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Bangladesh Pharmacological Society, Bangladesh Journal of Pharmacology, 1(9)
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In vitro anti-Candida activity and single crystal X-ray structure of ({(1E)-[3-(1H-imidazol-1-yl)-1-phenylpropylidene]amino}oxy)(4-nitrophenyl)methanone
,
Hazem A. Ghabbour,
Azza S. Zakaria,
Hoong-Kun Fun
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Abstract
Synthesis, characterization, and anti-Candida activity of ({(E)-[3-(1H-imidazol-1-yl)-1-phenylpropylidene]amino}oxy)(4-nitrophenyl)methanone (4) are reported. Compound 4 showed anti-Candida albicans activity (MIC = 0.6862 mu mol/mL) being nearly 5-fold more potent than the gold standard antifungal drug, fluconazole (MIC > 3.265 mu mol/mL), on the clinical isolates of Candida albicans. Single crystal X-ray structure of the title compound 4 confirmed its assigned (E)-configuration. The compound crystallizes in the triclinic, P-1 (no. 2), a = 6.4633 (1) angstrom, b = 11.1063 (2) angstrom, c = 12.9872 (2) angstrom, alpha = 67.650 (1)degrees, beta = 86.415 (1)degrees, gamma = 86.776 (1)degrees, V = 860.01 (3)angstrom(3), Z = 2, R(F) = 0.046, wR(F-2) = 0.139, T = 296 K. The crystal structure is stabilized by weak intermolecular C-H center dot center dot center dot O hydrogen interactions.