Department of Science, Faculty of Liberal Arts and Science, Kamphaeng Sean Campus, Kasetsart University, Nakhon Pathom 73140, Thailand.
Department of Chemistry, Faculty of Science, Silpakorn University, Nakhon Pathom 73000, Thailand.
Molecules. 2021 Mar 16;26(6):1653. doi: 10.3390/molecules26061653.
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 ( and , respectively) were found to be the most potent derivatives against HepG2 cancer cell lines (IC = 2.62-4.85 μM) and HeLa cancer cell lines (IC = 0.39-0.75 μM). The activities of these two compounds were comparable to that of the positive control doxorubicin; especially, 4-flurobenzamide derivative () exhibited low cytotoxic activity against LLC-MK2 normal cell lines, with IC 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.
设计并合成了一系列新型香豆素-3-甲酰胺衍生物，以评估它们的生物活性。这些化合物对革兰氏阳性菌和革兰氏阴性菌几乎没有活性，但对癌细胞的生长具有潜在的抑制作用。特别是在测试的化合物中，4-氟和 2,5-二氟苯甲酰胺衍生物（和 ）被发现是对 HepG2 癌细胞系（IC=2.62-4.85 μM）和 HeLa 癌细胞系（IC=0.39-0.75 μM）最有效的衍生物。这两种化合物的活性与阳性对照阿霉素相当；特别是，4-氟苯甲酰胺衍生物（）对 LLC-MK2 正常细胞系的细胞毒性活性较低，IC 值超过 100 μM。对合成化合物的分子对接研究表明，它们与 CK2 酶的活性位点结合，表明苯甲酰胺官能团的存在是抗癌活性的重要特征。
