Design, synthesis and cytotoxic activity of certain novel chalcone analogous compounds

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Date

2017

Journal Title

Journal ISSN

Volume Title

Type

Article

Publisher

Elsevier Masson SAS

Series Info

European Journal of Medicinal Chemistry
126

Abstract

A series of chalcone analogous compounds were designed and synthesized. Replacing/substituting the enone or ethylenic bridge of the parent chalcone with rigid heterocyclic moieties or substituted aromatic amines gave nineteen target compounds. Their cytotoxic activities were screened against both breast and liver cancer cells as well as breast and liver normal cells. Target compounds were also evaluated for their inhibition activity of tubulin beta polymerization. Target compound 2e, 3a, 3b, 3c, 4a-4d, 5a, 5b and 6 showed broad spectrum excellent anticancer activity against both MCF-7 and HepG2. Compound 4a showed the most TUBb inhibition activity. � 2016 Elsevier Masson SAS

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Scopus

Keywords

Cancer cell lines, Chalcone derivatives, Cytotoxic activity, Normal cell lines, Replacing enone bridge, Tubulin beta polymerization inhibitors, 3 (4 bromophenyl) 3 [(3 chloro 4 fluorophenyl)amino] 2 hydroxy 1 (3 methoxyphenyl)propan 1 one, 4 (4 bromophenyl) 6 (3 methoxyphenyl) 3,4 dihydropyrimidine 2(1h) thione, 4 (4 bromophenyl) 6 (3,4,5 trimethoxyphenyl) 3,4 dihydropyrimidine 2(1h) thione, 4 (4 bromophenyl) 6 (4 methoxyphenyl) 3,4 dihydropyrimidine 2(1h) thione, 4 (4 chlorophenyl) 6 (3 methoxyphenyl) 3,4 dihydropyrimidine 2(1h) thione, 4 (4 chlorophenyl) 6 (3,4,5 trimethoxyphenyl) 3,4 dihydropyrimidine 2(1h) thione, 4 (4 flurophenyl) 6 (3,4,5 trimethoxyphenyl) 3,4 dihydropyrimidine 2(1h) thione, 4 (4 mehoxyphenyl) 6 (3,4,5 trimethoxyphenyl) 3,4 dihydropyrimidine 2(1h) thione, 45 (4 chlorophenyl) 3 (3 methoxyphenyl) 4,5 dihydro 1h pyrazol 4 ol, 5 (4 bromophenyl) 3 (3 methoxyphenyl) 1 phenyl 4,5 dihydro 1h pyrazol 4 ol, 5 (4 bromophenyl) 3 (3 methoxyphenyl) 4,5 dihydro 1h pyrazol 4 ol, 5 (4 chlorophenyl) 3 (3 methoxyphenyl) 1 phenyl 4,5 dihydro 1h pyrazol 4 ol, 5 (4 flurophenyl) 3 (4 methoxyphenyl) 1 phenyl 4,5 dihydro 1h pyrazol 4 ol, 5 (4 methoxyphenyl) 3 (4 methoxyphenyl) 1 phenyl 4,5 dihydro 1h pyrazol 4 ol, antimitotic agent, beta tubulin, chalcone derivative, colchicine, cytotoxic agent, protein inhibitor, unclassified drug, [3 (4 bromophenyl)oxiran 2 yl](3 methoxyphenyl)methanone, [3 (4 bromophenyl)thiiran 2 yl](3 methoxyphenyl)methanone, [3 (4 chlorophenyl)oxiran 2 yl](3 methoxyphenyl)methanone, [3 (4 chlorophenyl)thiiran 2 yl](3 methoxyphenyl)methanone, [3 (4 flurophenyl)oxiran 2 yl](4 methoxyphenyl)methanone, antineoplastic agent, chalcone, tubulin, tubulin modulator, antiproliferative activity, Article, cancer inhibition, comparative study, concentration response, controlled study, cytotoxicity, drug cytotoxicity, drug design, drug potency, drug synthesis, HepG2 cell line, human, human cell, MCF 7 cell line, microtubule assembly, protein polymerization, breast, cell proliferation, chemistry, cytology, drug effects, Hep-G2 cell line, liver, MCF-7 cell line, synthesis, Antineoplastic Agents, Breast, Cell Proliferation, Chalcone, Chemistry Techniques, Synthetic, Drug Design, Hep G2 Cells, Humans, Liver, MCF-7 Cells, Tubulin, Tubulin Modulators

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