New Fluoro- and Trifluoromethyl-Substituted Trimethoxychalcones as Anticancer Agents: Synthesis, Bioevaluation, and Computational Studies
Date
2023Author
Polat,M. FatihAktas Anil, Derya
Ozkemahli,Gizem
Turkmenoglu, Burcin
Hepokur,Ceylan
Burmaoglu,Serdar
Algul,Oztekin
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Show full item recordAbstract
We designed and synthesized a novel series of trimethoxy
chalcones with CF3 or F substituents at various positions of ring
B, characterized using IR, NMR spectral data, and elemental
analyses, based on the fact that methoxy and fluoro-substituted
chalcones are included in the literature as a pharmacophore
due to their anticancer activities. All compounds (12-21) were
tested for cytotoxicity against A549, HEPG2, MCF7, and normal
mouse fibroblasts (L929) using the XTT assay. The most active
compound, 13, was also shown to induce MCF7 cell cycle arrest
at the G0/G1 phase, indicating that they exert their antitumor
potency via MCF7 cell apoptosis. The mechanisms involved in
apoptotic cell death induced by compound 13 were also
investigated to see if apoptotic proteins such as Bax, Bcl-2, and
p53 were involved. In addition, the compounds with the
strongest apoptotic effects against human EGFR and VEGFR-2
receptors were studied in silico. Finally, methoxy and fluoro substituted chalcones derivatives have been shown to have
potent anticancer properties.