Two new 7-dehydroaporphine alkaloids and antiplatelet action aporphines from the leaves of Annona purpurea

Phytochemistry. 1998 Dec;49(7):2015-8. doi: 10.1016/s0031-9422(98)00376-8.

Abstract

Bioactivity-directed fractionation led to the isolation of two new 7-dehydroaporphine alkaloids, 7-hydroxy-dehydrothalicsimidine (1) and 7-formyl-dehydrothalicsimidine (2), along with the five known alkaloids, thalicsimidine (3), norpurpureine (4), N-methyllaurotetanine (5), lirinidine (6) and N-methylasimilobine (7), from the leaves of Annona purpurea. Structural elucidation of these compounds was established by mass and spectroscopic analyses. Among them, 1, 3, 4, 6 and 7 exhibited significant inhibition of collagen, arachidonic acid and platelet activating factor-induced platelet aggregation; 1 also showed inhibition against thrombin-induced platelet aggregation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Alkaloids / pharmacology*
  • Aporphines / chemistry
  • Aporphines / isolation & purification*
  • Aporphines / pharmacology*
  • Chemical Phenomena
  • Chemistry, Physical
  • Humans
  • Plant Leaves / chemistry
  • Plants, Medicinal / chemistry*
  • Platelet Activating Factor / pharmacology
  • Platelet Aggregation / drug effects
  • Platelet Aggregation Inhibitors / chemistry
  • Platelet Aggregation Inhibitors / isolation & purification*
  • Platelet Aggregation Inhibitors / pharmacology*
  • Spectrophotometry
  • Trees

Substances

  • 7-formyl-dehydrothalicsimidine
  • 7-hydroxy-dehydrothalicsimidine
  • Alkaloids
  • Aporphines
  • Platelet Activating Factor
  • Platelet Aggregation Inhibitors