A piperidine alkaloid and limonoids from Arisaema decipiens, a traditional antitumor herb used by the Dong people

Arch Pharm Res. 2010 Nov;33(11):1735-9. doi: 10.1007/s12272-010-1104-6. Epub 2010 Nov 30.

Abstract

A new piperidine alkaloid and three known tetranortriterpenoids were isolated from the methanol extracts of the rhizomes of Arisaema decipiens Schott (Araceae) and their chemical structures were identified as (-)-(2R*,3S*,6S*)-N,2-dimethyl-3-hydroxy-6-(9-phenylnonyl) piperidine (1), 6-deacetylnimbin (2), 28-deoxonimbolide (3) and nimbin (4). The N-methylated derivative (1a) of 1 was synthesized. Compound 1 exhibited weak inhibitory activity against the MCF-7 cell line, while compound 1a showed potential inhibitory activity against the MCF-7 cell line with an IC₅₀ value of 4.6 μM and weak inhibitory activity against K562 and SK-OV-3 cells. This plant in genus Arisaema is firstly reported as the source of limonoids that are considered a natural antitumor herbal medicine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology
  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology*
  • Arisaema / chemistry*
  • Breast Neoplasms / drug therapy
  • Breast Neoplasms / pathology
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Drugs, Chinese Herbal / chemistry*
  • Drugs, Chinese Herbal / pharmacology*
  • Ethnicity
  • Female
  • Humans
  • Limonins / analysis*
  • Limonins / chemical synthesis
  • Limonins / chemistry*
  • Limonins / isolation & purification
  • Limonins / pharmacology
  • Magnetic Resonance Imaging
  • Ovarian Neoplasms / drug therapy
  • Ovarian Neoplasms / pathology
  • Piperidines / chemical synthesis*
  • Piperidines / chemistry
  • Piperidines / isolation & purification
  • Piperidines / pharmacology*
  • Rhizome / chemistry

Substances

  • (-)-(2R*,3S*,6S*)-N,2-dimethyl-3-hydroxy-6-(9-phenylnonyl)piperidine
  • 6-deacetylnimbin
  • Alkaloids
  • Antineoplastic Agents
  • Drugs, Chinese Herbal
  • Limonins
  • Piperidines
  • 28-deoxonimbolide
  • nimbin