Carboxylic acid and phosphate ester derivatives of fluconazole: synthesis and antifungal activities

NH Nam, S Sardari, M Selecky, K Parang

Index: Nam, Nguyen-Hai; Sardari, Soroush; Selecky, Meredith; Parang, Keykavous Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 23 p. 6255 - 6269

Full Text: HTML

Citation Number: 45

Abstract

Two classes of fluconazole derivatives,(a) carboxylic acid esters and (b) fatty alcohol and carbohydrate phosphate esters, were synthesized and evaluated in vitro against Cryptococcus neoformans, Candida albicans, and Aspergillus niger. All carboxylic acid ester derivatives of fluconazole (1a–l), such as O-2-bromooctanoylfluconazole (1g, MIC= 111μg/mL) and O-11-bromoundecanoylfluconazole (1j, MIC= 198μg/mL), exhibited higher ...