Three new 7.3',8.5'-connected bicyclo[3.2.1]octanoids and other neolignans from leaves of Nectandra amazonum NEES. (Lauraceae)

Chem Pharm Bull (Tokyo). 2009 Jun;57(6):639-42. doi: 10.1248/cpb.57.639.

Abstract

Three new 7.3',8.5'-connected (macrophyllin-type) bicyclo[3.2.1]octanoid neolignans (nectamazins A-C, 1-3) were isolated from leaves of Nectandra amazonum NEES., along with seven known neolignans (4-10). The structures of 1-3 were characterized by spectroscopic methods (1D, 2D NMR) and the absolute configuration was assigned on the basis of circular dichroism (CD) spectra supported by nuclear Overhauser effect spectroscopy (NOESY) correlations. The new compounds showed inhibition activity against platelet activating factor (PAF)-induced aggregation of rabbit platelets.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Carbohydrate Conformation
  • Circular Dichroism
  • Ethanol
  • Ginkgo biloba / chemistry
  • In Vitro Techniques
  • Lauraceae / chemistry*
  • Lignans / chemistry*
  • Lignans / isolation & purification
  • Lignans / pharmacology
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Plant Extracts / chemistry
  • Plant Leaves / chemistry
  • Platelet Aggregation / drug effects
  • Platelet Aggregation Inhibitors / chemistry*
  • Platelet Aggregation Inhibitors / isolation & purification
  • Platelet Aggregation Inhibitors / pharmacology
  • Rabbits
  • Solvents
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Lignans
  • Plant Extracts
  • Platelet Aggregation Inhibitors
  • Solvents
  • nectamazin A
  • nectamazin B
  • nectamazin C
  • Ethanol