Expedient Synthesis and Antitumor Evaluation of Novel Azaheterocycles from Thiazolylenaminone

Abstract

Thiazole is a functional group used in cancer treatment modalities in synthetic and natural antitumor medications. In this context, convenient synthesis of new 5-heteroaryl-thiazoles is described via reactions of thiazolylenaminone with sulfanilamide, sulfathiazole, hydrazine hydrate, phenylhydrazine, hydroxylamine, guanidine, aminoazoles, β-dicarbonyl compounds, and diazotized aminoazoles. The constitution of the constructed thiazoles was avowed by elemental analyses and spectral data as well as alternative syntheses wherever possible. Thiazoles were also tested for their antitumor activity toward human cancer cell lines (MCF-7, HCT-116, and HepG-2) and one normal cell line (REP1). Among the synthesized thiazoles, compounds 6, 19, and 23a showed high potent antitumor profiles toward cancer cell lines and found no evidence of human toxicity.

Keywords:

• Thiazole
• enaminone
• pyridine
• pyrazolo[1,5-a]pyrimidines
• antitumor activity

Acknowledgements

The authors are grateful for the administrative and technical assistance provided by King Khalid University in Abha, Saudi Arabia.

Additional information

Funding

The authors thank the Deanship of Scientific Research at King Khalid University for financing this research through a research group project with grant number RGP.1/32/42.