Synthesis and antioxidant activities of berberine 9-O-benzoic acid derivatives

被引:22
作者
Liu, Yanfei [1 ]
Long, Shuo [1 ]
Zhang, Shanshan [1 ]
Tan, Yifu [1 ]
Wang, Ting [2 ]
Wu, Yuwei [2 ]
Jiang, Ting [1 ]
Liu, Xiaoqin [1 ]
Peng, Dongming [3 ]
Liu, Zhenbao [2 ]
机构
[1] Cent South Univ, Dept Pharmaceut Engn, Coll Chem & Chem Engn, Changsha 410083, Peoples R China
[2] Cent South Univ, Xiangya Sch Pharmaceut Sci, Dept Pharmaceut, Changsha 410013, Peoples R China
[3] Hunan Univ Chinese Med, Dept Med Chem, Sch Pharm, Changsha 410208, Peoples R China
基金
中国国家自然科学基金;
关键词
EXPRESSION; HYDROCHLORIDE; ACTIVATION; MODEL;
D O I
10.1039/d1ra01339d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Although berberine (BBR) shows antioxidant activity, its activity is limited. We synthesized 9-O-benzoic acid berberine derivatives, and their antioxidant activities were screened via ABTS, DPPH, HOSC and FRAP assays. The para-position was modified with halogen elements on the benzoic acid ring, which led to an enhanced antioxidant activity and the substituent on the ortho-position was found to be better than the meta-position. Compounds 8p, 8c, 8d, 8i, 8j, 8l, and especially 8p showed significantly higher antioxidant activities, which could be attributed to the electronic donating groups. All the berberine derivatives possessed proper lipophilicities. In conclusion, compound 8p is a promising antioxidant candidate with remarkable elevated antioxidant activity and moderate lipophilicity.
引用
收藏
页码:17611 / 17621
页数:11
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