Enhancement of anticancer activity of N(4)1-(2-pyridyl)piperazinyl 5-nitroisatin thiosemicarbazone on chelation with copper(II)

Abstract

5-Nitroisatin-4-(1-(2-pyridyl)piperazinyl)-3-thiosemicarbazone (Nitistpyrdlpz) and its Cu(II) complex were synthesized and characterized by CHN and thermal analysis and spectroscopic measurements viz. UV-vis, FTIR, 1H NMR, 13C NMR, ESI-HRMS, PXRD and EPR. In the complex, copper(II) ion is coordinated by terdentate thiosemicarbazone anion and one chloride ion in a distorted square planar geometry. The synthesized compounds against breast cancer cell lines; MCF-7 and MDA-MB-231 and epidermoid carcinoma; A431 showed that the complex contributed to reduce the percentage of cell viability toward all the tested cell lines but remarkable contribution toward MDA-MB-231 cell line. The IC50 of the complex and free ligand was found in the range of IC50 0.85-1.24 µM and IC50 3.28-3.53 µM, respectively. Among those cell lines, the complex may be the better anticancer agent toward MDA-MB-231 because of its action at micromolar concentration (IC50 0.85 µM).