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Synthesis of thiazolo[3,2-a]pyrimidine molecules, in vitro cytotoxic evaluation and molecular docking studies

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Abstract

Novel hybrid molecules of thiazolopyrimidine 4a–j have been prepared starting from various thiazoles 3a–j. The reaction of thiazoles 3a–j with thiourea yielded hybrid molecules 4a–j in an excellent yield. These molecules were screened for their anticancer activities against human breast carcinoma cell line (MCF-7), human lung adenocarcinoma cell line (A549) and human cervical cancer cell line (HeLa) using MTT assay. Among all molecules, compounds 4g and 4f exhibited potent cytotoxic activity. Compound 4g with IC50 value of 3.1 ± 0.4 µM and IC50 value of 9.8 ± 0.4 µM against A549 and HeLa cell line, respectively. Compound 4f with IC50 value of 6.8 ± 0.7 µM against MCF-7 molecular docking study of all synthesized molecules 4a–j was performed on topoisomerase II using the AutoDock technique. All the synthesized thiazolopyrimidine hybrid molecules have been characterized and confirmed using spectroscopic techniques.

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Acknowledgements

Authors are thankful to Atmiya University, Rajkot, for providing laboratory facilities and for constant encouragement. Mr. Jaysinh Jadeja is thankful for the fellowship given under Scheme of Developing High Quality Research (SHODH) (Ref. No. 20190124005, Dated 25/10/2020), Education Department, Government of Gujarat. The authors would like to thank Mrs. Riya Mashru, Department of Microbiology, Atmiya University, Rajkot, for doing the molecular docking and anticancer screening of the synthesized molecules. We also thank Center of Excellence, NFDD Complex, Saurashtra University, Rajkot, for analytical and spectral services.

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  1. Department of Chemistry, Atmiya University, Rajkot, Gujarat, 360005, India

    Jaysinh Jadeja & Mahesh Savant

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Jadeja, J., Savant, M. Synthesis of thiazolo[3,2-a]pyrimidine molecules, in vitro cytotoxic evaluation and molecular docking studies. J IRAN CHEM SOC 20, 1491–1502 (2023). https://doi.org/10.1007/s13738-023-02772-3

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