Anti-hepatitis B virus constituents from the stem bark of Streblus asper.

Phytochemistry

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.

Published: October 2012

AI Article Synopsis

  • Seven new compounds were isolated from the n-butanol-soluble part of a MeOH extract of Streblus asper, along with 15 known compounds.
  • The structures of these compounds were determined using spectroscopic methods such as ESI-MS and 2D NMR, while stereochemistry was analyzed through CD spectra and optical rotation data.
  • The isolated compounds, particularly magnolol and 9-β-xylopyranosyl-isolariciresinol, showed promising anti-HBV activities in vitro, indicated by their low IC(50) values and lack of cytotoxicity.

Article Abstract

Seven compounds, (7'S,8'S)-trans-streblusol A, (7'R,8'S)-erythro-streblusol B, (7'S,8'S)-threo-streblusol B, 8'R-streblusol C, streblusquinone, (8R,8'R)-streblusol D, and streblusol E, along with 15 known compounds (8-22) were isolated from the n-butanol-soluble part of the MeOH extract of stem bark of Streblus asper. Their structures were elucidated through application of extensive spectroscopic methods, including ESI-MS and 2D NMR spectroscopy (HMQC and HMBC). The stereochemistry at the chiral centers was determined using CD spectra, as well as analyses of coupling constants and optical rotation data. The isolated lignans and allylbenzene derivatives were evaluated for their anti-HBV activities in vitro using the HBV transfected Hep G2.2.15 cell line. The most active compounds, magnolol and 9-β-xylopyranosyl-isolariciresinol, exhibited significant anti-HBV activities with IC(50) values of 2.03 and 6.58μM for secretion of HBsAg, with no cytotoxicity, and of 3.76 and 24.86μM for secretion of HBeAg, with no cytotoxicity.

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http://dx.doi.org/10.1016/j.phytochem.2012.06.023DOI Listing

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