title: Novel hybrids of fluconazole and furanones: design, synthesis and antifungal activity.
abstract: During our efforts to develop new antifungal agents, a number of hybrid molecules containing furanones and fluconazole pharmacophores were designed and synthesized. The new chemical entities thus synthesized were tested for their potential as antifungal agents against various fungal strains and it was observed that the compounds with general structure 7 were potent inhibitors of Candida albicans ATCC 24433, Candida glabrata ATCC 90030, Candida tropicalis ATCC 750 and Candida neoformans ATCC 34664 while the fluconazole analogues 12 exhibited antifungal activity against Candida albicans ATCC 24433 and Candida glabrata ATCC 90030. The structure-activity relationship for these compounds is discussed. The synthetic strategies used in the present work have potential to prepare a large number of compounds for further refinement of structures to obtain molecules suitable for development as antifungal drugs.
authors.affiliation: Division of Organic Chemistry, National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411 008, India. hb.borate@ncl.res.in
authors.forename: Hanumant B
authors.initials: HB
authors.lastname: Borate
authors.forename: Sangmeshwer P
authors.initials: SP
authors.lastname: Sawargave
authors.forename: Subhash P
authors.initials: SP
authors.lastname: Chavan
authors.forename: Mohan A
authors.initials: MA
authors.lastname: Chandavarkar
authors.forename: Ramki
authors.initials: R
authors.lastname: Iyer
authors.forename: Amit
authors.initials: A
authors.lastname: Tawte
authors.forename: Deepali
authors.initials: D
authors.lastname: Rao
authors.forename: Jaydeep V
authors.initials: JV
authors.lastname: Deore
authors.forename: Ananada S
authors.initials: AS
authors.lastname: Kudale
authors.forename: Pankaj S
authors.initials: PS
authors.lastname: Mahajan
authors.forename: Gopinath S
authors.initials: GS
authors.lastname: Kangire
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002175:Candida / Q000187:drug effects*; D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D015725:Fluconazole / Q000737:chemistry / Q000494:pharmacology*; D005663:Furans / Q000737:chemistry / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D000935:Antifungal Agents; D005663:Furans; D015725:Fluconazole