Lignans from the heartwood of Streblus asper and their inhibiting activities to hepatitis B virus

Lu-Qing Li; Jun Li; Yan Huang; Qiang Wu; Sheng-Ping Deng; Xiao-Jian Su; Rui-Yun Yang; Ji-Guo Huang; Zi-Zhan Chen; Shan Li

doi:10.1016/j.fitote.2011.11.008

Lignans from the heartwood of Streblus asper and their inhibiting activities to hepatitis B virus

Fitoterapia. 2012 Mar;83(2):303-9. doi: 10.1016/j.fitote.2011.11.008. Epub 2011 Nov 17.

Authors

Lu-Qing Li¹, Jun Li, Yan Huang, Qiang Wu, Sheng-Ping Deng, Xiao-Jian Su, Rui-Yun Yang, Ji-Guo Huang, Zi-Zhan Chen, Shan Li

Affiliation

¹ Key Laboratory of Ecology of Rare and Endangered Species and Environmental Protection (Ministry of Education of China), School of Environment and Resource of Guangxi Normal University, Guilin, PR China.

PMID: 22119765
DOI: 10.1016/j.fitote.2011.11.008

Abstract

Three new lignans, erythro-strebluslignanol (1), threo-7'-methoxyl strebluslignanol (2) and erythro-7'-methoxyl strebluslignanol (3), together with twelve known compounds were isolated from the n-butanol and chloroform fractions of the heartwood of Streblus asper. Their structures were elucidated through extensive spectroscopic methods, including MS and 2D NMR experiments (HMQC and HMBC). The stereochemistry at the chiral center was determined using CD spectra, as well as analysis of coupling constants and optical rotation data, respectively. Primary bioassays showed that 6-hydroxyl-7-methoxyl-coumarin (5) and ursolic acid (10) showed anti-HBV activities, with IC(50) values of 29.60 μM and 89.91 μM for HBsAg at no cytotoxicity, and IC(50) values of 46.41 μM and 97.61 μM for HBeAg at no cytotoxicity, respectively.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antiviral Agents / chemistry
Antiviral Agents / isolation & purification
Antiviral Agents / pharmacology*
Biological Assay
Biphenyl Compounds / chemistry
Biphenyl Compounds / isolation & purification
Biphenyl Compounds / pharmacology
Cell Line
Cell Survival
Coumarins / chemistry
Coumarins / isolation & purification
Coumarins / pharmacology
Hepatitis B Surface Antigens / drug effects
Hepatitis B e Antigens / drug effects
Hepatitis B virus / drug effects*
Humans
Inhibitory Concentration 50
Lignans / chemistry
Lignans / isolation & purification
Lignans / pharmacology*
Moraceae / chemistry*
Plant Extracts / chemistry
Plant Extracts / isolation & purification
Plant Extracts / pharmacology*
Triterpenes / chemistry
Triterpenes / isolation & purification
Triterpenes / pharmacology
Ursolic Acid
Wood / chemistry

Substances

5-allyl-5'-(1,2-dihydroxypropyl) (1,1'-biphenyl)-2,2'-diol
5-allyl-5'-(2-hydroxy-1-methoxypropyl) (1,1-biphenyl)-2,2'-diol
Antiviral Agents
Biphenyl Compounds
Coumarins
Hepatitis B Surface Antigens
Hepatitis B e Antigens
Lignans
Plant Extracts
Triterpenes
coumarin