Synthesis, in Vitro Bio-Evaluation and in Silico Molecular Docking Studies of Thiadiazole-Based Schiff Base Derivatives

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.

Graphical abstract

Keywords::

• antibacterial
• molecular docking
• structure–activity relationship
• synthesis
• thiadiazole
• urease
• α-amylase
• α-glucosidase

Supplementary data

To view the supplementary data that accompany this paper please visit the journal website at: www.future-science.com/doi/suppl/10.4155/fmc-2023-0276

Financial disclosure

The authors extend their appreciation to the Researchers Supporting Project (RSPD2024R628), King Saud University, Riyadh, Saudi Arabia, for funding this research.

Competing interests disclosure

The authors have no competing interests or relevant affiliations with any organization or entity with the subject matter or materials discussed in the manuscript. This includes employment, consultancies, honoraria, stock ownership or options, expert testimony, grants or patents received or pending or royalties.

Writing disclosure

No writing assistance was utilized in the production of this manuscript.

Additional information

Funding

The authors extend their appreciation to the Researchers Supporting Project (RSPD2024R628), King Saud University, Riyadh, Saudi Arabia, for funding this research.