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Chirality

Title:		Bioactive natural products and chirality
Author(s):		Mori K;
Address:		"Photosensitive Materials Research Center, Toyo Gosei Co., Ltd., Wakahagi, Inzai-shi, Chiba, Japan. kjk-mori@arion.ocn.ne.jp"
Journal Title:		Chirality
Year:		2011
Volume:		20110105
Issue:		6
Page Number:		449 - 462
DOI:		10.1002/chir.20930
ISSN/ISBN:		1520-636X (Electronic) 0899-0042 (Linking)
Abstract:		"Mori's synthetic works on bioactive natural products in general and pheromones in particular started about 40 years ago to establish their absolute configurations and also to clarify their stereochemistry-bioactivity relationships. Results indicate that bioactive natural products are not always enantiomerically pure, and the stereochemistry-bioactivity relationships are not simple but complicated. For example, neither (R)- nor (S)-sulcatol, the aggregation pheromone of an ambrosia beetle, is behaviorally bioactive, whereas their mixture is active. In the case of olean, the sex pheromone of the olive fruit fly, its (R)-isomer is active against the males and the (S)-isomer is active against the females. Recent synthesis of two new insect pheromones is discussed to illustrate the modern methods in enantioselective synthesis"
Keywords:		"Animals Biological Products/*chemistry Coleoptera Female History, 20th Century Isomerism Male Molecular Structure Octanols/*chemistry Pheromones/chemical synthesis/*chemistry/physiology Sex Attractants/chemical synthesis/*chemistry/physiology Stereoisomer;"
Notes:		"MedlineMori, Kenji eng Historical Article Review 2011/06/03 Chirality. 2011 Jul; 23(6):449-62. doi: 10.1002/chir.20930. Epub 2011 Jan 5"