Synthesis of 4-Hydroxy-2-pyridinone Derivatives and Evaluation of Their Antioxidant/Anticancer Activities

被引:16
作者
Hamama, Wafaa S. [1 ]
Ghaith, Eslam A. [1 ]
Ibrahim, Mona E. [1 ]
Sawamura, Masaya [2 ]
Zoorob, Hanafi H. [1 ]
机构
[1] Mansoura Univ, Fac Sci, Dept Chem, Mansoura 35516, Egypt
[2] Hokkaido Univ, Inst Chem React Design & Discovery WPI ICReDD, Sapporo, Hokkaido 0010021, Japan
来源
CHEMISTRYSELECT | 2021年 / 6卷 / 07期
关键词
Antioxidants; Cytotoxic Activity; Dehydroacetic acid; Mechanisms; Molecular Modeling; Pyridinone; Reactions;
D O I
10.1002/slct.202004682
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A simple approach was applied for the regioselective synthesis of various pyridine-2-one derivatives or annulated pyridine as novel heterocyclic systems from the reaction of dehydroacetic acid (DHA) with mono- or bidentate nucleophile as with benzylamine and/or phenylenediamines in dichloromethane followed by transformation with different halo-compounds in refluxing 1,4-dioxane has been achieved in moderate to excellent yields (48-93 %). In addition, DFT studies of the key synthesized compounds were carried out for confirmed proposed mechanisms. The newly synthesized compounds were screened for their in-vitro inhibition activities against mammary gland breast cancer (MCF-7) and human prostate cancer (PC-3) using the MTT colorimetric method. Also, the target synthesized compounds were evaluated as antioxidant agents.
引用
收藏
页码:1430 / 1439
页数:10
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