Bioscience, Biotechnology, and Biochemistry
Online ISSN : 1347-6947
Print ISSN : 0916-8451
Organic Chemistry Regular Papers
Syntheses of All Stereoisomers of Goniodiol from Yeast-Reduction Products and Their Antimicrobiological Activity
Takahiro YOSHIDASatoshi YAMAUCHIRyosuke TAGOMasafumi MARUYAMAKoichi AKIYAMATakuya SUGAHARATaro KISHIDAYojiro KOBA
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2008 年 72 巻 9 号 p. 2342-2352

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All stereoisomers of goniodiol were synthesized from yeast-reduction products. The C-6 chiral centers were converted from the chiral centers of the yeast-reduction products. Stereoselective conversion of the alkene, which had been prepared from the yeast-reduction product, to glycol constructed the C-7 and C-8 stereochemistry. (+)-Goniodiol and 7-epi-(+)-goniodiol showed the highest antibacterial activity (MIC, 3.1 mM) against Yersinia intermedia.
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© 2008 by Japan Society for Bioscience, Biotechnology, and Agrochemistry
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