NDLI: Synthesis and evaluation of oxovanadium(IV) complexes of Schiff-base condensates from 5-substituted-2-hydroxybenzaldehyde and 2-substituted- benzenamine as selective inhibitors of protein tyrosine phosphatase 1B

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Synthesis and evaluation of oxovanadium(IV) complexes of Schiff-base condensates from 5-substituted-2-hydroxybenzaldehyde and 2-substituted- benzenamine as selective inhibitors of protein tyrosine phosphatase 1B

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Han, Hong Wang, Qingming Fu, Xueqi Lu, Liping Zhu, Miaoli Xing, Shu Yuan, Caixia
Description	Author Affiliation: Han H ( Institute of Molecular Science, Key Laboratory of Chemical Biology and Molecular Engineering of the Education Ministry, Shanxi University, Taiyuan, Shanxi, PR China.)
Abstract	Five oxovanadium(IV) complexes, which were divided into two groups, $[V^{IV}O(bhbb,$ $nhbb)(H_{2}O)_{2}]$ (tridentate ligands : $H_{2}bhbb$ = 2-(5-bromo-2-hydroxylbenzylideneamino)benzoic acid , 1; $H_{2}nhbb$ = 2-(5-nitro-2-hydroxylbenzylideneamino)benzoic acid , 2) and $[V^{IV}O(cpmp,$ bpmp, $npmp)_{2}]$ (bidentate ligands : Hcpmp = 4-chloro-2-((phenylimino)methyl)phenol , 3; Hbpmp = 4-bromo-2-((phenylimino)methyl)phenol , 4; Hnpmp = 4-nitro-2-((phenylimino)methyl) phenol , 5) have been prepared and characterized by elemental analysis , infrared, UV-visible and electrospray ionization mass spectrometry . The coordination in $[V^{IV}O(bhbb)(H_{2}O)_{2}]$ (1) was confirmed by X-ray crystal structure analysis. The oxidation state of V(IV) with $d^{1}$ configuration in 1–5 was confirmed by EPR . The speciation of $VO/H_{2}bhbb$ in methanol –aqueous solution was investigated by potentiometric pH titrations. The result indicated that the main species were $[V^{IV}O(bhbb)(OH)]^{−}$ and $[V^{IV}O(bhbb)(OH)_{2}]^{2−}$ at the pH range 7.0–7.4. The structure–activity relationship of the vanadium complexes in inhibiting protein tyrosine phosphatases ( protein tyrosine phosphatase 1B, PTP1B; T-cell protein tyrosine phosphatase, TCPTP; megakaryocyte protein - tyrosine phosphatase, PTP-MEG2; Src homology phosphatase 1, SHP-1 and Src homology phosphatase 2, SHP-2) was investigated. The oxovanadium(IV) complexes were potent inhibitors of PTP1B, TCPTP, PTP-MEG2, SHP-1 and SHP-2, but exhibited different inhibitory abilities over different PTPs. Complexes 2 and 4 displayed better selectivity to PTP1B over the other four PTPs. Kinetic data showed that complex 2 inhibited PTP1B, TCPTP and SHP-1 with a noncompetitive inhibition mode, but a classical competitive inhibition mode for PTP-MEG2 and SHP-2. The results demonstrated that both the structures of vanadium complexes and the conformations of PTPs influenced PTP inhibition activity. The proper modification of the organic ligand moieties may result in screening potent and selective vanadium-based PTP1B inhibitors .
ISSN	14779226
Issue Number	36
Volume Number	41
e-ISSN	13645447
Journal	Dalton Trans.
Language	English
Publisher	Royal Society of Chemistry
Publisher Date	2012-08-28
Publisher Place	Great Britain (UK)
Access Restriction	Subscribed
Subject Keyword	Coordination Complexes Chemical Synthesis Enzyme Inhibitors Chemistry Protein Tyrosine Phosphatase, Non-Receptor Type 1 Antagonists & Inhibitors Schiff Bases Vanadates Amines Benzaldehydes Crystallography, X-Ray Kinetics Molecular Conformation Genetics Metabolism Recombinant Proteins Journal Article Research Support, Non-U.S. Gov't
Content Type	Text
Resource Type	Article
Subject	Inorganic Chemistry

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