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.
Emami
Saeed
S
Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Iran.
Falahati
Mehraban
M
Banifatemi
Ali
A
Moshiri
Kayvan
K
Shafiee
Abbas
A
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