Synthesis and Characterization of Spiro Compounds Containing Phenothiazine Moiety and their Anticancer Potential Towards Breast Cancer Cell Lines

Abstract

The 1,3-dipolar cycloaddition reaction is a three-component reaction used for the synthesis of structurally complex and biologically active spiro-heterocycles. In the present work a two steps synthesis of the target compounds (7-22) are presented. 2-acetyl phenothiazine was converted into a chalcone 1 which was treated with various azomethine ylides to yield the compounds 7-22. The diversity in the azomethine ylides was made by using a variety of diones 2a-2d and the different aminoacids 3-6. The anti-cancer activity of the compounds 7-22 was evaluated by testing against breast cancer MCF-7 cell lines by MTT assay. Compounds 7, 12, 16 and 20 exhibited potent anticancer activity against MCF-7 breast cancer cell lines with an IC50 values of 83.08, 84.68, 95.68 and 114.23 µg/ml respectively and non toxic towards normal fibroblast L929 cells. In the Cell cycle analysis of compound 7 arrests the cell cycle in MCF-7 cells.