Triterpenoid constituents from the roots of Paeonia rockii ssp. rockii

J Nat Prod. 2011 Oct 28;74(10):2116-21. doi: 10.1021/np200359v. Epub 2011 Sep 28.

Abstract

An investigation of a chloroform-soluble extract from the roots of Paeonia rockii ssp. rockii yielded three new noroleanane triterpenoids (1-3) together with 19 known compounds. Their structures were established by analysis of the spectroscopic data. The effects of this chloroform-soluble extract and its major constituents on cell proliferation and apoptosis of a panel of human cancer cell lines (melanoma M-14, colon cancer HT-29, breast cancer MCF-7) were evaluated by the MTT bioassay and propidium iodide staining, respectively, in comparison with normal human embryonic kidney cells (HEK-293). Two of the triterpenoids, betulinic acid (4) and oleanolic acid (5), and the crude extract were cytotoxic and induced apoptosis selectively in the M-14 melanoma cell line. This effect was reversed by the caspase-inhibitor z-VAD-fmk, suggesting that such action is mediated by caspase-3 activation.

MeSH terms

  • Amino Acid Chloromethyl Ketones / pharmacology
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Apoptosis / drug effects
  • Betulinic Acid
  • Biphenyl Compounds / pharmacology
  • Caspase Inhibitors
  • Drug Screening Assays, Antitumor
  • HEK293 Cells
  • HT29 Cells
  • Humans
  • Italy
  • Oleanolic Acid / analogs & derivatives
  • Oleanolic Acid / chemistry
  • Oleanolic Acid / isolation & purification*
  • Oleanolic Acid / pharmacology
  • Paeonia / chemistry*
  • Pentacyclic Triterpenes
  • Picrates / pharmacology
  • Plant Roots / chemistry
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology

Substances

  • 23-deoxypaeonenoide A
  • 3beta,23-dihydroxy-30-nor-olean-12,20-dien-28-oic acid
  • 3beta,4beta,23-trihydroxy-24-nor-olean-12-en-28-oic acid
  • Amino Acid Chloromethyl Ketones
  • Antineoplastic Agents, Phytogenic
  • Biphenyl Compounds
  • Caspase Inhibitors
  • Pentacyclic Triterpenes
  • Picrates
  • Triterpenes
  • benzyloxycarbonylvalyl-alanyl-aspartyl fluoromethyl ketone
  • Oleanolic Acid
  • 1,1-diphenyl-2-picrylhydrazyl
  • Betulinic Acid