Microbial hydroxylation of (-)-eburnamonine by Mucor circinelloides and Streptomyces violens.
(6R)-6-Hydroxy-, (6S)-6-hydroxy- and (18S)-18-hydroxyeburnamonines were obtained by microbial conversion of (-)-eburnamonine using Mucor circinelloides and Streptomyces violens. Their structures were determined by analyses of the mass, 1H- and 13C-NMR spectra. (-)-Eburnamonine and the three hydroxylated compounds showed cerebral protecting effects against potassium cyanide intoxication in mice.
Adachi
T
T
Research Center, Taisho Pharmaceutical Co., Ltd., Saitama, Japan.
Saito
M
M
Sasaki
J
J
Karasawa
Y
Y
Araki
H
H
Hanada
K
K
Omura
S
S
D000818:Animals; D001921:Brain / Q000187:drug effects*; D006900:Hydroxylation; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D051379:Mice; D008813:Mice, Inbred ICR; D009089:Mucor / Q000378:metabolism*; D011190:Potassium Cyanide / Q000633:toxicity; D013237:Stereoisomerism; D013302:Streptomyces / Q000378:metabolism*; D014665:Vasodilator Agents / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D014748:Vinca Alkaloids / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology
D014665:Vasodilator Agents; D014748:Vinca Alkaloids; D011190:Potassium Cyanide; C016422:eburnamonine