Antiprotozoal steroidal saponins from the marine sponge Pandaros acanthifolium
JournalArticle (Originalarbeit in einer wissenschaftlichen Zeitschrift)
 
ID 524406
Author(s) Regalado, Erik L; Tasdemir, Deniz; Kaiser, Marcel; Cachet, Nadja; Amade, Philippe; Thomas, Olivier P
Author(s) at UniBasel Kaiser, Marcel
Year 2010
Title Antiprotozoal steroidal saponins from the marine sponge Pandaros acanthifolium
Journal Journal of natural products
Volume 73
Number 8
Pages / Article-Number 1404-10
Abstract The chemical composition of the Caribbean sponge Pandaros acanthifolium was reinvestigated and led to the isolation of 12 new steroidal glycosides, namely, pandarosides E-J (1-6) and their methyl esters (7-12). Their structures were determined on the basis of extensive spectroscopic analyses, including two-dimensional NMR and HRESIMS data. Like the previously isolated pandarosides A-D (13-16), the new compounds 1-12 share an unusual oxidized D-ring and a cis C/D ring junction. The absolute configurations of the aglycones were assigned by interpretation of CD spectra, whereas the absolute configurations of the monosaccharide units were determined by chiral GC analyses of the acid methanolysates. The majority of the metabolites showed in vitro activity against three or four parasitic protozoa. Particularly active were the compounds 3 (pandaroside G) and its methyl ester (9), which potently inhibited the growth of Trypanosoma brucei rhodesiense (IC(50) values 0.78 and 0.038 microM, respectively) and Leishmania donovani (IC(50)'s 1.3 and 0.051 microM, respectively)
Publisher American Society of Pharmacognosy
ISSN/ISBN 0163-3864
edoc-URL http://edoc.unibas.ch/dok/A5842818
Full Text on edoc No
Digital Object Identifier DOI 10.1021/np100348x
PubMed ID http://www.ncbi.nlm.nih.gov/pubmed/20614907
ISI-Number WOS:000281181200017
Document type (ISI) Journal Article
 
   

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