Synthesis and Biological Activity Evaluation of Coumarin-3-Carboxamide Derivatives |
| |
| Authors: | Weerachai Phutdhawong Apiwat Chuenchid Thongchai Taechowisan Jitnapa Sirirak Waya S Phutdhawong |
| |
| Institution: | 1.Department of Science, Faculty of Liberal Arts and Science, Kamphaeng Sean Campus, Kasetsart University, Nakhon Pathom 73140, Thailand;2.Department of Chemistry, Faculty of Science, Silpakorn University, Nakhon Pathom 73000, Thailand; (A.C.); (J.S.);3.Department of Microbiology, Faculty of Science, Silpakorn University, Nakhon Pathom 73000, Thailand; |
| |
| Abstract: | 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. |
| |
| Keywords: | coumarin3-carboxamides coumarins pyranocoumarins anticancer activity antibacterial activity |
|
|
