Syntheses and Determination of Absolute Configurations and Biological Activities of the Enantiomers of the Longtailed Mealybug Pheromone

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• 作者：Remya Ramesh ; Pandrangi Siva Swaroop ; Rajesh G. Gonnade ; Choppari Thirupathi ; Rebeccah A. Waterworth ; Jocelyn G. Millar ; D. Srinivasa Reddy
• 刊名：The Journal of Organic Chemistry
• 出版年：2013
• 出版时间：June 21, 2013
• 年：2013
• 卷：78
• 期：12
• 页码：6281-6284
• 全文大小：236K
• 年卷期：v.78,no.12(June 21, 2013)
• ISSN：1520-6904

文摘

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)-(鈭?-enantiomer was benign, being neither attractive nor inhibitory.