Synthesis, antimicrobial activities and GAPDH docking of new 1,2,3-triazole derivatives

Alkhaldi, A. A.M., Abdelgawad, M. A., Youssif, B. G.M., El-Gendy, A. O. and De Koning, H. (2019) Synthesis, antimicrobial activities and GAPDH docking of new 1,2,3-triazole derivatives. Tropical Journal of Pharmaceutical Research, 18(5), 1108. (doi: 10.4314/tjpr.v18i5.27)

Abstract

Purpose: To synthesize new triazole derivatives in order to overcome the problem of side effects of antimicrobial agents and microbial resistance, while broadening the spectrum of antimicrobial activity. Methods: The starting triazole, compound 1, was prepared through click chemistry and reacted with chloroacetyl chloride to yield compound II. Triazole 1 was reacted with acids and aldehydes to produce oxadiazole (III) and azomethine (IV) which cyclized in acetic anhydride to give a new acetylated oxadiazole (V). Minimum inhibitory concentration (MIC) and resorufin assays were used for antibacterial and anti-parasitic screening, respectively. Compounds II and IVb were subjected to molecular docking studies using glyceraldehyde-3-phosphate dehydrogenase (GAPDH) Molecular Operating Environment (MOE) program. Results: Novel oxazole-triazole derivative (III) showed high activity against Pseudomonas aeruginosa and moderate activity against Staphylococcus epidermidis, whereas compound IVc showed moderate activity against Staphylococcus epidermidis. Chloro-acetyl-triazole II and 2-hydroxyphenyl-triazole Schiff base (Ivb) showed pronounced activity against the kinetoplastid parasites, Leishmania major, Leishmania mexicana and Trypanosoma brucei. Conclusion: The new synthesized triazoles represent a new antimicrobial scaffold and identifies potential new lead compounds for follow-up and for further mechanistic studies.

• Item Type: Articles
• Additional Information: The authors would like to thank Jouf University, KSA, for funding this research through research Grand Project no. 378/37.
• Status: Published
• Refereed: Yes
• Glasgow Author(s) Enlighten ID: De Koning, Professor Harry
• Authors: Alkhaldi, A. A.M., Abdelgawad, M. A., Youssif, B. G.M., El-Gendy, A. O., and De Koning, H.
• College/School: College of Medical Veterinary and Life Sciences > School of Infection & Immunity
• Journal Name: Tropical Journal of Pharmaceutical Research
• Publisher: Pharmacotherapy Group, University of Benin, Benin City
• ISSN: 1596-5996
• ISSN (Online): 1596-9827
• Copyright Holders: Copyright © 2019 The Authors
• First Published: First published in Tropical Journal of Pharmaceutical Research 18(5):1108
• Publisher Policy: Reproduced under a Creative Commons License