Design, synthesis, and biological evaluation of amide derivatives of imidazo[2,1-b][1,3,4]thiadiazole as anticancer agents

Abstract

A new library of amide derivatives of imidazo[2,1-b][1,3,4]thiadiazoles (11a–j) have designed and synthesized and their structures determined by ¹H NMR, ¹³C NMR, mass and HRMS spectral data. Further, all these compounds were evaluated for their anticancer potentials on a panel of cancer cell lines like MCF-7, MDA MB-231 (breast carcinoma), A549 (lung carcinoma) and DU-145 (prostate carcinoma) by using MTT assay and obtained IC₅₀ values were compared with well-known chemotherapeutic agent etoposide. Among them, compounds 11b–e and 11i showed potent anticancer activity against the entire cancer cell lines than the chemotherapeutic drug. Particularly, one compound 11b demonstrated prominent activity.

Graphical Abstract

Keywords:

• Acetazolamide
• anticancer properties
• imidazo[2,1-b][1,3,4]thiadiazole
• levamisole
• 1,3,4-thiadiazole

Acknowledgments

We would like to express our gratitude and thanks to CSIR-IICT, Hyderabad and Department of Chemistry, Kakatiya Institute of Technology and Science, Warangal for constant encouragement, providing basic research facility and analytical support of our research program. Full experimental details, spectral data of the products, 1 H NMR and 13C NMR of all the new compounds can be found via the Supplementary Content section of this article’s Web page.

Disclosure statement

The authors declare no conflicts of interest.

Additional information

Funding

This work was financially supported by CSIR-Indian Institute of Chemical Technology and Kakatiya Institute of Technology and Science.