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J Org Chem


Title:Syntheses and determination of absolute configurations and biological activities of the enantiomers of the longtailed mealybug pheromone
Author(s):Ramesh R; Swaroop PS; Gonnade RG; Thirupathi C; Waterworth RA; Millar JG; Reddy DS;
Address:"CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune, 411008, India"
Journal Title:J Org Chem
Year:2013
Volume:20130604
Issue:12
Page Number:6281 - 6284
DOI: 10.1021/jo400491n
ISSN/ISBN:1520-6904 (Electronic) 0022-3263 (Linking)
Abstract:"Preparation and assignment of absolute configurations to both enantiomers of the sex pheromone of the longtailed mealybug, an irregular monoterpenoid with extraordinary biological activity, has been completed. Comparison of the biological activities of both enantiomers and the racemate in field trials showed that the (S)-(+)-enantiomer was highly attractive to male mealybugs, strongly suggesting that female longtailed mealybugs produce this enantiomer. The (R)-(-)-enantiomer was benign, being neither attractive nor inhibitory"
Keywords:"Animals Crystallography, X-Ray Female Hemiptera/*chemistry/physiology Male Molecular Structure Sex Attractants/*chemistry/*isolation & purification Sexual Behavior, Animal Stereoisomerism;"
Notes:"MedlineRamesh, Remya Swaroop, Pandrangi Siva Gonnade, Rajesh G Thirupathi, Choppari Waterworth, Rebeccah A Millar, Jocelyn G Reddy, D Srinivasa eng Research Support, Non-U.S. Gov't 2013/05/23 J Org Chem. 2013 Jun 21; 78(12):6281-4. doi: 10.1021/jo400491n. Epub 2013 Jun 4"

 
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