Organic chemistry

Carboxamide

Stereochemistry

Cell culture

Biology

Cancer

Cytotoxicity

Biological activity

Nursing

Chemistry

In vitro

Chemotherapy

HeLa

IC50

Doxorubicin

Benzamide

Coumarin

Cancer cell lines

Docking (animal)

Genetics

Biochemistry

Medicine

Cancer cell

Molecules

A series of novel coumarin-3-carboxamide derivatives were designed and synthesized to evaluate their biological activities. The compounds showed little to no activity against gram-positive and gram-negative bacteria but specifically showed potential to inhibit the growth of cancer cells. In particular, among the tested compounds, 4-fluoro and 2,5-difluoro benzamide derivatives (14b and 14e, respectively) were found to be the most potent derivatives against HepG2 cancer cell lines (IC50 = 2.62–4.85 μM) and HeLa cancer cell lines (IC50 = 0.39–0.75 μM). The activities of these two compounds were comparable to that of the positive control doxorubicin; especially, 4-flurobenzamide derivative (14b) exhibited low cytotoxic activity against LLC-MK2 normal cell lines, with IC50 more than 100 μM. The molecular docking study of the synthesized compounds revealed the binding to the active site of the CK2 enzyme, indicating that the presence of the benzamide functionality is an important feature for anticancer activity.

Synthesis and Biological Activity Evaluation of Coumarin-3-Carboxamide Derivatives