RRC ID 15619
Author Yoshida T, Yamauchi S, Tago R, Maruyama M, Akiyama K, Sugahara T, Kishida T, Koba Y.
Title Syntheses of all stereoisomers of goniodiol from yeast-reduction products and their antimicrobiological activity.
Journal Biosci. Biotechnol. Biochem.
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.
Volume 72(9)
Pages 2342-52
Published 2008-9
DOI 10.1271/bbb.80262
PII JST.JSTAGE/bbb/80262
PMID 18776681
MeSH Alcohols / chemistry Alkenes / chemistry Anti-Bacterial Agents / chemical synthesis* Anti-Bacterial Agents / chemistry Anti-Bacterial Agents / pharmacology Furans / chemistry Microbial Sensitivity Tests Molecular Conformation Molecular Structure Optical Rotation Pyrones / chemistry* Stereoisomerism Structure-Activity Relationship Yeasts / chemistry* Yersinia / drug effects
IF 1.295
Times Cited 8
WOS Category FOOD SCIENCE & TECHNOLOGY CHEMISTRY, APPLIED BIOTECHNOLOGY & APPLIED MICROBIOLOGY BIOCHEMISTRY & MOLECULAR BIOLOGY
Resource
General Microbes JCM 1649 JCM 6977 JCM 7579 JCM 11481