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Synthesis and antifungal activity of a new series of 2-(1H-imidazol-1-yl)-1-phenylethanol derivatives

  作者 De Vita, D; Scipione, L; Tortorella, S; Mellini, P; Di Rienzo, B; Simonetti, G; D'Auria, FD; Panella, S; Cirilli, R; Di Santo, R; Palamara, AT  
  选自 期刊  European Journal of Medicinal Chemistry;  卷期  2012年49-1;  页码  334-342  
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[摘要]A new series of aromatic ester and carbamate derivatives of 2-(1H-imidazol-1-yl)-1-phenylethanol were synthesized and evaluated for their antifungal activity towards Candida albicans and non-albicans Candida species strains. The aromatic biphenyl ester derivatives 6a-c were more active than the reference compound fluconazole. 6c possesses a MIC mean values of 1.7 +/- 1.4 mu g mL(-1) vs C albicans and 1.9 +/- 2.0 mu g mL(-1) vs non-albicans Candida species strains. The racemic mixtures of 6a, b were purified to afford the pure enantiomers. The (-) isomers were up to 500 times more active than (+) isomers. (-)-6a and (-)-6b were thirty and ninety times more active than fluconazole towards C. krusei strain respectively.The racemates of 6a-c showed low cytotoxicity against human monocytic cell line (U937) with 6a demonstrating a CC(50) greater than 128 mu g (C) 2012 Elsevier Masson SAS. All rights reserved.

 
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