Bioactive alkaloids from Brunsvigia radulosa

A phytochemical investigation of the bulbs of Brunsvigia radulosa yielded the new alkaloid 1- O-acetylnorpluviine, together with the known structures 1-epideacetylbowdensine, crinamine, crinine, hamayne, lycorine, anhydrolycorin-6-one and sternbergine. All structures were established by spectroscopi...

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Bibliographic Details
Published in:Phytochemistry (Oxford) 2000-03, Vol.53 (5), p.587-591
Main Authors: Campbell, William E., Nair, Jerald J., Gammon, David W., Codina, Carles, Bastida, Jaume, Viladomat, Francesc, Smith, Peter J., Albrecht, Carl F.
Format: Article
Language:English
Subjects:
1- O-acetylnorpluviine
1-Epideacetylbowdensine
Alkaloids
Alkaloids - chemistry
Alkaloids - pharmacology
Amaryllidaceae
Amaryllidaceae Alkaloids
Anhydrolycorin-6-one
Animals
Antimalarials - chemistry
Antimalarials - pharmacology
Antineoplastic Agents, Phytogenic - chemistry
Antineoplastic Agents, Phytogenic - pharmacology
Apohaemanthamine
Biological and medical sciences
Brunsvigia radulosa
Chemical constitution
Crinamine
Crinine
Fundamental and applied biological sciences. Psychology
General pharmacology
Hamayne
Indolizines - chemistry
Indolizines - isolation & purification
Indolizines - pharmacology
Lycorine
Magnetic Resonance Spectroscopy
Medical sciences
Mice
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
Plant physiology and development
Plants, Medicinal - chemistry
Plasmodium falciparum - drug effects
Sternbergine
Tumor Cells, Cultured
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Summary:A phytochemical investigation of the bulbs of Brunsvigia radulosa yielded the new alkaloid 1- O-acetylnorpluviine, together with the known structures 1-epideacetylbowdensine, crinamine, crinine, hamayne, lycorine, anhydrolycorin-6-one and sternbergine. All structures were established by spectroscopic evidence. Some of the 13 C assignments which were reported for crinamine and hamayne were corrected by means of 2D NMR techniques. In order to provide a further structure for biological testing, crinamine was converted to apohaemanthamine. The alkaloids were tested for activity against two strains of cultured Plasmodium falciparum and for cytotoxicity with BL6 mouse melanoma cells.
ISSN:0031-9422
1873-3700
DOI:10.1016/S0031-9422(99)00575-0