4.2 Article

Biological evaluation of imidazopyridine derivatives as potential anticancer agents against breast cancer cells

Journal

MEDICINAL CHEMISTRY RESEARCH
Volume 31, Issue 12, Pages 2231-2242

Publisher

SPRINGER BIRKHAUSER
DOI: 10.1007/s00044-022-02984-x

Keywords

Imidazo[1; 2-a]pyridine; Anticancer agent; Breast cancer; Suzuki; Acylhydrazone

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In this study, two series of imidazopyridine derivatives were synthesized and evaluated for their antiproliferative potential in breast cancer cells. The pyrimidine-containing compounds did not show activity, while the N-acylhydrazone derivatives exhibited significant activity. Compound 15 showed the most potent activity against the MCF7 and MDA-MB-231 cell lines.
Imidazo[1,2-a]pyridine cores have increasing importance in the pharmaceutical industry with their wide range pharmacological activities. In this study, two series of imidazopyridine derivatives were synthesized. It was planned to integrate the pyrimidine ring or N-acylhydrazone (NAH) to the carbon atom at the 3 position of the imidazo[1,2-a]pyridine scaffold. Pyrimidine-containing compounds (9-12) were obtained by palladium-catalyzed coupling reaction (Suzuki reaction), and NAH compounds (13-19) were obtained from the aldehyde intermediate synthesized as a result of the Vilsmeier-Haack reaction. All of the derivatives were evaluated in breast cancer cells for their antiproliferative potential. The pyrimidine-containing compounds did not show active results in both breast cancer cell lines, while the NAH derivatives showed significant results. Among the novel derivatives, compound 15 exhibited the most potent activity against the MCF7 and MDA-MB-231 cell lines with IC50 values of 1.6 and 22.4 mu M, respectively. The current study demonstrated that these compounds have anticancer activity and would be useful in developing more effective compounds for treating breast cancer.

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