Benzothiazole and their derivatives have been previously reported to exhibit antitumor, antimicrobial, antiviral and anticonvulsant activities [1]. Thymidine phosphorylase inhibitors have attracted great attention due to their ability to suppress the tumors formation. In our ongoing research, a series of 5-chlorobenzothiazole derivatives (1–10) have been synthesized in good to excellent yields (80–90%) and their thymidine phosphorylase inhibition potential has also been evaluated. The synthesized compounds showed moderate thymidine phosphorylase inhibitory activity with IC50 values ranging from 19.60 ± 0.45 to 93.50± 2.88µM , and 7- deazaxanthine (7DX) was used as a standard(IC50 38.68 ± 4.42). Compound 1, 4-(5-chlorobenzo[d]thiazol-2-yl)benzene-1,3-diol and compound 2, 5-chloro-2-(4-chlorophenyl)benzo[d]thiazole showed the lowest IC50 values of 19.60 ± 0.45 µM and 23.40 ± 0.68 µM, compared to the standard inhibitor. These compound showed better phosphorylase inhibition activity as compared to 7-deazaxanthine [2].
Figure 1 : Structure compound of Benzothiazole
Acknowledgements: Faculty of Applied Sciences, Universiti Teknologi MARA (UiTM) and Atta ur Rahman Institute for Natural Products Discovery, are acknowledged for providing laboratory facilities.
Keywords: 5-chlorobenzothiazole;pyiridine; heterocyclic; pharmacological
References:
1] Srivastava SK, Yadav R, Srivastava SD. Synthesis and biological activity of 4-oxothiazolidines and their 5-arylidenes. Indian J Chem 2004; 43: 399-405.
[2] Sohail AS, Shahzad A, Yar M , Bajda M, Jadoon B, Khan ZA, Naqvi SAR, Shaikh AJ, Hayat K , Mahmmod A, Mahmood N, Filipek S.Synthesis and biological evaluation of novel oxadiazole derivatives: A new class of thymidine phosphorylase inhibitors as potential anti-tumor agents. Bioorganic & Medicinal Chemistry 2014; 22: 1008–1015