Bayes rule for the symmetric multiple comparisons problem.J. Am. Stat. Assoc. 64:1484–1503.
Warthen, J.D., Jr., andMcGovern, T.P. 1986. Purification ofcis-trimedlure isomers by high-performance liquid chromatography.Chromatographia 21:651–654.
Warthen, J.D., Jr., andMcGovern, T.P. 1988. Semi-preparative high-performance liquid chromatographic separation of trimedlure isomers.Chromatographia 25:811–814.
Warthen, J.D., Jr., andMcGovern, T.P. 1989. Semi-preparative high-performance liquid chromatographic separation of four 1,1-dimethylethyl 4- and 5-bromo-trans-2-methylcyclohexane-1-carboxylate isomers.Chromatographia 28:585–587.
Warthen, J.D., Jr., andMcGovern, T.P. 1990. Semi-preparative high-performance liquid chromatographic separation of ceralure and related isomers.Chromatographia 29:135–138.
Warthen, J.D., Jr., Waters, R.M., andMcGovern, T.P. 1987.13C and1H chemical shift assignments and conformation confirmation of trimedlure-Y via 2-D NMR.Spectrochimi. Acta 43:895–899.
Warthen, J.D., Jr., Schmidt, W.F., Cunningham, R.T., DeMilo, A.B., andFritz, G.L. 1993. Quantitative structure-activity relationships (QSAR) of trimedlure isomers.J. Chem. Ecol. 19:1323–1335.
Wood, M. 1989. New lure attracts medfly males.Agric. Res. 37:19.
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Warthen, J.D., Cunningham, R.T., Demilo, A.B. et al. Trans-ceralure isomers: Differences in attraction for mediterranean fruit fly,Ceratitis capitata (Wied.) (diptera: Tephritidae). J Chem Ecol 20, 569–578 (1994). https://doi.org/10.1007/BF02059598
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DOI: https://doi.org/10.1007/BF02059598