Green Synthesis of N-Aryl, 2-(Chloroquinoline)-4-Thiazolidinone Derivatives using Magnetically Separable Copper Oxide Nano Particles and their Anti-Cancer Activity Studies

Abstract

Multi-component one-pot synthesis of biologically active heterocyclic compounds has been prevailing as a potential methodology to meet the therapeutic requirements of the pharmaceutical industry. On this background, a facile one-pot green synthesis of Nsubstitutedaryl- 2-(chloroquinoline)-4-thiazolidinone derivatives (4a-h) was conducted with a mixture of 2- chloroquinoline-3-carbaldehyde (1), thioglycolic acid (2) and various aromatic amines (3a-h). The reaction involved cyclo-condensation mechanism catalyzed by the synthesized CuO NPs which were obtained through hydrothermal method. These NPs were characterized by XRD, SEM-EDS, TEM and BET surface area instrumental techniques. Furthermore, the magnetic property of the CuO NPs was determined through hysteresis loop, and the specific magnetization (Ms) was obtained at 19.79 emu/g. The structural parts of the synthesized compounds were interpreted by 1H-NMR, 13C-NMR, FT-IR and Mass spectral techniques. The cytotoxic studies of the compounds were evaluated against cancer causing human cells like A431 (epidermoid carcinoma), A549 (human alveolar epithelial cell line), Colo-205 (human colon carcinoma) using Doxorubicin as the standard drug. In these studies, the compounds 4a (paramethoxyphenyl), 4b (para-hydroxyphenyl), 4d (metanitro), 4f (1, 3-dichlorophenyl), 4g (para-fluorophenyl) and 4h (3, 5-dimethylphenyl) have shown a prominent anti-cancer activity than the remaining compounds.