Interaction of O-(undec-10-en)-yl-D-glucose derivatives with the Plasmodium falciparum hexose transporter (PfHT)

Marina Ionita; Sanjeev Krishna; Pierre-Marc Léo; Christophe Morin; Asha Parbhu Patel

doi:10.1016/j.bmcl.2007.06.021

Interaction of O-(undec-10-en)-yl-D-glucose derivatives with the Plasmodium falciparum hexose transporter (PfHT)

Bioorg Med Chem Lett. 2007 Sep 1;17(17):4934-7. doi: 10.1016/j.bmcl.2007.06.021. Epub 2007 Jun 10.

Authors

Marina Ionita¹, Sanjeev Krishna, Pierre-Marc Léo, Christophe Morin, Asha Parbhu Patel

Affiliation

¹ Département de Chimie Moléculaire (Serco, UMR-5250, ICMG FR-2607, CNRS), Université Joseph Fourier, BP-53, 38041, Grenoble Cedex, France.

PMID: 17587575
DOI: 10.1016/j.bmcl.2007.06.021

Abstract

All-O-undec-en-10-yl derivatives of d-glucose have been prepared and their affinities for the Plasmodium falciparum hexose transporter (PfHT) determined; the O-2 derivative displays a good apparent affinity for PfHT (K(I)=2 microM) with no significant interaction with the mammalian transporter GLUT1. This selectivity points to position -2 of glucose as an appropriate substitution site for the development of inhibitors of P. falciparum glucose uptake.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Antigens, Protozoan / chemistry
Antimalarials / chemistry*
Antimalarials / pharmacology
Chemistry, Pharmaceutical / methods*
Drug Design
Glucose / chemistry*
Glucose / pharmacokinetics
Inhibitory Concentration 50
Kinetics
Models, Chemical
Monosaccharide Transport Proteins / chemistry*
Monosaccharide Transport Proteins / metabolism
Oocytes / metabolism
Plasmodium falciparum
Protein Binding
Protozoan Proteins / chemistry*
Protozoan Proteins / metabolism
Xenopus laevis

Substances

Antigens, Protozoan
Antimalarials
Monosaccharide Transport Proteins
Protozoan Proteins
hexose transporter 1 protein, Plasmodium falciparum
Glucose