Narcissus alkaloids part 26 - Alkaloids from Narcissus angustifolius subsp transcarpathicus (Amaryllidaceae)

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...

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Published inPhytochemistry (Oxford) Vol. 60; no. 8; pp. 847 - 852
Main Authors Labrana, J, Machocho, AK, Kricsfalusy, Brun, R, Codina, C, Viladomat, F, Bastida, J
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 01.08.2002
Subjects
Biochemistry & Molecular Biology
Life Sciences & Biomedicine
Plant Sciences
Science & Technology
TRYPANOSOMA-BRUCEI
ANALOGS
alkaloids
nangustine
RHODESIENSE
SENSITIVITY
pseudolycorine
ungeremine
vasconine
Narcissus angustifolius subsp transcarpathicus
bulbs
NMR
pancracine
cherylline
antiprotozoal activity
GAMBIENSE
8-O-demethylhomolycorine
Amaryllidaceae
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Summary: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. (C) 2002 Elsevier Science Ltd. All rights reserved.
ISSN:0031-9422
DOI:10.1016/S0031-9422(02)00154-1