No Cover Image

Journal article 505 views

1-[(3-Aryloxy-3-aryl)propyl]-1 H-imidazoles, new imidazoles with potent activity against Candida albicans and dermatohytes. Synthesis, structure-activity relationship, and molecular modelling studies. / G La Regina; FD D'Auria; A Tafi; F Piscitelli; S Olla; F Caporuscio; L Nencioni; R Cirilli; F La Torre; NR De Melo; SL Kelly; DC Lamb; M Artico; M Botta; AT Palamara; R Silvestri; Steven Kelly

J Med Chem, Volume: 51, Issue: 13, Pages: 3841 - 55

Swansea University Author: Steven, Kelly

Full text not available from this repository: check for access using links below.

DOI (Published version): 10.1021/jm800009r

Abstract

New 1-[(3-aryloxy-3-aryl)propyl]-1H-imidazoles were synthesized and evaluated against Candida albicans and dermatophytes in order to develop structure-activity relationships (SARs). Against C. albicans the new imidazoles showed minimal inhibitory concentrations (MICs) comparable to those of ketocona...

Full description

Published in: J Med Chem
Published: 2008
URI: https://cronfa.swan.ac.uk/Record/cronfa10336
Tags: Add Tag
No Tags, Be the first to tag this record!
Abstract: New 1-[(3-aryloxy-3-aryl)propyl]-1H-imidazoles were synthesized and evaluated against Candida albicans and dermatophytes in order to develop structure-activity relationships (SARs). Against C. albicans the new imidazoles showed minimal inhibitory concentrations (MICs) comparable to those of ketoconazole, miconazole, and econazole, and were more potent than fluconazole. Several derivatives (10, 12, 14, 18-20, 24, 28, 29, 30, and 34) turned out to be potent inhibitors of C. albicans strains resistant to fluconazole, with MIC values less than 10 mu g/mL. Against dermatophytes strains, compounds 20, 25, and 33 (MIC <= 5 mu g/mL) were equipotent to ketoconazole, econazole, and miconazole. SARs of imidazoles 10-44 were rationalized with reasonable accuracy by a previously developed quantitative pharmacophore for antifungal agents.
Keywords: AZOLE ANTIFUNGAL AGENTS; ANTICANDIDA ACTIVITY; BINDING; DERIVATIVES; FLUOXETINE; RESISTANCE; ANALOGS; DRUGS; CYP51
College: Swansea University Medical School
Issue: 13
Start Page: 3841
End Page: 55