7,8-secolignans from Schisandra wilsoniana and their anti-HIV-1 activities

Chem Biodivers. 2010 Nov;7(11):2692-701. doi: 10.1002/cbdv.200900367.

Abstract

Two new 7,8-secolignans, marphenols A and B (1 and 2, resp.), together with a known related derivative, 7,8-secoholostylone B (3), were isolated from the stems of Schisandra wilsoniana. The structures of 1 and 2 were elucidated by spectroscopic methods, including extensive 1D- and 2D-NMR techniques. The anti-HIV-1 activities of 1-3 were evaluated. Compound 1 inhibited HIV-1(IIIB)-induced syncytia formation with an EC(50) value of 0.55 μg ml(-1). It reduced p24 antigen expression in acutely HIV-1(IIIB)-infected C8166 cells and primary isolate HIV-1(TC-2)-infected peripheral blood mononuclear cells (PBMCs), with EC(50) values of 3.34 and 0.52 μg ml(-1), respectively. It showed no effects on the HIV-1(IIIB) replication in chronically infected H9 cells as well as fusion inhibition.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-HIV Agents / chemistry*
  • Anti-HIV Agents / isolation & purification
  • Anti-HIV Agents / pharmacology
  • Cell Line
  • HIV Core Protein p24 / antagonists & inhibitors
  • HIV Core Protein p24 / metabolism
  • HIV Fusion Inhibitors / chemistry
  • HIV Fusion Inhibitors / isolation & purification
  • HIV Fusion Inhibitors / pharmacology
  • HIV-1 / drug effects*
  • Humans
  • Lignans / chemistry*
  • Lignans / isolation & purification
  • Lignans / pharmacology
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Schisandra / chemistry*
  • Virus Replication / drug effects

Substances

  • Anti-HIV Agents
  • HIV Core Protein p24
  • HIV Fusion Inhibitors
  • Lignans
  • marphenol A
  • marphenol B