Isolation and relative stereochemistry of lippialactone, a new antimalarial compound from Lippia javanica

Margaret T Ludere; Teunis van Ree; Robert Vleggaar

doi:10.1016/j.fitote.2013.03.009

Isolation and relative stereochemistry of lippialactone, a new antimalarial compound from Lippia javanica

Fitoterapia. 2013 Apr:86:188-92. doi: 10.1016/j.fitote.2013.03.009. Epub 2013 Mar 16.

Authors

Margaret T Ludere¹, Teunis van Ree, Robert Vleggaar

Affiliation

¹ Department of Chemistry, University of Venda, Private Bag X5050, Thohoyandou 0950, South Africa.

PMID: 23506784
DOI: 10.1016/j.fitote.2013.03.009

Abstract

The aerial parts of Lippia javanica were investigated for biologically active chemical compounds present in them. Chromatographic separation of the ethyl acetate extract of the aerial parts yielded a new antimalarial α-pyrone, lippialactone (2). Lippialactone is active against the chloroquine-sensitive D10 strain of Plasmodium falciparum with an IC50 value of 9.1 μg/mL, and is also mildly cytotoxic. The relative stereochemistry of lippialactone was determined by molecular modeling based on the determination of the relative configuration by quantum mechanical GIAO (13)C chemical shift calculations.

Publication types

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

MeSH terms

Antimalarials / chemistry
Antimalarials / isolation & purification
Antimalarials / pharmacology*
Inhibitory Concentration 50
Lippia / chemistry*
Molecular Structure
Plant Components, Aerial
Plant Extracts / chemistry
Plant Extracts / pharmacology*
Plasmodium falciparum / drug effects*
Pyrones / chemistry
Pyrones / isolation & purification
Pyrones / pharmacology*

Substances

Antimalarials
Plant Extracts
Pyrones
lippialactone