title: Salicylamide and salicylglycine oxidovanadium complexes with insulin-mimetic properties.
abstract: Reaction of N-(2-hydroxybenzyl)-N-(2-picolyl) glycine (H(2)papy) with VOSO(4) in water gives the oxidovanadium(V) oxido-bridged dimer [{(papy)(VO)}(2) μ-O)] (1). Similarly, reaction of N-(2-hydroxybenzyl) glycine (H(2)glysal) with VOSO(4) gives [(glysal)VO(H(2)O)] (2) and reaction of salicylamide (Hsalam) with VOSO(4) in methanol gives [(salam)(2)VO] (3). The crystal structure of the oxido-bridged complex 1 is reported. The insulin-mimetic activity of all three complexes was evaluated with respect to their ability to phosphorylate protein kinase B (PKB). The speciations of complexes 1 and 2 were studied over the pH range 2-10. Complex 1 shows greater stability over the whole pH range but only 2 and 3 exhibit an insulin-mimetic effect.
authors: Chemical Physics, Center for Chemistry and Chemical Engineering, Lund University, Lund, Sweden.
authors: Jessica
authors: J
authors: Nilsson
authors: Albert A
authors: AA
authors: Shteinman
authors: Eva
authors: E
authors: Degerman
authors: Eva A
authors: EA
authors: Enyedy
authors: Tamás
authors: T
authors: Kiss
authors: Ulrich
authors: U
authors: Behrens
authors: Dieter
authors: D
authors: Rehder
authors: Ebbe
authors: E
authors: Nordlander
mesh_terms: D017667:Adipocytes / Q000187:drug effects / Q000201:enzymology / Q000378:metabolism; D000818:Animals; D056831:Coordination Complexes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004355:Drug Stability; D005998:Glycine / Q000031:analogs & derivatives* / Q000737:chemistry; D006626:Hippurates / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D007004:Hypoglycemic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D007328:Insulin / Q000494:pharmacology*; D008958:Models, Molecular; D008968:Molecular Conformation; D018716:Molecular Mimicry; D010636:Phenols / Q000737:chemistry*; D010766:Phosphorylation; D051057:Proto-Oncogene Proteins c-akt / Q000378:metabolism; D051381:Rats; D012457:Salicylamides / Q000737:chemistry*; D014639:Vanadium / Q000737:chemistry*
chemical_list: D056831:Coordination Complexes; D006626:Hippurates; D007004:Hypoglycemic Agents; D007328:Insulin; C403765:N-(2-hydroxybenzyl)glycine; D010636:Phenols; D012457:Salicylamides; D014639:Vanadium; C000693:salicylurate; D051057:Proto-Oncogene Proteins c-akt; C031060:salicylamide; D005998:Glycine