Secondary metabolites from two species of Tolpis and their biological activities

Molecules. 2012 Nov 1;17(11):12895-909. doi: 10.3390/molecules171112895.

Abstract

Phytochemical research of two Tolpis species, T. proustii and T. lagopoda, led to the isolation of three new compounds: 30-chloro-3β-acetoxy-22α-hydroxyl-20(21)-taraxastene (1), 3β,22α-diacetoxy-30-ethoxy-20(21)-taraxastene (2) and 3β,28-dihydroxy-11α-hydroperoxy-12-ursene (3). The structures of the new compounds were elucidated by means of extensive IR, NMR, and MS data and by comparison of data reported in the literature. The in vitro antioxidant activities of the extracts were assessed by the DPPH and ABTS scavenging methods. The cytotoxicity of several known compounds and its derivatives was also assessed against human myeloid leukemia K-562 and K-562/ADR cell lines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Asteraceae / chemistry*
  • Biphenyl Compounds / chemistry
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / isolation & purification
  • Free Radical Scavengers / pharmacology
  • Free Radicals / chemistry
  • Humans
  • Inhibitory Concentration 50
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Picrates / chemistry
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification*
  • Plant Extracts / pharmacology
  • Spectrometry, Mass, Electrospray Ionization
  • Spectrophotometry, Infrared
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology

Substances

  • 30-chloro-3beta-acetoxy-22alpha-hydroxyl-20(21)-taraxastene
  • 3beta,22alpha-diacetoxy-30-ethoxy-20(21)-taraxastene
  • 3beta,28-dihydroxy-11alpha-hydroperoxy-12-ursene
  • Antineoplastic Agents, Phytogenic
  • Biphenyl Compounds
  • Free Radical Scavengers
  • Free Radicals
  • Picrates
  • Plant Extracts
  • Triterpenes
  • 1,1-diphenyl-2-picrylhydrazyl