Nankakurine A, a novel C16N2-type alkaloid from Lycopodium hamiltonii

Org Lett. 2004 Sep 16;6(19):3389-91. doi: 10.1021/ol048621a.

Abstract

[sstructure: see text] A novel, fused-tetracyclic Lycopodium alkaloid, nankakurine A (1), consisting of a cyclohexane ring and a 3-aza-bicyclo[3.3.1]nonane ring connected to a piperidine ring through a spiro carbon, was isolated from the club moss Lycopodium hamiltonii. The structure and relative stereochemistry were elucidated on the basis of spectroscopic data.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification*
  • Alkaloids / pharmacology
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Drug Screening Assays, Antitumor
  • Heterocyclic Compounds, Bridged-Ring / chemistry
  • Heterocyclic Compounds, Bridged-Ring / isolation & purification*
  • Heterocyclic Compounds, Bridged-Ring / pharmacology
  • Humans
  • Inhibitory Concentration 50
  • Lycopodium / chemistry*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plants, Medicinal / chemistry*
  • Tumor Cells, Cultured

Substances

  • Alkaloids
  • Antineoplastic Agents, Phytogenic
  • Heterocyclic Compounds, Bridged-Ring
  • nankakurine A