Antimicrobial activity of stereoisomers of butane-type lignans.
The relationship between the stereochemistry and antimicrobial activity of butane-type lignans was clarified. All stereoisomers of dihydroguaiaretic acid (DGA) showed both antibacterial and antifungal activity. The (+)- and (-)-7,7'-dioxodihydroguaiaretic acid (ODGA) also showed both antibacterial and antifungal activity, while meso-ODGA did not show antibacterial activity, but showed antifungal activity. No activity of any stereoisomer of secoisolariciresinol (SECO) was apparent.
Kawaguchi
Yuya
Y
Faculty of Agriculture, Ehime University, Japan.
Yamauchi
Satoshi
S
Masuda
Kenta
K
Nishiwaki
Hisashi
H
Akiyama
Koichi
K
Maruyama
Masafumi
M
Sugahara
Takuya
T
Kishida
Taro
T
Koba
Yojiro
Y
D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D002073:Butanes / Q000737:chemistry*; D005517:Foodborne Diseases / Q000382:microbiology; D005658:Fungi / Q000187:drug effects; D006139:Guaiacol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D017705:Lignans / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D010935:Plant Diseases / Q000382:microbiology; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013379:Substrate Specificity
D000890:Anti-Infective Agents; D002073:Butanes; D017705:Lignans; C015816:dihydroguaiaretic acid; D006139:Guaiacol; C046888:butane