Chemical constituents of Saniculiphyllum guangxiense

Chem Biodivers. 2012 Aug;9(8):1508-16. doi: 10.1002/cbdv.201100270.

Abstract

The first phytochemical investigation on Saniculiphyllum guangxiense resulted in the isolation of two new triterpenoids, 16β-hydroxybryodulcosigenin (3) and 3α-O-feruloylolean-12-en-27-oic acid (6), together with six known compounds, menisdaurin (1), purshianin (2), oleanolic acid (4), 3β-hydroxyolean-12-en-27-oic acid (5), β-sitosterol (7), and daucosterol (8), which were characterized by extensive spectroscopic analyses and in one case by X-ray diffraction. According to this primary investigation, S. guangxiense is rich in nitrile glucosides and triterpenoids, of which menisdaurin (1; 0.06%) and purshianin (2; 0.015%) are the main constituents. Compounds 1-6 were assayed for their anti-hepatitis B virus (HBV) activities against the secretion of HBsAg and HBeAg, as well as HBV DNA replication on Hep G 2.2.15 cell line in vitro. The most active compound, menisdaurin (1), inhibits HBV DNA replication with an IC(50) value of 0.32 mM (SI>11.97).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antiviral Agents / chemistry*
  • Antiviral Agents / isolation & purification
  • Antiviral Agents / pharmacology*
  • Crystallography, X-Ray
  • Glycosides / chemistry*
  • Glycosides / isolation & purification
  • Glycosides / pharmacology*
  • Hep G2 Cells
  • Hepatitis B / drug therapy
  • Hepatitis B virus / drug effects
  • Humans
  • Models, Molecular
  • Nitriles / chemistry
  • Nitriles / isolation & purification
  • Nitriles / pharmacology
  • Oleanolic Acid / chemistry
  • Oleanolic Acid / isolation & purification
  • Oleanolic Acid / pharmacology
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology
  • Plants, Medicinal / chemistry
  • Saxifragaceae / chemistry*
  • Sitosterols / chemistry
  • Sitosterols / isolation & purification
  • Sitosterols / pharmacology
  • Triterpenes / chemistry*
  • Triterpenes / isolation & purification
  • Triterpenes / pharmacology*

Substances

  • Antiviral Agents
  • Glycosides
  • Nitriles
  • Plant Extracts
  • Sitosterols
  • Triterpenes
  • menisdaurin
  • Oleanolic Acid