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Synthesis and Biological Evaluation of 1,2,3‐triazole tethered Pyrazoline and Chalcone Derivatives
Author(s) -
Hussaini Syed Mohammed Ali,
Yedla Poornachandra,
Babu Korrapati Suresh,
Shaik Thokhir B.,
Chityal Ganesh Kumar,
Kamal Ahmed
Publication year - 2016
Publication title -
chemical biology and drug design
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.59
H-Index - 77
eISSN - 1747-0285
pISSN - 1747-0277
DOI - 10.1111/cbdd.12738
Subject(s) - chalcone , pyrazoline , cytotoxicity , combretastatin , chemistry , apoptosis , cell culture , stereochemistry , tubulin , combinatorial chemistry , biochemistry , microtubule , biology , in vitro , medicinal chemistry , microbiology and biotechnology , genetics
A series of pyrazoline derivatives and corresponding chalcone intermediates with substituents same as combretastatin‐A4( CA ‐4) conjugated with triazole nucleus has been synthesized and evaluated for their anticancer potential. Sulphorhodamine B( SRB ) assay indicated compound 12c to be the most active compound from the series with GI 50 value of 6.7 μ m against the human liver carcinoma cell line HepG2. Interestingly, the intermediate 11c exhibited more promising cytotoxicity demonstrating GI 50 value of 1.3 μ m against the prostate cancer cell line DU 145. Compounds 11c and 12c caused accumulation of cells in G2/M phase and inhibited tubulin polymerization. Furthermore, these compounds reduce the mitochondrial membrane potential and activate caspases 3 and 9, thereby indicating their ability to trigger apoptosis.