Isolation and biological activity of aspidospermine and quebrachamine from an Aspidosperma tree source.
The indolealkaloids aspidospermine and quebrachamine have been isolated in crystalline form by a relatively rapid fractionation from the extract of a powdered material designated "Quebracho" derived from an Aspidosperma tree species. We present a novel isocratic LC method that provides baseline resolution of these two compounds and of the structurally related yohimbine in less than 15 min. Gas chromatography-mass spectrometry was employed to identify these compounds as well as several minor derivatives of aspidospermine during and after the purification process. Aspidospermine and quebrachamine like yohimbine have been found to possess adrenergic blocking activities for a variety of urogenital tissues.
Department of Biomolecular Chemistry, University of Wisconsin School of Medicine, Madison 53705.
H F
HF
Deutsch
M A
MA
Evenson
P
P
Drescher
C
C
Sparwasser
P O
PO
Madsen
D000470:Alkaloids / Q000302:isolation & purification* / Q000494:pharmacology; D000818:Animals; D002725:Chloroform; D002853:Chromatography, Liquid; D003460:Crystallization; D008401:Gas Chromatography-Mass Spectrometry; D006168:Guinea Pigs; D006801:Humans; D066298:In Vitro Techniques; D007202:Indicators and Reagents; D026121:Indole Alkaloids; D007211:Indoles; D008297:Male; D000432:Methanol; D009119:Muscle Contraction / Q000187:drug effects; D009130:Muscle, Smooth / Q000187:drug effects; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology; D010946:Plants, Medicinal / Q000737:chemistry*; D011804:Quinolines; D011817:Rabbits; D013056:Spectrophotometry, Ultraviolet; D015016:Yohimbine / Q000302:isolation & purification / Q000494:pharmacology
D000470:Alkaloids; D007202:Indicators and Reagents; D026121:Indole Alkaloids; D007211:Indoles; D010936:Plant Extracts; D011804:Quinolines; D015016:Yohimbine; C091897:quebrachamine; D002725:Chloroform; C091896:aspidospermine; D000432:Methanol