Synthesis and in vitro antifungal activity of 2-aryl-5-phenylsulfonyl-1,3,4-thiadiazole derivatives.
The synthesis and antifungal activity of a series of 2-nitroaryl-5-phenylsulfonyl-1,3,4-thiadiazoles (5a-e) are described. The in vitro antifungal activity of the compounds was determined against a variety of fungal strains in comparison to miconazole (CAS 22916-47-8) and fluconazole (CAS 86386-73-4). Two derivatives (5d, 5e) showed high activity against Candida albicans and Candida spp. having MIC values ranging from 0.048-3.12 micrograms/ml, providing higher potencies than the reference drug fluconazole. Compound 5a also showed high activity against Cryptococcus neoformans (MIC < 0.048 microgram/ml). The activity of this compound against Aspergillus niger and Aspergillus fumigatus was moderate (MIC = 1.56-6.25 micrograms/ml), while fluconazole was inactive. Moreover, the nitroimidazole derivative 5d possessed good activity against most fungal strains in comparison to fluconazole.
Foroumadi
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Department of Medicinal Chemistry, Faculty of Pharmacy, Kerman University of Medical Sciences, Kerman, Iran.
Daneshtalab
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Shafiee
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D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D015725:Fluconazole / Q000494:pharmacology; D005658:Fungi / Q000187:drug effects*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008826:Microbial Sensitivity Tests; D013055:Spectrophotometry, Infrared
D000935:Antifungal Agents; D015725:Fluconazole