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Biosci Biotechnol Biochem

Title:		"Synthesis and bioassay of the eight analogues of the CH503 male pheromone (3-acetoxy-11,19-octacosadien-1-ol) of the Drosophila melanogaster fruit fly"
Author(s):		Shikichi Y; Shankar S; Yew JY; Mori K;
Address:		"Photosensitive Materials Research Center, Toyo Gosei Co., Ltd"
Journal Title:		Biosci Biotechnol Biochem
Year:		2013
Volume:		20130907
Issue:		9
Page Number:		1931 - 1938
DOI:		10.1271/bbb.130383
ISSN/ISBN:		1347-6947 (Electronic) 0916-8451 (Linking)
Abstract:		"Eight analogues of (3R,11Z,19Z)-CH503 (3-acetoxy-11,19-octacosadien-1-ol), the anti-aphrodisiac pheromone of male Drosophila melanogaster, were synthesized for a bioassay. These were the enantiomers of 3-acetoxy-11,19-octacosadiyn-1-ol (1), 3-acetoxyoctacosan-1-ol (2), (Z)-3-acetoxy-11-octacosen-1-ol (3), and (Z)-3-acetoxy-19-octacosen-1-ol (4). None of them were pheromonally active, indicating that the two double bonds at C-11 and C-19 were necessary for bioactivity"
Keywords:		"Animals *Biological Assay Chemistry Techniques, Synthetic Drosophila melanogaster/*drug effects Fatty Acids, Unsaturated/*chemical synthesis/chemistry/*pharmacology Fatty Alcohols/*chemical synthesis/chemistry/*pharmacology Male Pheromones/*chemical synth;"
Notes:		"MedlineShikichi, Yasumasa Shankar, Shruti Yew, Joanne Y Mori, Kenji eng Research Support, Non-U.S. Gov't England 2013/09/11 Biosci Biotechnol Biochem. 2013; 77(9):1931-8. doi: 10.1271/bbb.130383. Epub 2013 Sep 7"