title: Synthesis, crystal structures, and urease inhibition of an acetohydroxamate-coordinated oxovanadium(V) complex derived from N'-(3-bromo-2-hydroxybenzylidene)-4-methoxybenzohydrazide.
abstract: A new benzohydrazone compound N'-(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 (1)H 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 μmol·L(-1) on Helicobacter pylori urease is 78% for the oxovanadium complex. The IC₅₀ value for the complex is 36.5 μmol·L(-1). Molecular docking study was performed to study the inhibition.
authors.affiliation: Department of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029, PR China.
authors.forename: Dan
authors.initials: D
authors.lastname: Qu
authors.affiliation: Department of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029, PR China.
authors.forename: Fang
authors.initials: F
authors.lastname: Niu
authors.affiliation: Department of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029, PR China.
authors.forename: Xinlu
authors.initials: X
authors.lastname: Zhao
authors.affiliation: Department of Dermatology, Huashan Hospital, Shanghai 200040, PR China.
authors.forename: Ke-Xiang
authors.initials: KX
authors.lastname: Yan
authors.affiliation: Department of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029, PR China.
authors.forename: Yu-Ting
authors.initials: YT
authors.lastname: Ye
authors.affiliation: Department of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029, PR China.
authors.forename: Jia
authors.initials: J
authors.lastname: Wang
authors.affiliation: Department of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029, PR China.
authors.forename: Mei
authors.initials: M
authors.lastname: Zhang
authors.affiliation: Department of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029, PR China. Electronic address: youzhonglu@126.com.
authors.forename: Zhonglu
authors.initials: Z
authors.lastname: You
mesh_terms: D001597:Benzylidene Compounds / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004305:Dose-Response Relationship, Drug; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D016480:Helicobacter pylori / Q000201:enzymology; D006835:Hydrazones / Q000737:chemistry*; D006877:Hydroxamic Acids / Q000737:chemistry / Q000494:pharmacology*; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014510:Urease / Q000037:antagonists & inhibitors* / Q000378:metabolism; D014638:Vanadates / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D001597:Benzylidene Compounds; D004791:Enzyme Inhibitors; D006835:Hydrazones; D006877:Hydroxamic Acids; C000604856:N'-(3-bromo-2-hydroxybenzylidene)-4-methoxybenzohydrazide; D009942:Organometallic Compounds; D014638:Vanadates; C006358:acetohydroxamic acid; D014510:Urease
keywords: Benzohydrazone; Crystal structure; Oxovanadium(V) complex; Urease inhibition