Microwave‐assisted solvent‐free synthesis of some novel thiazole‐substituted thiosemicarbazone analogues: antimicrobial and anticancer studies

Author:

Hossan Aisha1ORCID

Affiliation:

1. Department of Chemistry, Faculty of Science King Khalid University Abha Saudi Arabia

Abstract

AbstractThe increased resistance to antibiotics has compelled researchers to devise novel active compounds targeting multidrug‐resistant pathogenic microorganisms. A series of thiosemicarbazone derivatives was synthesized by reacting thiosemicarbazide with 2‐aryl‐4‐formylthiazole, 2‐aryl‐5‐formyl‐4‐methylthiazole, and/or 5‐acetyl‐2‐aryl‐4‐methylthiazole compounds. These thiosemicarbazone‐based thiazole adducts were evaluated for their inhibitory activities against tuberculosis H37Ra and Bovis BCG mycobacteria. Their cytotoxicity was assessed against two cancer cell lines: colonic carcinoma (HCT‐116) and cervical cancer (HeLa). Notably, these thiosemicarbazones exhibited minimal cytotoxic effects on these cell lines even at their highest concentrations. Furthermore, the prepared thiosemicarbazone derivatives demonstrated significant antimicrobial efficacy against Bacillus subtilis and Staphylococcus aureus (Gram‐positive bacterial pathogens) as well as Escherichia coli and Pseudomonas fluorescens (Gram‐negative bacterial pathogens). While most of the prepared thiosemicarbazone derivatives exhibited moderate activity against Candida albicans (a fungal strain), their performance was notable. The thiosemicarbazone‐based thiazole adducts were also successfully synthesized using a solvent‐free approach under microwave irradiation. Compared with conventional reflux methods, the microwave‐assisted technique yielded high thiazole yields within just 5 min, obviating the need for catalysis. This study signifies significant strides toward the rational design of more potent antimycobacterial agents.

Funder

Deanship of Scientific Research, King Khalid University

Publisher

Wiley

Subject

Chemistry (miscellaneous),Biophysics

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