Absolute stereostructures of hovenidulciosides A1 and A2, bioactive novel triterpene glycosides from hoveniae semen seu fructus, the seeds and fruit of Hovenia dulcis Thunb

Chem Pharm Bull (Tokyo). 1995 Mar;43(3):532-4. doi: 10.1248/cpb.43.532.

Abstract

Two bioactive novel triterpene glycosides named hovenidulciosides A1 and A2 have been isolated from a Chinese natural medicine, Hoveniae Semen Seu Fructus, the seeds and fruit of Hovenia dulcis Thunb. (Rhamnaceae). The absolute stereostructures of hovenidulciosides A1 and A2 with a migrated 16,17-seco-dammarane skeleton have been determined on the basis of chemical and physicochemical evidence which included the X-ray crystallographic analysis of the p-bromobenzoate of their common aglycone, hovenidulcigenin A. Hovenidulciosides A1 and A2 exhibited inhibitory activity on the histamine release from rat mast cells induced by compound 48/80 or calcium ionophore A-23187.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Calcimycin / antagonists & inhibitors
  • Calcimycin / pharmacology
  • Chemical Phenomena
  • Chemistry, Physical
  • Drugs, Chinese Herbal / chemistry*
  • Fruit / chemistry
  • Histamine Release / drug effects
  • Magnetic Resonance Spectroscopy
  • Mast Cells / drug effects
  • Mast Cells / metabolism
  • Molecular Structure
  • Plants, Medicinal / chemistry*
  • Rats
  • Saponins / chemistry*
  • Saponins / isolation & purification
  • Saponins / pharmacology*
  • Seeds / chemistry
  • Stereoisomerism
  • Triterpenes*
  • p-Methoxy-N-methylphenethylamine / pharmacology

Substances

  • Drugs, Chinese Herbal
  • Saponins
  • Triterpenes
  • hovenidulcioside A1
  • hovenidulcioside A2
  • Calcimycin
  • p-Methoxy-N-methylphenethylamine