Fluconazole analogues containing 2H-1,4-benzothiazin-3(4H)-one or 2H-1,4-benzoxazin-3(4H)-one moieties, a novel class of anti-Candida agents.
As a part of our program to develop new antifungal agents, a series of fluconazole analogues was designed and synthesized wherein one of the triazole moieties in fluconazole was replaced with 2H-1,4-benzothiazin-3(4H)-one or 2H-1,4-benzoxazin-3(4H)-one moiety. The new chemical entities thus synthesized were screened against various fungi and it was observed that the compounds 4a and 4i are potent inhibitors of Candida strains. The structure-activity relationship for these compounds is discussed.
Borate
Hanumant B
HB
Division of Organic Chemistry, National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411 008, India. hb.borate@ncl.res.in
Maujan
Suleman R
SR
Sawargave
Sangmeshwer P
SP
Chandavarkar
Mohan A
MA
Vaiude
Sharangi R
SR
Joshi
Vinay A
VA
Wakharkar
Radhika D
RD
Iyer
Ramki
R
Kelkar
Ramesh G
RG
Chavan
Subhash P
SP
Kunte
Sunita S
SS
D000935:Antifungal Agents / Q000737:chemistry* / Q000494:pharmacology; D052160:Benzothiazoles / Q000737:chemistry*; D048588:Benzoxazines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D001583:Benzoxazoles / Q000737:chemistry*; D002175:Candida / Q000187:drug effects; D015725:Fluconazole / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D013329:Structure-Activity Relationship; D013843:Thiazines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology
D000935:Antifungal Agents; D052160:Benzothiazoles; D048588:Benzoxazines; D001583:Benzoxazoles; D013843:Thiazines; D015725:Fluconazole