Synthesis and antifungal activity of alkylthio and alkylsulfonyl derivatives of SM-8668.
Triazole analogues which contained alkylthio or alkylsulfonyl groups where synthesized as derivatives of antifungal SM-8668 and estimated for their in vitro and in vivo activity. Derivatives having pentylthio, heptylthio or nonylthio groups showed excellent efficacy against both candidiasis and aspergillosis. Introduction of a hydrophilic group at the end of their alkyl chain made their activity stronger. Especially, 5-hydroxypentylthio and 7-hydroxyheptylthio derivatives showed the strongest antifungal activity.
Miyauchi
H
H
Research Center, Sumitomo Pharmaceuticals Co., Ltd, Osaka, Japan.
Kozuki
K
K
Tanio
T
T
Ohashi
N
N
D000478:Alkylation; D000818:Animals; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use; D001228:Aspergillosis / Q000188:drug therapy; D002177:Candidiasis / Q000188:drug therapy; D004195:Disease Models, Animal; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D051379:Mice; D013329:Structure-Activity Relationship; D013455:Sulfur / Q000737:chemistry; D014230:Triazoles / Q000737:chemistry* / Q000378:metabolism
D000935:Antifungal Agents; D014230:Triazoles; C056513:Sch 39304; D013455:Sulfur