Stereoselective synthesis and in vitro antifungal evaluation of (E)- and (Z)-imidazolylchromanone oxime ethers.
A series of (E)- and (Z)-2, 3-dihydro-3-(1H-imidazol-1-yl)-4H-1-benzopyran-4-one oxime ethers have been synthesized and tested for antifungal activity. Most compounds showed moderate to potent in vitro antifungal activity. Among the tested compounds, compound (E)-3d was the most active agent against Candida albicans and Aspergillus niger, and compounds (Z)-(3a) and (E)-3a were the most potent compounds against Microsporum gypseum. Detailed stereoselective synthesis, spectroscopic, and biological data are reported.
Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Iran.
Saeed
S
Emami
Mehraban
M
Falahati
Ali
A
Banifatemi
Kayvan
K
Moshiri
Abbas
A
Shafiee
D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001234:Aspergillus niger / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D002839:Chromans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D008864:Microsporum / Q000187:drug effects; D015394:Molecular Structure; D013237:Stereoisomerism
D000935:Antifungal Agents; D002839:Chromans