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The antiprotozoal activity of sixteen asteraceae species native to Sudan and bioactivity-guided isolation of xanthanolides from Xanthium brasilicum

Nour, A. M. and Khalid, S. A. and Kaiser, M. and Brun, R. and Abdallah, W. E. and Schmidt, T. J.. (2009) The antiprotozoal activity of sixteen asteraceae species native to Sudan and bioactivity-guided isolation of xanthanolides from Xanthium brasilicum. Planta medica : Zeitschrift für Arzneipflanzenforschung : official organ of the Society for Medicinal Plant Research, Vol. 75, H. 2. pp. 1363-1368.

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Official URL: http://edoc.unibas.ch/dok/A5843351

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Abstract

IN VITRO screening of the dichloromethane extracts of 16 Asteraceae species native to Sudan for activity against major protozoan pathogens revealed that a XANTHIUM BRASILICUM Vell. [syn. X. STRUMARIUM var. BRASILICUM (Vell.) Baker in Mart.] extract was the most active against TRYPANOSOMA BRUCEI RHODESIENSE, the etiological agent of East African human trypanosomiasis (IC (50) = 0.1 microg/mL). This plant extract also exhibited noticeable activities against T. CRUZI (Chagas disease), LEISHMANIA DONOVANI (Kala-Azar) as well as PLASMODIUM FALCIPARUM (Malaria tropica). Bioactivity-guided fractionation resulted in the isolation of four bioactive sesquiterpene lactones (STL) of the xanthanolide series (4,5-seco-guaianolide-type). They were identified by spectroscopic means as 8-epixanthatin ( 1), 8-epixanthatin 1beta,5beta-epoxide ( 2), and as the dimers pungiolide A ( 4) as well as pungiolide B ( 5). Two further modified xanthanolide sesquiterpene lactones, xanthipungolide ( 3) and 4,15-dinor-1,11(13)-xanthadiene-3,5beta:12,8beta-diolide ( 6) were isolated. While xanthipungolide turned out to be inactive against the tested parasites, the dinor-xanthanlide showed significant activity against T. BRUCEI RHODESIENSE and L. DONOVANI. All isolated compounds were previously known from other XANTHIUM species but this is the first report on their occurrence in X. BRASILICUM, and, most notably, on their antiprotozoal activity. As the most active single compound from this extract, 8-epixanthatin 1beta,5beta-epoxide showed IC (50) values of 0.09, 2.95, 0.16 and 1.71 microg/mL (0.33, 11.3, 0.6 and 6.5 microM) against T. BRUCEI RHODESIENSE, T. CRUZI, L. DONOVANI and P. FALCIPARUM, respectively, while its cytotoxicity against rat myoblast cells used as control was determined at 5.8 microg/mL (22.1 microM). Besides assessment of their antiprotozoal activity, the structural assignments for the dimeric xanthanolides pungiolide A and B were reinvestigated and fully established
Faculties and Departments:09 Associated Institutions > Swiss Tropical and Public Health Institute (Swiss TPH) > Department of Medical Parasitology and Infection Biology (MPI) > Parasite Chemotherapy (Mäser)
UniBasel Contributors:Brun, Reto and Kaiser, Marcel
Item Type:Article, refereed
Article Subtype:Research Article
Bibsysno:Link to catalogue
Publisher:Thieme
ISSN:0032-0943
Note:Publication type according to Uni Basel Research Database: Journal article
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Last Modified:14 Sep 2012 07:17
Deposited On:14 Sep 2012 06:41

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