Two new alkaloids and active anti-hepatitis B virus constituents from Hypserpa nitida

Bioorg Med Chem Lett. 2007 Oct 1;17(19):5316-20. doi: 10.1016/j.bmcl.2007.08.027. Epub 2007 Aug 16.

Abstract

Two new alkaloids, hypserpanines A and B (1, 11), together with eleven known compounds, phenolbetain (2), acutumine (3), acutumidine (4), dechloroacutumine (5), dauricumine (6), dauricumidine (7), pronuciferine (8), glaziovine (9), S-reticuline (10), magnoflorine (12) and laurifoline(13), were isolated from Hypserpa nitida Miers. (Menispermaceae) and chemically elucidated through spectral analyses. All the isolated alkaloids were evaluated for their anti-HBV activities in vitro using the HBV transfected Hep G2.2.15 cell line. The most active compound, dauricumidine (7), exhibited an IC(50) value of 0.450 mM (SI=4.13) on hepatitis B virus (HBV) surface antigen (HBsAg) secretion of the Hep G2.2.15 cell line.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / pharmacology*
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology*
  • Cell Line
  • Chromatography, Ion Exchange
  • Diethylamines / chemistry
  • Diethylamines / pharmacology*
  • Hepatitis B Surface Antigens / metabolism
  • Hepatitis B e Antigens / metabolism
  • Hepatitis B virus / drug effects*
  • Heterocyclic Compounds, 3-Ring / chemistry
  • Heterocyclic Compounds, 3-Ring / pharmacology*
  • Humans
  • Magnetic Resonance Spectroscopy
  • Menispermaceae / chemistry*
  • Models, Molecular
  • Molecular Conformation
  • Spectrometry, Mass, Electrospray Ionization
  • Spiro Compounds / chemistry
  • Spiro Compounds / pharmacology*

Substances

  • Alkaloids
  • Antiviral Agents
  • Diethylamines
  • Hepatitis B Surface Antigens
  • Hepatitis B e Antigens
  • Heterocyclic Compounds, 3-Ring
  • Spiro Compounds
  • hypserpanine A
  • hypserpanine B