Biochemical evaluation of novel thiazolone derivatives as dual α-glucosidase/α-amylase inhibitors, anti-inflammatory agents

Future Med Chem. 2025 Jan;17(2):209-219. doi: 10.1080/17568919.2024.2447225. Epub 2024 Dec 29.

Abstract

Background: Using an analogue-based drug design approach, a number of novel 2-substituted-1,3-thiazolone derivatives (3-10) have been produced and given permission to proceed for their anti-inflammatory properties. In the present paper, the new thiazole derivatives were designed, synthesized, and tested for their alpha-glucosidase, alpha-amylase, and COX-inhibitory activities. Approving the anti-diabetic activity.

Results: All the new derivatives were assessed in vitro compared to control (Acarbose) alpha-glucosidase, and alpha-amylase inhibition influence was showed shown through (3, 5, and 7) that were the most effective compounds as α-glucosidase inhibitors.

Conclusions: Compounds (4 and 7) achieved the best effect as α-amylase inhibitors showed by IC50 score near to that of control (Acarbose). Meanwhile, compound (4) exhibited a lower ferric-reducing anti-oxidant power (FRAP) value when compared to the control experiment (ascorbic acid). A molecular docking study approved the binding affinity and mode of binding of compounds (4 and 5) to the α-glucosidase and α-amylase binding pockets.

Keywords: COX-inhibitory activities; Thiazolone derivatives; acarbose; diabetes; molecular docking study; α-amylase; α-glucosidase.

MeSH terms

  • Anti-Inflammatory Agents / chemical synthesis
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology
  • Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology
  • Glycoside Hydrolase Inhibitors* / chemical synthesis
  • Glycoside Hydrolase Inhibitors* / chemistry
  • Glycoside Hydrolase Inhibitors* / pharmacology
  • Humans
  • Molecular Docking Simulation*
  • Molecular Structure
  • Structure-Activity Relationship
  • Thiazoles* / chemical synthesis
  • Thiazoles* / chemistry
  • Thiazoles* / pharmacology
  • alpha-Amylases* / antagonists & inhibitors
  • alpha-Amylases* / metabolism
  • alpha-Glucosidases* / metabolism

Substances

  • alpha-Amylases
  • Glycoside Hydrolase Inhibitors
  • alpha-Glucosidases
  • Thiazoles
  • Anti-Inflammatory Agents
  • Anti-Inflammatory Agents, Non-Steroidal

Grants and funding

This paper was not funded.