Triterpene glycosides from the leaves of Pittosporum angustifolium

Planta Med. 2013 Oct;79(15):1461-9. doi: 10.1055/s-0033-1350806. Epub 2013 Sep 17.

Abstract

Phytochemical investigation of the leaves of Pittosporum angustifolium resulted in the isolation and structural elucidation of nine new triterpene saponins, named pittangretosides A-I (1-9), together with a known compound (10). Mainly by NMR and HRESIMS experiments, eight compounds were identified as A1-barrigenol glycosides (1-7, 10), whereas two compounds exhibited an unusual 17,22-seco-backbone of oleanolic acid (8, 9). All compounds were evaluated for their in vitro cytotoxicities against human urinary bladder carcinoma cells (5637). Only compounds with an angeloyl-residue at C-22 of the aglycone (1-4 and 10) showed antiproliferative effects with IC50 values of 4.1, 5.2, 2.1, 17.9, and 2.4 µM, respectively.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Antineoplastic Agents, Phytogenic / therapeutic use
  • Carcinoma / drug therapy
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Glycosides / pharmacology
  • Glycosides / therapeutic use
  • Humans
  • Inhibitory Concentration 50
  • Molecular Structure
  • Oleanolic Acid / chemistry
  • Phytotherapy
  • Plant Extracts / chemistry*
  • Plant Extracts / pharmacology
  • Plant Extracts / therapeutic use
  • Plant Leaves / chemistry*
  • Rosales / chemistry*
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology
  • Triterpenes / therapeutic use
  • Urinary Bladder Neoplasms / drug therapy

Substances

  • Antineoplastic Agents, Phytogenic
  • Glycosides
  • Plant Extracts
  • Triterpenes
  • Oleanolic Acid