Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 23, Issue 9, Pages 1944-1949Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2015.03.036
Keywords
Benzohydrazone; Oxovanadium(V) complex; Crystal structure; Urease inhibition
Funding
- Program for Liaoning Excellent Talents in University [LR2014032]
- State Key Laboratory of Coordination Chemistry, Nanjing University
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A new benzohydrazone compound N0-(3-bromo-2-hydroxybenzylidene)-4-methoxybenzohydrazide (H2L) was prepared. Reaction of H2L and acetohydroxamic acid (HAHA) with VO(acac)(2) in methanol gave the complex [VOL(AHA)]. Both H2L and the oxovanadium complex were characterized by elemental analysis, IR, UV-vis and H-1 NMR spectra, and single crystal X-ray diffraction. H2L was also characterized by high-resolution mass spectrum. Thermal analysis of the oxovanadium complex was carried out. The benzohydrazone ligand, in its dianionic form, coordinates to V atom through the phenolate oxygen, imino nitrogen and enolate oxygen. The acetohydroxamic acid coordinates to V atom through the carbonyl oxygen and deprotonated hydroxyl oxygen. The V atom is in octahedral coordination. H2L, HAHA and the oxovanadium complex were tested for their urease inhibitory activities. The percent inhibition at concentration of 100 mu mol.L-1 on Helicobacter pylori urease is 78% for the oxovanadium complex. The IC50 value for the complex is 36.5 mu mol.L-1. Molecular docking study was performed to study the inhibition. (C) 2015 Elsevier Ltd. All rights reserved.
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