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 hypoxanthie 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.
Böhlke
M
M
Program for Collaborative Research in the Pharmaceutical Sciences, College of Pharmacy, University of Illinois at Chicago 60612, USA.
Guinaudeau
H
H
Angerhofer
C K
CK
Wongpanich
V
V
Soejarto
D D
DD
Farnsworth
N R
NR
Mora
G A
GA
Poveda
L J
LJ
D000470:Alkaloids / Q000302:isolation & purification / Q000494:pharmacology; D000818:Animals; D000962:Antimalarials / Q000302:isolation & purification* / Q000494:pharmacology; D002855:Chromatography, Thin Layer; D003364:Costa Rica; D013058:Mass Spectrometry; D010946:Plants, Medicinal / Q000737:chemistry*; D010963:Plasmodium falciparum / Q000187:drug effects*
D000470:Alkaloids; D000962:Antimalarials