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 |
2008-9-1
|
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 |
1.516
|
Times Cited |
11
|
WOS Category
|
FOOD SCIENCE & TECHNOLOGY
CHEMISTRY, APPLIED
BIOTECHNOLOGY & APPLIED MICROBIOLOGY
BIOCHEMISTRY & MOLECULAR BIOLOGY
|
Resource |
General Microbes |
JCM 1649
JCM 6977
JCM 7579
JCM 11481 |