Cytotoxic saponins from New Zealand Myrsine species

J Nat Prod. 1994 Oct;57(10):1354-60. doi: 10.1021/np50112a004.

Abstract

The observed biological activity in two New Zealand Myrsine species has been shown to be due to the presence of triterpene saponins. From Myrsine australis a series of eight oleanane-type saponins was obtained, with compounds 1-4 and 7 and 8 being novel. Also isolated were ardisiacrispin A [5] and ardisiacrispin B [6]. The structures of the new compounds were determined by chemical and spectroscopic techniques. Extracts of Myrsine salicina yielded only one saponin, 5. Saponins 1-8 were shown to be combinations of four oleanane triterpenes bonded to beta-D-xylp(1-->2)-beta-D-glcp(1-->4)-[beta-D-glcp(1-->2)]-alpha-L -arap (compounds 1, 3, 5, 7) and this same tetrasaccharide with alpha-L-rhap replacing the beta-D-xylp unit (compounds 2, 4, 6, 8).

MeSH terms

  • Animals
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Antiviral Agents / chemistry
  • Antiviral Agents / isolation & purification
  • Antiviral Agents / pharmacology
  • Carbohydrate Sequence
  • Magnetic Resonance Spectroscopy
  • Mice
  • Molecular Sequence Data
  • New Zealand
  • Plants / chemistry*
  • Saponins / chemistry
  • Saponins / isolation & purification
  • Saponins / pharmacology*
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents, Phytogenic
  • Antiviral Agents
  • Saponins