An unusual dimeric guaianolide with antiprotozoal activity and further sesquiterpene lactones from Eupatorium perfoliatum
JournalArticle (Originalarbeit in einer wissenschaftlichen Zeitschrift)
 
ID 1022817
Author(s) Maas, Mareike; Hensel, Andreas; da Costa, Fernando Batista; Brun, Reto; Kaiser, Marcel; Schmidt, Thomas J.
Author(s) at UniBasel Brun, Reto
Kaiser, Marcel
Year 2011
Title An unusual dimeric guaianolide with antiprotozoal activity and further sesquiterpene lactones from Eupatorium perfoliatum
Journal Phytochemistry : an international journal of plant biochemistry
Volume 72
Number 7
Pages / Article-Number 635-644
Keywords Eupatorium perfoliatum L, Asteraceae, Boneset, Sesquiterpene lactones, Flavonoids, Antiprotozoal activity
Abstract The CH(2)Cl(2) extract of aerial parts of Eupatorium perfoliatum L. exhibits antiprotozoal activity under in vitro conditions, especially against Plasmodium falciparum (IC(50)=2.7mug/ml). The search for active compounds yielded seven sesquiterpene lactones: Four structurally similar guaianolides, one dimeric guaianolide, and two germacranolides. The guaianolides differ in the degree of oxidation at C-14, ranging from a hydroxyl group up to a free carboxylic acid. The dimeric guaianolide, structurally closely related to the monomers, displays an unusual type of interguaianolide linkage between C-14 and C-4. Except for the germacranolide euperfolitin, all STLs described here were hitherto unknown. Furthermore, the flavonoid aglycones eupafolin, hispidulin, patuletin, and kaempferol were identified in the extract, which, except for kaempferol, have not been described as constituents of E. perfoliatum before. The dimeric guaianolide was shown to be the most active constituent against Plasmodium falciparum (IC(50) = 2.0muM) and was less cytotoxic against rat skeletal myoblasts (IC(50) = 16.2muM, selectivity index of about 8)
Publisher Pergamon Press
ISSN/ISBN 0031-9422
edoc-URL http://edoc.unibas.ch/dok/A6002105
Full Text on edoc No
Digital Object Identifier DOI 10.1016/j.phytochem.2011.01.025, 10.1016/j.phytochem.2011.01.025
PubMed ID http://www.ncbi.nlm.nih.gov/pubmed/21329950
ISI-Number WOS:000290077500011
Document type (ISI) Article
 
   

MCSS v5.8 PRO. 0.437 sec, queries - 0.000 sec ©Universität Basel  |  Impressum   |    
08/08/2020