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DOI: 10.1055/s-0030-1250384
© Georg Thieme Verlag KG Stuttgart · New York
Antiplasmodial Constituents from the Fruit Pericarp of Pentadesma butyracea
Publikationsverlauf
received March 22, 2010
revised September 1, 2010
accepted September 3, 2010
Publikationsdatum:
06. Oktober 2010 (online)
![](https://www.thieme-connect.de/media/plantamedica/201104/lookinside/thumbnails/10.1055-s-0030-1250384-1.jpg)
Abstract
Bioassay-guided fractionation of the fruit pericarp of Pentadesma butyracea, using the antiplasmodial test, led to the isolation of a new xanthone, named pentadexanthone (1), together with six known compounds: cratoxylone (2), α-mangostin (3), 1,3,5-trihydroxy-2-methoxyxanthone (4), garcinone E (5), (−)-epicathechin (6), and lupeol (7). The structure of 1 was elucidated by spectroscopic data analysis. An antiplasmodial assay was performed with the isolates, in which compounds 1–3 and 5 exhibited potent activity in vitro against Plasmodium falciparum chloroquine-resistant strain W2, with IC50 values below 3 µM.
Key words
Clusiaceae - Pentadesma butyracea - prenylated xanthones - pentadexanthone - Plasmodium falciparum - antiplasmodial activity
- Supporting Information for this article is available online at
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References
- 1 Tchobo F, Natta A, Barea B, Barouh N, Piombo G, Pina M, Soumanou M, Sohounhloue D. Characterization of Pentadesma butyracea sabine butters of different production regions in Benin. J Am Oil Chem Soc. 2007; 84 755-760
- 2 Sinsin B, Sinadouwirou T A. Socio-economic utilization of Pentadesma butyraceae sabine and its substainability in gallery forest of Benin. Cah Agric. 2003; 12 75-79
- 3 Wabo H K, Kikuchi H, Katou Y, Tane P, Oshima Y. Xanthones and a benzophenone from the roots of Pentadesma butyracea and their antiproliferative activity. Phytochem Lett. 2010; 3 104-107
- 4 Zelefack F, Guilet D, Fabre N, Bayet C, Chevalley S, Ngouela S, Lenta B N, Valentin A, Tsamo E, Dijoux-Franca M G. Cytotoxic and antiplasmodial xanthones from Pentadesma butyracea. J Nat Prod. 2009; 72 954-957
- 5 Shin-ichiro S, Makiko K, Hiromitsu T, Norio A, Nantarit C, Maitree S. The structure of garcinone E. Chem Pharm Bull. 1993; 41 958-960
- 6 Bennett G J, Harrison L J, Sia G L, Sim K Y. Triterpenoids, tocotrienols and xanthones from the bark of Cratoxyllum cochinchense. Phytochemistry. 1993; 32 1245-1251
- 7 Ly D H, Poul E H, Ole V, Fritz D, Hung D P, Lien-Hoa D N. Cytotoxic geranylated xanthones and O-alkylated derivatives of α-mangostin. Chem Pharm Bull. 2009; 57 830-834
- 8 Tosa H, Iinuma M, Tanaka T, Nozaki H, Ikeda S, Ttsutsui K, Tsu-tsui K, Yamada M, Fujimori S. Inhibitory activity of xanthone derivatives isolated from some guttiferaeous plants against DNA topoisomerases I and II. Chem Pharm Bull. 1997; 45 418-420
- 9 Ngouela S, Zelefack F, Lenta B N, Ngouamegne E T, Tchamo D N, Tsamo E, Connolly J D. Xanthones and other constituents of Allanblackia monticola. Nat Prod Res. 2005; 19 685-688
- 10 Mahato B S, Kundu A P. 13C NMR spectra of pentacyclic triterpenoids-A compilation and some salient features. Phytochemistry. 1994; 37 1517-1575
- 11 Hay A E, Hélesbeux J J, Duval O, Labaïed M, Grellier P, Richomme P. Antimalarial xanthones from Calophyllum caledonicum and Garcinia vieillardii. Life Sci. 2004; 75 3077-3085
- 12 Ziegler H L, Stærk D, Christensen J, Hviid L, Hägerstrand H, Jaroszewski J W. In vitro Plasmodium falciparum drug sensitivity assay: inhibition of parasite growth by incorporation of stomatocytogenic amphiphiles into the erythrocyte membrane. Antimicrob Agents Chemother. 2002; 46 1441-1446
- 13 Ngouela S, Lenta B N, Noungoue D T, Ngoupayo J, Fekam F B, Tsamo E, Gut J, Rosenthal P J, Connolly J D. Anti-plasmodial and antioxidant activities of constituents of the seed shells of Symphonia globulifera Linn f. Phytochemistry. 2006; 67 302-306
- 14 Suksamrarn S, Komutiban O, Ratananukul P, Chimnoi N, Lartpornmatulee N, Suksamrarn A. Cytotoxic prenylated xanthones from the young fruit of Garcinia mangostana. Chem Pharm Bull. 2006; 54 301-305
- 15 Jung H A, Su B N, Keller W J, Mehta R G, Kinghorn A D. Antioxidant xanthones from the pericarp of Garcinia mangostana (Mangosteen). J Agric Food Chem. 2006; 54 2077-2082
- 16 Cedillo-Rivera R, Ramírez A, Muñoz O. A rapid colorimetric assay with the tetrazolium salt MMT and phenazine methosulfate (PMS) for viability of Entamoeba histolytica. Arch Med Res. 1992; 23 59-61
- 17 Singh A, Rosenthal P J. Comparison of efficacies of cysteine protease inhibitors against five strains of Plasmodium falciparum. Antimicrob Agents Chemother. 2001; 45 949-951
- 18 Lambros C, Vanderberg J P. Synchronization of Plasmodium falciparum erythrocytic stages in culture. J Parasitol. 1979; 65 418-420
Dr. Bruno Ndjakou Lenta
Department of Chemistry
Higher Teachers' Training College
University of Yaoundé 1
P. O. Box 47
237 Yaoundé
Cameroon
Telefon: +23 7 75 09 75 61
eMail: lentabruno@yahoo.fr
- www.thieme-connect.de/ejournals/toc/plantamedica