engleski

Novel 2-substituted benzothiazoles: synthesis and antiproliferative evaluation

The benzothiazoles (BTA) are constituents of bioactive heterocyclic compounds that exhibit wide spectrum of biological and pharmacological activities. Functionalization of the BTA scaffold at the C-2 and C-6 positions was found to be a key determinant for their enhanced biological activity, mainly as cytostatic and antimicrobial agents. 2-Arylbenzothiazoles have emerged as an important pharmacophore in the development of antitumor agents. Some BTA-based anticancer agents were found to target tyrosine kinase, topoisomerase, microtubule, cytochrome P450, heat shock protein 90 (Hsp90), epidermal growth factor receptor (EGFR) and apoptosis by reactive oxygen species (ROS) activation [1-3]. Herein, we have synthesized novel 6-substituted 2- arylbenzothiazole derivatives with varied aromatic unit at phenyl ring with the aim to assess their influence on Antiproliferative activity. Key benzothiazole intermediates were obtained by condensation of 2-aminothiophenoles with corresponding benzaldehydes and then converted to propargylated derivatives and targeted 2-(4-alkoxyphenyl)benzothiazole derivatives (26a-34a, 26b-34b) by an O-alkylation reaction. Finally 1, 4-disubstituted 1, 2, 3- triazole benzothiazole analogues (26c-34c, 26d- 34d) were synthesized by copper catalysed reaction of the corresponding terminal alkynes and azides. Results of antiproliferative evaluations of compounds will be also presented.

2-substituted benzothiazoles, synthesis, antiproliferative activity

nije evidentirano