Nortriterpene lactones from the fruits of Schisandra arisanensis

J Nat Prod. 2010 Jul 23;73(7):1228-33. doi: 10.1021/np100048h.

Abstract

Fractionation of an acetone extract from the fruits of Schisandra arisanensis afforded five new nortriterpene lactones, compounds 1-5, together with four known compounds, schindilactones D and E (6 and 7) and preschisanartanins A and B (8 and 9). Compound 1, a wuweiziartane-type nortriterpenoid, possesses a new type of fused ring system with a gamma-lactone ring between C-15 and C-17. Compounds 2, 6, and 7 may be categorized as schisanartane-type nortriterpenoids and compounds 3-5, 8, and 9 as preschisanartane-type nortriterpenoids. The structures of the new compounds were elucidated by 1D and 2D NMR spectroscopic data interpretation. The structure and relative configuration of 3 were supported by single-crystal X-ray diffraction analysis. The antiviral activity against HSV-1 and inhibitory effects on superoxide anion generation and elastase release by human neutrophils in response to FMLP/CB of compounds 1-9 were evaluated.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antiviral Agents / chemistry
  • Antiviral Agents / isolation & purification*
  • Antiviral Agents / pharmacology
  • Crystallography, X-Ray
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology
  • Fruit / chemistry
  • Herpesvirus 1, Human / drug effects*
  • Humans
  • Lactones / chemistry
  • Lactones / isolation & purification*
  • Lactones / pharmacology
  • Molecular Conformation
  • Molecular Structure
  • Neutrophils / drug effects
  • Neutrophils / enzymology
  • Nuclear Magnetic Resonance, Biomolecular
  • Schisandra / chemistry*
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology

Substances

  • Antiviral Agents
  • Drugs, Chinese Herbal
  • Lactones
  • Triterpenes
  • schisanartane