α-Glucosidase inhibitory activities of some Oxovanadium(IV) complexes: Examples of low IC 50 values

α-Glucosidase inhibition measurements have been made on oxovanadium(IV) complexes of eight Schiff base ligands. Three of the complexes show exceptionally low IC50 values: VO(sal-anl)2 = 2.105 µM, VO(sal-mxyanl)2 = 1.26 µM and VO(sal-ntranl)2 = 1.26 µM. In-vivo experiments for antihyperglycemic activity carried out on one of these complexes, viz., VO(sal-mxyanl)2, reveal that the complex decreases blood glucose level by ~ 12% .

[1]  H. Sakurai,et al.  Inhibitory effect of CuSO₄ on α-glucosidase activity in ddY mice. , 2010, Metallomics : integrated biometal science.

[2]  U. Ashiq,et al.  Enzyme inhibition, radical scavenging, and spectroscopic studies of vanadium(IV)–hydrazide complexes , 2009, Journal of Enzyme Inhibition and Medicinal Chemistry.

[3]  H. Sakurai,et al.  Evaluation of insulin-mimetic activities of vanadyl and zinc(II) complexes from the viewpoint of heterocyclic bidentate ligands. , 2009, Journal of inorganic biochemistry.

[4]  Hwangseo Park,et al.  Discovery and biological evaluation of novel alpha-glucosidase inhibitors with in vivo antidiabetic effect. , 2008, Bioorganic & medicinal chemistry letters.

[5]  H. Sakurai,et al.  Biospeciation of antidiabetic VO(IV) complexes , 2008 .

[6]  U. Ashiq,et al.  Synthesis, Spectroscopy, and Biological Properties of Vanadium(IV)–Hydrazide Complexes , 2008, Chemistry & biodiversity.

[7]  Ivone Carvalho,et al.  α- and β-Glucosidase inhibitors: chemical structure and biological activity , 2006 .

[8]  Jun-Hong Zhou,et al.  Molecular Dynamics Simulation of Iminosugar Inhibitor-Glycosidase Complex:  Insight into the Binding Mechanism of 1-Deoxynojirimycin and Isofagomine toward β-Glucosidase. , 2006, Journal of chemical theory and computation.

[9]  H. Sakurai,et al.  In vitro alpha-glucosidase inhibitory effect of Zn(II) complex with 6-methyl-2-picolinmethylamide. , 2005, Chemical & pharmaceutical bulletin.

[10]  J. McNeill,et al.  Coordination chemistry and insulin-enhancing behavior of vanadium complexes with maltol C6H6O3 structural isomers. , 2005, Inorganic chemistry.

[11]  D. Crans.  Fifteen years of dancing with vanadium , 2005 .

[12]  H. Sakurai,et al.  New antidiabetic vanadyl–pyridone complexes: effect of equivalent transformation of coordinating atom in the ligand , 2003 .

[13]  Y. Adachi,et al.  The therapeutic potential of insulin-mimetic vanadium complexes , 2003, Expert opinion on investigational drugs.

[14]  T. Osawa,et al.  Inhibitory activity of corn-derived bisamide compounds against α-glucosidase , 2003 .

[15]  H. Sakurai.  A new concept: the use of vanadium complexes in the treatment of diabetes mellitus. , 2002, Chemical record.

[16]  Ofer Levy,et al.  Therapeutic potential of the , 2002, Expert opinion on investigational drugs.

[17]  Raymond A. Dwek,et al.  Targeting glycosylation as a therapeutic approach , 2002, Nature Reviews Drug Discovery.

[18]  S. Bhanot,et al.  Preparation and characterization of vanadyl complexes with bidentate maltol-type ligands; in vivo comparisons of anti-diabetic therapeutic potential , 2002, JBIC Journal of Biological Inorganic Chemistry.

[19]  A. Salifoglou,et al.  In vitro study of the insulin-mimetic behaviour of vanadium(IV, V) coordination compounds , 2002, JBIC Journal of Biological Inorganic Chemistry.

[20]  H. Sakurai,et al.  New Insulin-Mimetic Zinc (II) Complexes; Bis-maltolato Zinc(II) and Bis-(2-hydroxypyridine-N-oxido) Zinc(II) with Zn(O4) Coordination Mode , 2000 .

[21]  N Zitzmann,et al.  Imino sugars inhibit the formation and secretion of bovine viral diarrhea virus, a pestivirus model of hepatitis C virus: implications for the development of broad spectrum anti-hepatitis virus agents. , 1999, Proceedings of the National Academy of Sciences of the United States of America.

[22]  Nicole Zitzmann,et al.  α‐Glucosidase inhibitors as potential broad based anti‐viral agents , 1998, FEBS letters.

[23]  H. Yee,et al.  A Review of the Safety and Efficacy of Acarbose in Diabetes Mellitus , 1996, Pharmacotherapy.

[24]  M. Battell,et al.  Vanadium compounds as insulin mimics. , 1999, Metal ions in biological systems.

[25]  F. G. Herring,et al.  Reaction chemistry of BMOV, bis(maltolato)oxovanadium(IV), a potent insulin mimetic agent , 1995 .

[26]  S. Withers,et al.  Mechanism-based inhibition of yeast alpha-glucosidase and human pancreatic alpha-amylase by a new class of inhibitors. 2-Deoxy-2,2-difluoro-alpha-glycosides. , 1995, The Journal of biological chemistry.

[27]  C. R. Cornman,et al.  Vanadium(IV) Complexes of an Active-Site Peptide of a Protein Tyrosine Phosphatase , 1995 .

[28]  J. McNeill,et al.  Improvement in cardiac dysfunction in streptozotocin-induced diabetic rats following chronic oral administration of bis(maltolato)oxovanadium(IV). , 1993, Canadian journal of physiology and pharmacology.

[29]  K. Pandeya,et al.  EPR Spectra of Oxovanadium(IV) Complexes of Some Bidentate Schiff Bases , 1992 .

[30]  J. McNeill,et al.  Bis(maltolato)oxovanadium(IV) is a potent insulin mimic. , 1992, Journal of medicinal chemistry.

[31]  C. Danzin,et al.  New Potent α-Glucohydrolase Inhibitor MDL 73945 With Long Duration of Action in Rats , 1991, Diabetes.

[32]  H. Sakurai,et al.  Insulin-like effect of vanadyl ion on streptozotocin-induced diabetic rats. , 1990, The Journal of endocrinology.

[33]  G S Jacob,et al.  Aminosugar derivatives as potential anti-human immunodeficiency virus agents. , 1988, Proceedings of the National Academy of Sciences of the United States of America.

[34]  K. Matsumoto,et al.  Inhibition of experimental metastasis by castanospermine in mice: blockage of two distinct stages of tumor colonization by oligosaccharide processing inhibitors. , 1986, Cancer research.

[35]  J. McNeill,et al.  Effect of vanadate on elevated blood glucose and depressed cardiac performance of diabetic rats. , 1985, Science.

[36]  P. Dandona,et al.  Insulin-like Effect of Zinc on Adipocytes , 1980, Diabetes.

[37]  G. A. Elliott,et al.  Hypoglycæmia induced by Manganese , 1962, Nature.

[38]  W. Mertz,et al.  Chromium(III) and the glucose tolerance factor. , 1959, Archives of biochemistry and biophysics.