Design, synthesis of (Z)‐3‐benzyl‐5‐((1‐phenyl‐3‐(3‐((1‐ substituted phenyl‐1H‐1,2,3‐triazol‐4‐yl)methoxy)phenyl)‐1H‐pyrazol‐4‐yl)methylene)thiazolidine‐2,4‐dione analogues as potential cytotoxic agents

• Published in: Journal of heterocyclic chemistry Vol. 56; no. 12; pp. 3244 - 3256
• Main Authors: Kolluri, Prashanth Kumar, Gurrapu, Nirmala, Edigi, Praveen Kumar, N. J. P., Subhashini, Putta, Shravani, Singh, Surya Satyanarayana
• Format: Journal Article
• Language: English
• Published: HOBOKEN Wiley 01.12.2019; Wiley Subscription Services, Inc
• Subjects: Biotechnology; Chemical synthesis; Chemistry; Chemistry, Organic; Cytotoxicity; Methylene; NMR; Nuclear magnetic resonance; Physical Sciences; Science & Technology; Substitutes; PYRAZOLE; 2,4-THIAZOLIDINEDIONE; ANTICANCER; ANTIOXIDANT; GROWTH; BIOLOGICAL EVALUATION; DERIVATIVES; HYBRIDS
• ISSN: 0022-152X; 1943-5193
• DOI: 10.1002/jhet.3720

In an attempt to achieve promising cytotoxic agents, a series of new (Z)‐3‐benzyl‐5‐((1‐phenyl‐3‐(3‐((1‐substituted phenyl‐1H‐1,2,3‐triazol‐4‐yl)methoxy)phenyl)‐1H‐pyrazol‐4‐yl)methylene)thiazolidine‐2,4‐diones 10 a‐n were designed, synthesized, and characterized by 1H NMR, 13C NMR, IR, and ESI‐MS techniques. These compounds synthesized from appropriate reaction procedures with better yields. All the novel synthesized compounds 10a‐n were evaluated for their cytotoxic activity against the MCF‐7 cell line (Human breast cancer cell line) at different concentrations of 0.625, 1.25, 2.5, 5, and 10 μM, respectively. The cytotoxic evaluation assay is presented in terms of IC50 values and percentage cell viability reduction compared against standard drug cisplatin. Among all novel synthesized compounds 10a‐n, some of the representative analogues particularly 10g and 10e exhibit remarkable cytotoxic activity with IC50 values 0.454 and 0.586 μM, comparable to that of the standard drug cisplatin, and some analogues 10d, 10f, 10k, and 10m also have shown significant activity.