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Phytochemistry. 2014 Jun;102:162-8. doi: 10.1016/j.phytochem.2014.03.006. Epub 2014 Mar 29.

Antimicrobial prenylated benzoylphloroglucinol derivatives and xanthones from the leaves of Garcinia goudotiana.

Author information

1
Laboratoire de Chimie Appliquée aux Substances Naturelles, Faculté des Sciences, Université d'Antananarivo, BP 566, Antananarivo 101, Madagascar; Institut Régional de Recherche en Agroalimentaire et Biotechnologie: Charles Viollette, EA1026, Université Lille 2, F-59000 Lille, France; EA GRIIOT, EA4481, Laboratoire de pharmacognosie, UFR Pharmacie, Université Lille 2, F-59000 Lille, France.
2
Institut Régional de Recherche en Agroalimentaire et Biotechnologie: Charles Viollette, EA1026, Université Lille 2, F-59000 Lille, France; EA GRIIOT, EA4481, Laboratoire de pharmacognosie, UFR Pharmacie, Université Lille 2, F-59000 Lille, France. Electronic address: celine.riviere-3@univ-lille2.fr.
3
INSERM U995, UFR Pharmacie, Université Lille 2, F-59000 Lille, France.
4
Institut Régional de Recherche en Agroalimentaire et Biotechnologie: Charles Viollette, EA1026, Université Lille 2, F-59000 Lille, France; EA GRIIOT, EA4481, Laboratoire de pharmacognosie, UFR Pharmacie, Université Lille 2, F-59000 Lille, France.
5
University of Missouri, 1 University Boulevard, St. Louis, MO 63121, USA.
6
CUMA, UFR Pharmacie, Université Lille 2, F-59000 Lille, France.
7
EA GRIIOT, EA4481, Laboratoire de pharmacognosie, UFR Pharmacie, Université Lille 2, F-59000 Lille, France.
8
Laboratoire de Chimie Appliquée aux Substances Naturelles, Faculté des Sciences, Université d'Antananarivo, BP 566, Antananarivo 101, Madagascar.

Abstract

Bioassay-guided fractionation using antimicrobial assay of the crude acetonic extract of Garcinia goudotiana leaves and of its five partitions led to the isolation of two new prenylated benzoylphloroglucinol derivatives, goudotianone 1 (1) and goudotianone 2 (2), in addition to two known compounds including one xanthone, 1,3,7-trihydroxy-2-isoprenylxanthone (3), and one triterpenoid, friedelin (4). Their structures were elucidated on the basis of different spectroscopic methods, including extensive 1D- and 2D-NMR spectroscopy and mass spectrometry. The crude acetonic extract, the methylene chloride and ethyl acetate partitions, and some tested compounds isolated from this species (1-3) demonstrated selective significant antimicrobial activities against Gram-positive bacteria, in particular Staphylococcus lugdunensis, Enterococcus faecalis and Mycobacterium smegmatis. The potential cytotoxic activities of these extracts and compounds were evaluated against human colon carcinoma HT29 and human fetal lung fibroblast MRC5 cells.

KEYWORDS:

Antimicrobial activities; Benzoylphloroglucinol derivatives; Clusiaceae Madagascar; Cytotoxic activities; Garcinia goudotiana; Xanthones

PMID:
24690454
DOI:
10.1016/j.phytochem.2014.03.006
[Indexed for MEDLINE]
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