Perhydrogenation of tabersonine, ans Aspidiosperma indole alkaloid

J Nat Prod. 1997 Apr;60(4):419-20. doi: 10.1021/np960482l.

Abstract

The natural indole alkaloid (-)-tabersonine (1) easily provided (-)-decahydrotabersonine (4a), isolated as dihydrochloride (4b), by catalytic hydrogenation. Saponification of 4a led to the beta-amino acid 5. A binding study of 1, 4b, and 5 on various receptors and ionic channels showed that none of the compounds had a strong affinity for the receptors tested.

MeSH terms

  • Alkaloids / chemical synthesis*
  • Alkaloids / pharmacology*
  • Animals
  • Catalysis
  • In Vitro Techniques
  • Indole Alkaloids*
  • Indoles*
  • Kinetics
  • Magnetic Resonance Spectroscopy
  • Quinolines*
  • Rats
  • Receptors, Drug / drug effects*
  • Spectrophotometry, Ultraviolet

Substances

  • Alkaloids
  • Indole Alkaloids
  • Indoles
  • Quinolines
  • Receptors, Drug
  • decahydrotabersonine
  • tabersonine