Perhydrogenation of tabersonine, ans Aspidiosperma indole alkaloid.
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.
Lewin
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G
Laboratoires de Phamacognosie, Faculté de Pharmacie, Caen, France.
Schaeffer
C
C
Dacquet
C
C
D000470:Alkaloids / Q000138:chemical synthesis* / Q000494:pharmacology*; D000818:Animals; D002384:Catalysis; D066298:In Vitro Techniques; D026121:Indole Alkaloids; D007211:Indoles; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D011804:Quinolines; D051381:Rats; D011955:Receptors, Drug / Q000187:drug effects*; D013056:Spectrophotometry, Ultraviolet
D000470:Alkaloids; D026121:Indole Alkaloids; D007211:Indoles; D011804:Quinolines; D011955:Receptors, Drug; C106023:decahydrotabersonine; C009373:tabersonine