Solid and solution behavior of sulphonylurea complexes with ions of IIA group metals. Molecular modeling of K[Zn(ClCH4SO2NCONHC3H7)3] and action of zinc-sulphonylurea complexes as hypoglycemic agents

J Inorg Biochem. 1990 Jul;39(3):263-76. doi: 10.1016/0162-0134(90)84009-e.

Abstract

Complexes of Zn2+ with deprotonated suphonylurea as ligands have been synthesized and characterized. Deprotonated sulphonylurea act as bidentate ligands using one nitrogen and one oxygen atom (the ureido oxygen) to bind Zn2+ forming K[Zn(suphonylurea)3]. Using the MMX89 program, a model for K[Zn(ClC6H4SO2NCONHC3H7)3] compound is proposed. Conductometric and potentiometric studies in methanol, for d10 metal-sulphonylurea complexes, demonstrated that zinc, cadmium and silver complexes are 1:1 electrolytes and are protonated in the range 4.2-5.6 pH. UV-Vis study shows no interaction between metal and protonated sulphonylureas in methanol solutions. At 7.34 pH the form of Zn complexes which act as a hypoglycemic agent is [ZnL3]-. Test for hypoglycemic activity reduced glycemia to a statistically significant degree compared to the corresponding free ligands.

MeSH terms

  • Animals
  • Chemical Phenomena
  • Chemistry
  • Computer Graphics
  • Hot Temperature
  • Hypoglycemia / drug therapy
  • Hypoglycemic Agents* / pharmacology
  • Lethal Dose 50
  • Ligands
  • Metals* / pharmacology
  • Methanol
  • Models, Molecular*
  • Organometallic Compounds / pharmacology*
  • Rats
  • Spectrophotometry, Infrared
  • Sulfonylurea Compounds* / pharmacology
  • Zinc / pharmacology*

Substances

  • Hypoglycemic Agents
  • Ligands
  • Metals
  • Organometallic Compounds
  • Sulfonylurea Compounds
  • Zinc
  • Methanol