Ellagic acid derivatives from Syzygium cumini stem bark: investigation of their antiplasmodial activity.
Bioguided fractionation of Syzygium cumini (Myrtaceae) bark decoction for antiplasmodial activity was performed, leading to the isolation of three known ellagic acid derivatives (ellagic acid, ellagic acid 4-O-alpha-L-2"-acetylrhamnopyranoside, 3-O-methylellagic acid 3'-O-alpha-L-rhamnopyranoside), as well as the new derivative 3-O-methylellagic acid 3'-O-beta-D-glucopyranoside. Activity investigation was based on the reduction of P. falciparum (PfK1) parasitaemia in vitro and the inhibition of beta-hematin formation, a known mechanism of action of some antimalarial drugs. Among the investigated ellagic acid derivatives, only ellagic acid was able to reduce P. falciparum parasitaemia in vitro and inhibit beta-hematin formation, suggesting that free hydroxyl groups are necessary for activity within this class of compounds.
Simões-Pires
Claudia A
CA
Laboratory of Pharmacognosy and Phytochemistry, Ecole de Pharmacie Genève-Lausanne, University of Geneva, University of Lausanne, CH-1211 Genève 4, Switzerland. Claudia.pires@unige.ch
Vargas
Sandra
S
Marston
Andrew
A
Ioset
Jean-Robert
JR
Paulo
Marçal Q
MQ
Matheeussen
An
A
Maes
Louis
L
D000818:Animals; D000962:Antimalarials / Q000737:chemistry / Q000494:pharmacology*; D002460:Cell Line; D004610:Ellagic Acid / Q000031:analogs & derivatives* / Q000494:pharmacology*; D006801:Humans; D015394:Molecular Structure; D024301:Plant Bark / Q000737:chemistry*; D018547:Plant Stems; D010963:Plasmodium falciparum / Q000187:drug effects*; D027842:Syzygium / Q000737:chemistry*
D000962:Antimalarials; D004610:Ellagic Acid