New ether diglycosides from Matayba guianensis with antiplasmodial activity.
Four new ether diglycosides (1-4), named matayosides A-D, were isolated from the root bark of Matayba guianensis, a plant exhibiting in vitro antiplasmodial activity. They were identified as hexadecyl-[O-2,3,4-tri-O-acetyl-alpha-L-rhamnopyranosyl-(1-->2)]-6-O-palmitoyl-beta-D-glucopyranoside, hexadecyl-[O-2,3,4-tri-O-acetyl-alpha-L-rhamnopyranosyl-(1-->2)]-4,6-di-O-acetyl-beta-D-glucopyranoside, hexadecyl-[O-2,3,4-tri-O-acetyl-alpha-L-rhamnopyranosyl-(1-->2)]-3,6-di-O-acetyl-beta-D-glucopyranoside and hexadecyl-[O-2,3,4-tri-O-acetyl-alpha-L-rhamnopyranosyl-(1-->2)]-6-O-acetyl-beta-D-glucopyranoside, respectively. Their structures were established using one- and two-dimensional NMR techniques, mass spectrometry (MS) and MS/MS experiments. The compounds were found to inhibit the growth of Plasmodium falciparum in vitro with IC50 values ranging from 2.5 to 8.9 microg/mL.
de Mesquita
Mariana Laundry
ML
Laboratório de Farmacognosia, Faculdade de Ciências da Saúde, Universidade de Brasília, 70910-900 Brasília, Brazil.
Grellier
Philippe
P
Blond
Alain
A
Brouard
Jean-Paul
JP
de Paula
José Elias
JE
Espindola
Laila Salmen
LS
Mambu
Lengo
L
D000818:Animals; D000962:Antimalarials / Q000302:isolation & purification* / Q000494:pharmacology*; D002236:Carbohydrate Conformation; D004987:Ethers; D006027:Glycosides / Q000302:isolation & purification* / Q000494:pharmacology*; D010963:Plasmodium falciparum / Q000187:drug effects; D029631:Sapindaceae / Q000737:chemistry*; D013057:Spectrum Analysis
D000962:Antimalarials; D004987:Ethers; D006027:Glycosides