Syntheses of all stereoisomers of goniodiol from yeast-reduction products and their antimicrobiological activity |
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Authors: | Yoshida Takahiro Yamauchi Satoshi Tago Ryosuke Maruyama Masafumi Akiyama Koichi Sugahara Takuya Kishida Taro Koba Yojiro |
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Affiliation: | Faculty of Agriculture, Ehime University, Tarumi, Matsuyama, Ehime, Japan. |
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Abstract: | 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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