Palhinine A, a novel alkaloid from Palhinhaea cernua

Org Lett. 2010 Sep 3;12(17):3922-5. doi: 10.1021/ol101602n.

Abstract

Palhinine A, a novel C(16)N-type Lycopodium alkaloid with a unique 5/6/6/9 tetracyclic ring system, was isolated from the whole plant of Palhinhaea cernua L. (Lycopodiaceae). Its structure was elucidated by spectroscopic methods, and the absolute configuration was determined by single-crystal X-ray diffraction analysis using the Flack parameter. Palhinine A is reported as the first example of Lycopodium alkaloids of which C-16 is fused to a new ring through a C-16-C-4 lingkage.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylcholinesterase / drug effects
  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification*
  • Alkaloids / pharmacology
  • Antineoplastic Agents, Phytogenic / chemistry*
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Crystallography, X-Ray
  • Drug Screening Assays, Antitumor
  • Humans
  • K562 Cells
  • Lycopodium / chemistry*
  • Molecular Conformation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular

Substances

  • Alkaloids
  • Antineoplastic Agents, Phytogenic
  • palhinine A
  • Acetylcholinesterase