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3‐Imidazolyl‐Substituted Flavans as Potential Antifungal Agents: Synthesis, Stereochemical Properties, and Antifungal Activity
Author(s) -
Emami Saeed,
Foroumadi Alireza
Publication year - 2009
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.200900024
Subject(s) - pharmacophore , chemistry , fluconazole , azole , antifungal , stereochemistry , flavan , combinatorial chemistry , microbiology and biotechnology , biology
A new series of 3‐imidazolyl‐substituted flavan derivatives being equipped with a N ‐(phenethyl)‐azole scaffold as the common pharmacophore of azole antifungals, were synthesized. The stereochemical and conformational properties of compounds were also characterized by 1 H‐NMR data. The results of the antifungal evaluation of trans ‐3‐imidazolyl‐substituted flavan‐4‐ones and ( Z ) ‐trans ‐3‐imidazolyl‐substituted flavan‐4‐one oximes in comparison with the reference drug fluconazole indicated that most target compounds possessed significant in‐vitro antifungal activities against the tested fungi, comparable or superior to fluconazole.