Anti-HBV active constituents from Piper longum

被引:58
作者
Jiang, Zhi-Yong [1 ]
Liu, Wen-Feng [1 ]
Zhang, Xue-Mei [1 ]
Luo, Jie [1 ]
Ma, Yun-Bao [1 ]
Chen, Ji-Jun [1 ]
机构
[1] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resource West Chi, Kunming 650204, Yunnan, Peoples R China
基金
中国国家自然科学基金;
关键词
Piper longum; Longumoside; Amide alkaloids; Anti-HBV activity; FRUITS; INHIBITION; AMIDES;
D O I
10.1016/j.bmcl.2013.01.118
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
In the screening search for Hepatitis B virus inhibitory agents from medicinal plants, the ethanol extract of Piper longum Linn. was found to possess superior anti-HBV activity in vitro. Bioassay-guided fractionation coupled with repeated purification resulted in the isolation of four new compounds, involving two new glycosides longumosides A (1) and B (2) and two new amide alkaloids erythro-1-[1-oxo-9(3,4-methylenedioxyphenyl)-8,9-dihydroxy-2E-nonenyl]-piperidine (3), threo-1-[1-oxo-9(3,4-methylenedioxyphenyl)-8,9-dihydroxy-2E-nonenyl]-piperidine (4), as well as two compounds 3 beta,4 alpha-dihydroxy-2-piperidinone (5), 5,6-dihydro-2(1H)-pyridinone (6) from natural source for the first time. The structures of the four new compounds were determined by extensive analyses of the MS, IR, 1D and 2D NMR data. Besides, the compounds 2-6, together with the known compounds 7-11 obtained previously, were assayed for their anti-HBV activity by using Hep G 2.2.15 cell line in vitro. Results suggested the compound piperine (7) possessed remarkable inhibitory HBV activity, against the secretion of hepatitis B virus surface antigen (HBsAg) and hepatitis B virus e antigen (HBeAg) with the Selectivity Index (SI) values of 15.7 and 16.8, respectively. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2123 / 2127
页数:5
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