Synthesis of new Schiff bases bearing 1,2,4-triazole, thiazolidine and chloroazetidine moieties and their pharmacological evaluation

Abstract

New compounds based on oxindole moiety were synthesized via the reaction of 5-substitued isatins 1a–e with different nucleophiles such as benzidine, 3,3′-dimethoxybenzidine 2a,b and 2,6-diaminopyridine 3 to afford three different classes of bis-Schiff bases 4a–e, 5a–e and 6a–e, respectively. The structures of the new compounds were elucidated on the basis of their FTIR, ¹H NMR, ¹³C NMR, GC/MS spectral data and elemental analysis. The in vitro antimicrobial activity of the new compounds was evaluated using a broth dilution technique in terms of minimal inhibitory concentration (MIC) against four bacterial and two fungal pathogens and anticancer activities against HELA cervix. The revealed data showed that compound 9d has excellent activity against Gram + ve and Gram –ve bacteria, and compounds 11b presented promising anticancer activity against HELA cervix.

Keywords:

• Anticancer drugs
• minimal inhibitory concentration
• oxindole moiety
• pathagonic bacteria
• Schiff bases

Acknowledgements

The authors are indebted to Dr. Nashwa A. Ahmed, Basic Science Department, Faculty of Applied Medical Science, October 6th University City, Egypt for help with antimicrobial activity measurements.

Disclosure statement

The authors report no conflict of interest. The authors alone are responsible for the content and writing of the article.