Costaricine, a New Antiplasmodial Bisbenzylisoquinoline Alkaloid from Nectandra salicifolia Trunk Bark

A MeOH extract of Nectandra salicifolia trunk bark, obtained during a diversity-based plant collection in a lower montane rainforest in Costa Rica, showed activity in an in vitro antiplasmodial assay measuring incorporation of [3H]-labeled hypoxanthine by Plasmodium falciparum. In addition to 15 kno...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 1996-06, Vol.59 (6), p.576-580
Main Authors: Böhlke, Mark, Guinaudeau, Hélène, Angerhofer, Cindy K, Wongpanich, Varima, Soejarto, Djaja D, Farnsworth, Norman R, Mora, Gerardo A, Poveda, Luis J
Format: Article
Language:English
Subjects:
Alkaloids - isolation & purification
Alkaloids - pharmacology
Animals
Antimalarials - isolation & purification
Antimalarials - pharmacology
Chromatography, Thin Layer
Costa Rica
Mass Spectrometry
Plants, Medicinal - chemistry
Plasmodium falciparum
Plasmodium falciparum - drug effects
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Summary:A MeOH extract of Nectandra salicifolia trunk bark, obtained during a diversity-based plant collection in a lower montane rainforest in Costa Rica, showed activity in an in vitro antiplasmodial assay measuring incorporation of [3H]-labeled hypoxanthine by Plasmodium falciparum. In addition to 15 known alkaloids isolated from samples of trunk bark, roots, and leaves/twigs of this species, a new bisbenzylisoquinoline alkaloid (+)-costaricine [(+)-12-O-methyllindoldhamine] (1) was isolated from bark (0.038% yield) and from roots (0.001%). (+)-Costaricine was active in the antiplasmodial assay, with IC50 values of 50 ng/mL vs. the chloroquine-sensitive D6 clone and 294 ng/mL vs. the chloroquine-resistant W2 clone of P. falciparum.
ISSN:0163-3864
1520-6025
DOI:10.1021/np960195h