Synthesis of hydrazinylthiazole carboxylates: a mechanistic approach for treatment of diabetes and its complications

Future Med Chem. 2023 Jul;15(13):1149-1165. doi: 10.4155/fmc-2023-0136. Epub 2023 Aug 8.

Abstract

Aim: The deaths of thousands of people and millions affected by diabetes mellitus triggered us to look for alternative possible solutions to cure diabetes and its complications. Materials & methods: A series of hydrazinylthiazole carboxylates (3a-n) was prepared by cyclocondensation reaction of thiosemicarbazones with ethyl 2-chloroacetoacetate. These compounds were screened for antidiabetic potential through α-amylase inhibition, antiglycation and antioxidant assays. Results & conclusion: Most of the compounds exhibited a promising antidiabetic property. Compounds 3e and 3h showed excellent α-amylase and glycation inhibition properties. The hemolytic assay indicated that all compounds are biocompatible. Docking studies carried out on α-amylase target showed correlation between in vitro inhibition and binding energy.

Keywords: antidiabetic; antiglycation potential; antioxidant; hemolysis; hydrazinylthiazoles; α-amylase inhibition.

MeSH terms

  • Antioxidants / pharmacology
  • Diabetes Mellitus* / drug therapy
  • Humans
  • Hypoglycemic Agents / chemistry
  • Hypoglycemic Agents / pharmacology
  • Hypoglycemic Agents / therapeutic use
  • Molecular Docking Simulation
  • Plant Extracts* / chemistry
  • alpha-Amylases / metabolism

Substances

  • Plant Extracts
  • Hypoglycemic Agents
  • Antioxidants
  • alpha-Amylases