Salicylamide and salicylglycine oxidovanadium complexes with insulin-mimetic properties

J Inorg Biochem. 2011 Dec;105(12):1795-800. doi: 10.1016/j.jinorgbio.2011.09.022. Epub 2011 Sep 22.

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adipocytes / drug effects
  • Adipocytes / enzymology
  • Adipocytes / metabolism
  • Animals
  • Coordination Complexes / chemical synthesis*
  • Coordination Complexes / chemistry
  • Coordination Complexes / pharmacology
  • Drug Stability
  • Glycine / analogs & derivatives*
  • Glycine / chemistry
  • Hippurates / chemistry*
  • Hydrogen-Ion Concentration
  • Hypoglycemic Agents / chemical synthesis*
  • Hypoglycemic Agents / chemistry
  • Hypoglycemic Agents / pharmacology
  • Insulin / pharmacology*
  • Models, Molecular
  • Molecular Conformation
  • Molecular Mimicry
  • Phenols / chemistry*
  • Phosphorylation
  • Proto-Oncogene Proteins c-akt / metabolism
  • Rats
  • Salicylamides / chemistry*
  • Vanadium / chemistry*

Substances

  • Coordination Complexes
  • Hippurates
  • Hypoglycemic Agents
  • Insulin
  • N-(2-hydroxybenzyl)glycine
  • Phenols
  • Salicylamides
  • Vanadium
  • salicylurate
  • Proto-Oncogene Proteins c-akt
  • salicylamide
  • Glycine