Syntheses and antifungal activity of dl-griseofulvin and its congeners. II.
Griseofulvin derivatives, dl-6'-demethyl-6'-ethylgriseofulvin (dl-5) and dl-6'demethyl-6'phenylgriseofulvin (dl-6) were prepared by application of a synthetic method developed by us. Antifungal activity of these derivatives decreased in the order of dl-griseofulvin (dl-1) >> dl-6(inactive). The reaction of these derivatives with ethanethiol gave two types of compounds, 2'-(ethylthio)griseofulvin (15) and 4'-(ethylthio)isogriseofulvin (16). The relationship between the ratios of isolated yield of 15 and 16 and antifungal the activity of griseofulvin derivatives is discussed.
Takeuchi
Y
Y
Faculty of Pharmaceutical Sciences, Okayama University, Japan.
Tomozane
H
H
Misumi
K
K
Yata
K
K
Kawata
T
T
Niino
Y
Y
Yamato
M
M
Harayama
T
T
D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D006118:Griseofulvin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D014249:Trichophyton / Q000187:drug effects
D000935:Antifungal Agents; D006118:Griseofulvin