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Design, synthesis of ( Z )‐3‐benzyl‐5‐((1‐phenyl‐3‐(3‐((1‐ substituted phenyl‐1 H ‐1,2,3‐triazol‐4‐yl)methoxy)phenyl)‐1 H ‐pyrazol‐4‐yl)methylene)thiazolidine‐2,4‐dione analogues as potential cytotoxic agents
Author(s) -
Kolluri Prashanth Kumar,
Gurrapu Nirmala,
Edigi Praveen Kumar,
N. J. P. Subhashini,
Putta Shravani,
Singh Surya Satyanarayana
Publication year - 2019
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3720
Subject(s) - chemistry , cytotoxic t cell , stereochemistry , cisplatin , methylene , cancer cell lines , proton nmr , thiazolidine , in vitro , medicinal chemistry , cancer cell , cancer , biochemistry , medicine , surgery , chemotherapy
In an attempt to achieve promising cytotoxic agents, a series of new ( Z )‐3‐benzyl‐5‐((1‐phenyl‐3‐(3‐((1‐substituted phenyl‐1 H ‐1,2,3‐triazol‐4‐yl)methoxy)phenyl)‐1 H ‐pyrazol‐4‐yl)methylene)thiazolidine‐2,4‐diones 10 a‐n were designed, synthesized, and characterized by 1 H NMR, 13 C 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 IC 50 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 IC 50 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.