Synthesis, in vitro bio-evaluation and in silico molecular docking studies of thiadiazole-based Schiff base derivatives

Future Med Chem. 2024 Feb;16(4):335-348. doi: 10.4155/fmc-2023-0276. Epub 2024 Feb 5.

Abstract

Aim: Recently, thiadiazole-containing drugs have gained greater clinical relevance and are being explored for the development of new antidiabetic, antiurease and antimicrobial agents that target drug resistance. Methods & results: The authors disclose the synthesis of N-(5-[4-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl)methanimine derivatives starting from 4-(trifluoromethyl)benzoic acid. All of the synthesized derivatives were evaluated for their biological potential in order to investigate the inhibitory activity against antidiabetic, antiurease and antibacterial profiles. Compounds 1, 2 and 9 showed excellent inhibitory activities due to the hydrogen bonding presence of -OH, -F and -CF3 substitutions attached with the phenyl ring. Conclusion: The present study provides potent antidiabetic, antiurease and antimicrobial agents that can be further optimized to discover novel antidiabetic, antiurease drugs.

Keywords: antibacterial; molecular docking; structure–activity relationship; synthesis; thiadiazole; urease; α-amylase; α-glucosidase.

MeSH terms

  • Anti-Infective Agents* / pharmacology
  • Hypoglycemic Agents / pharmacology
  • Molecular Docking Simulation
  • Molecular Structure
  • Schiff Bases / pharmacology
  • Structure-Activity Relationship
  • Thiadiazoles* / pharmacology

Substances

  • Schiff Bases
  • Thiadiazoles
  • Anti-Infective Agents
  • Hypoglycemic Agents