Main content area

Antiprotozoal activity of Melampyrum arvense and its metabolites

Kirmizibekmez, Hasan, Atay, Irem, Kaiser, Marcel, Brun, Reto, Cartagena, Michelle M., Carballeira, Néstor M., Yesilada, Erdem, Tasdemir, Deniz
Phytotherapy research 2011 v.25 no.1 pp. 142-146
Leishmania donovani, Melampyrum, Plasmodium falciparum, Trypanosoma rhodesiense, alcohols, apigenin, aucubin, benzoic acid, fatty acids, luteolin, metabolites
An activity guided isolation of the H₂O subextract of the crude extract of Melampyrum arvense L. afforded iridoid glucosides: aucubin (1), melampyroside (2), mussaenoside (3), mussaenosidic acid (4), 8‐epi‐loganin (5); flavonoids: apigenin (6), luteolin (7), luteolin 7‐O‐β‐glucopyranoside (8); a lignan glycoside dehydrodiconiferyl alcohol 9‐O‐β‐glucopyranoside (9); and benzoic acid (10). β‐Sitosterol (11) and a fatty acid mixture (12) were identified as the active principles of the CHCl₃ subextract. The structures of the isolates were elucidated by spectroscopic methods, while the composition of 12 was identified by GC‐MS after methylation. Luteolin (7) appeared as the most active compound against Trypanosoma brucei rhodesiense and Leishmania donovani (IC₅₀ values 3.8 and 3.0 μg/mL). Luteolin 7‐O‐β‐glucopyranoside (8) displayed the best antiplasmodial activity against Plasmodium falciparum (IC₅₀ value 2.9 μg/mL). This is the first detailed phytochemical study on Turkish M. arvense and the first report of the antiprotozoal effect of Melampyrum species and its constituents.