Research Article | Volume: 3, Issue: 12, December, 2013

Xylopioxyde and other bioactive kaurane-diterpenes from Xylopia aethiopica Dunal (Annonaceae)

Désiré SOH,  Ernestine NKWENGOUA, Igor NGANTCHOU ,  Barthélemy NYASSE,  Colette DENIER,  Véronique HANNAERT,  Kamel H. SHAKER and Bernd SCHNEIDER   
Désiré SOH1, Ernestine NKWENGOUA1,Igor NGANTCHOU1 & 2, Barthélemy NYASSE1, Colette DENIER2, Véronique HANNAERT3, Kamel H. SHAKER4 and Bernd SCHNEIDER4

1Laboratory of Medicinal Chemistry & Pharmacognosy, Department of Organic Chemistry, Faculty of Science, University of Yaoundé I, Box 812 Yaoundé, Cameroon.

2UMR 5068, Groupe de Chimie Organique- LSPCMIB, Université Paul Sabatier, Bât II RI, 118 Route de Narbonne, 31062 Toulouse, Cedex4, France.

3Unité de Recherche pour les Maladies Tropicales, Institut International des Pathologies Cellulaires & Moléculaires et Unité de Biochimie, Université de Louvain, Avenue Hippocrate 74-75, B-1200, Bruxelles, Belgique.

4Max Planck Institute for Chemical Ecology, Beutenberg Campus, HansKnöll Str. 8, D-07745 Jena, Germany.

Open Access   

Published:  Dec 30, 2013

DOI: 10.7324/JAPS.2013.31203
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Abstract

A new cytotoxic ent-kaurane-type diterpene named xylopioxyde (16,17-epoxy-15-oxo-ent-kauran-19-oic acid) has been isolated from the fruits of Xylopia aethiopica Dunal (Annonaceae) together with three known compounds, namely 15α-acetoxy-ent-kaur-16-en-19 oic acid (xylopic acid), 15-oxo-ent-kaur-16-en-19-oic acid and ent-kaur-16-en-19-oic acid. Xylopic acid, obtained in a good amount, has been successively converted in moderate to good yields into 15-hydroxy-ent-kaur-16-en-19-oic acid, 15-oxo-ent-kaur-16-en-19-oic acid and two new selective trypanocidal stereoisomers of 15-acetoxy-16,17-ent-epoxy-kauran-19-oic acid, respectively. All the compounds except the synthetic epoxides displayed cytotoxic effects on the mammalian fibroblast cell line MRC-5 as well as inhibitory effects on the growth of the bloodstream forms of Trypanosoma brucei brucei cells (strain 241).


Keyword:     Cytoxic effets Trypanosoma brucei brucei ent-kauranes epoxidation Xylopia aethiopica Dunal.

Citation:

Désiré SOH, Ernestine NKWENGOUA, Igor NGANTCHOU, Barthélemy NYASSE, Colette DENIER, Véronique HANNAERT, Kamel H. SHAKER and Bernd SCHNEIDER Xylopioxyde and other bioactive kaurane-diterpenes from Xylopia aethiopica Dunal (Annonaceae). J App Pharm Sci, 2013; 3 (12): 013-019.

Copyright:The Author(s). This is an open access article distributed under the Creative Commons Attribution Non-Commercial License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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