Structure-activity relationship observations oftrans-trimedlure enantiomers View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

1995-01

AUTHORS

J. D. Warthen, W. F. Schmidt, R. E. Doolittle, R. T. Cunningham

ABSTRACT

tert-Butyl 4- (and 5-) chloro-trans-2-methylcyclohexane-1-carboxylate (TML), a mixture of four majortrans and four minorcis isomers, is used as an attractant for detecting and monitoring the male Mediterranean fruit fly (medfly),Ceratitis capitata (Wiedemann). The eight isomers (racemic mixtures) were isolated by HPLC, and their relative attractiveness in the field was determined. A quantitative structure-activity relationship (QSAR) was proposed that related a molecular measurement (Å(3)) of the TML structure to male medfly captures. More recently, thetrans-TML enantiomers were synthesized in sufficient quantities for field testing. This paper reports the computer-aided molecular modeling, via Chem-X, of thetrans-TML enantiomers and the staggered and superimposed fitting with the most attractive isomer, (1S,2S,4R)-TML-C, to determine common volumes and surface areas from Van der Waals (VdW) maps. Observations of structure-activity relationships (SAR) are reported for the staggered fittings. More... »

PAGES

69-79

References to SciGraph publications

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/bf02033663

DOI

http://dx.doi.org/10.1007/bf02033663

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1033751429

PUBMED

https://www.ncbi.nlm.nih.gov/pubmed/24233568


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