Alkaloids from Narcissus angustifolius subsp. transcarpathicus (Amaryllidaceae)

• Published in: Phytochemistry (Oxford) Vol. 60; no. 8; pp. 847 - 852
• Main Authors: Labraña, Josep, Machocho, Alex King'ori, Kricsfalusy, Vladimir, Brun, Reto, Codina, Carles, Viladomat, Francesc, Bastida, Jaume
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier Ltd 01.08.2002; Elsevier
• Subjects: 8- O-Demethylhomolycorine; Alkaloids; Alkaloids - chemistry; Alkaloids - isolation & purification; Alkaloids - pharmacology; Amaryllidaceae; Animals; Antiprotozoal activity; Antiprotozoal Agents - chemistry; Antiprotozoal Agents - isolation & purification; Antiprotozoal Agents - pharmacology; Biological and medical sciences; Bulbs; Chemical constitution; Cherylline; Fundamental and applied biological sciences. Psychology; General pharmacology; In Vitro Techniques; Leishmania donovani - drug effects; Medical sciences; Molecular Structure; Nangustine; Narcissus - chemistry; Narcissus angustifolius subsp. transcarpathicus; Pancracine; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Plant physiology and development; Plasmodium falciparum - drug effects; Pseudolycorine; Spectrum Analysis; Trypanosoma brucei rhodesiense - drug effects; Trypanosoma cruzi - drug effects; Ungeremine; Vasconine; Pseudolycorine; Narcissus angustifolius subsp. transcarpathicus; Alkaloids; 8- O-Demethylhomolycorine; Bulbs; Nangustine; Cherylline; Pancracine; Amaryllidaceae; Vasconine; Ungeremine; Antiprotozoal activity; Kinetoplastida; Protozoa; Apicomplexa; Monocotyledones; Molecular structure; Essential oil plant; Pharmacognosy; Leishmania donovani; Stereochemistry; In vitro; Biological activity; Trypanosoma cruzi; Antiprotozoal agent; Plasmodium falciparum; Alkaloid; Pathogenic; Bulb; Angiospermae; Parasiticid; Plant origin; Isolation; Spermatophyta
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/S0031-9422(02)00154-1

Seven alkaloids have been isolated from fresh bulbs of Narcissus angustifolius subsp. transcarpathicus (Amaryllidaceae). Nangustine, reported here for the first time, is the first 5,11-methanomorphanthridine alkaloid with a C-3/C-4 substitution. The structure and stereochemistry of this new alkaloid, as well as those previously known, have been determined by physical and spectroscopic methods. Spectroscopic data of pancracine have been completed. The in vitro assay activity against the parasitic protozoa Trypanosoma brucei rhodesiense, Trypanosoma cruzi, Leishmania donovani and Plasmodium falciparum was carried out with the compounds nangustine and pancracine. Seven alkaloids have been isolated from bulbs of Narcissus angustifolius subsp. transcarpathicus (Amaryllidaceae). Nangustine is reported for the first time. The in vitro assay activity against several parasitic protozoa was carried out with nangustine and pancracine.