Synthesis, crystal structure, anti-gastric cancer activity of 2-(5-bromo-2-methylbenzyl)-5-(4-fluorophenyl)thiophene.

In this study, a new heterocyclic compound 2-(5-bromo-2-methylbenzyl)-5-(4-fluorophenyl)thiophene (1), designed using 5-bromo-2-methylbenzoic acid (2) as the starting material, was successfully obtained via a three-step synthesis route and finally characterized by IR, 1H NMR, and single crystal X-ray crystallography (SCXRD). The X-ray single-crystal diffraction study reveals that compound 1 belongs to the monoclinic space group of P21/c with the presence of the inter-molecular H-bond interactions. Furthermore, the in vitro anticancer activities of the newly synthesized compound 1 have been studied against three human gastric cancer cells MGC-803, BGC-823 and SGC-7901 along with the human mammary epithelial cell MCF-10A using the doxorubicinis as the positive control via the MTT assay, which reveals its promising anticancer activity and low cytotoxicity against the human normal cell lines. In addition, molecular docking of complex 1 was studied to understand the drug-DNA interactions and calculate the potential binding mode and energy. The present results enrich the F-atom decorated organic molecules for the anticancer activity evaluation. [ABSTRACT FROM AUTHOR]