Isolation and structure elucidation of two new alkaloids, pandamarilactonine-C and -D, from Pandanus amaryllifolius and revision of relative stereochemistry of pandamarilactonine-A and -B by total synthesis

Chem Pharm Bull (Tokyo). 2002 Sep;50(9):1303-4. doi: 10.1248/cpb.50.1303.

Abstract

Two new pyrrolidine alkaloids, pandamarilactonine-C and -D, were isolated from Pandanus amaryllifolius. Based on the total synthesis of pandamarilactonine-C and its related alkaloid, pandamarilactonine-A, the relative stereochemistry of pandamarilactonine-A and -B, which was previously proposed by spectroscopic analysis, was revised.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemical synthesis
  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Organophosphorus Compounds / chemical synthesis*
  • Pandanaceae / chemistry*
  • Philippines
  • Propionates / chemical synthesis*
  • Pyrrolidines / chemistry*
  • Pyrrolidines / isolation & purification
  • Spectrometry, Mass, Fast Atom Bombardment
  • Spectrophotometry, Ultraviolet
  • Stereoisomerism

Substances

  • Alkaloids
  • Indicators and Reagents
  • Organophosphorus Compounds
  • Propionates
  • Pyrrolidines
  • methyl 2-(bis(2,2,2-trifluoroethyl)phosphono)propionate
  • pandamarilactonine-C
  • pandamarilactonine-D