Literature DB >> 15908216

New ether diglycosides from Matayba guianensis with antiplasmodial activity.

Mariana Laundry de Mesquita1, Philippe Grellier, Alain Blond, Jean-Paul Brouard, José Elias de Paula, Laila Salmen Espindola, Lengo Mambu.   

Abstract

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.

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Year:  2005        PMID: 15908216     DOI: 10.1016/j.bmc.2005.04.043

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


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