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Antitrypanosomal isoflavan quinones from Abrus precatorius
JournalArticle (Originalarbeit in einer wissenschaftlichen Zeitschrift)
 
ID 2420156
Author(s) Hata, Yoshie; Ebrahimi, Samad Nejad; De Mieri, Maria; Zimmermann, Stefanie; Mokoka, Tsholofelo; Naidoo, Dashnie; Fouche, Gerda; Maharaj, Vinesh; Kaiser, Marcel; Brun, Reto; Potterat, Olivier; Hamburger, Matthias
Author(s) at UniBasel Potterat, Olivier
Ebrahimi, Samad
de Mieri, Maria
Hata Uribe, Yoshie Adriana
Brun, Reto
Kaiser, Marcel
Hamburger, Matthias
Year 2014
Title Antitrypanosomal isoflavan quinones from Abrus precatorius
Journal Fitoterapia
Volume 93
Pages / Article-Number 81-7
Keywords Trypanosoma brucei rhodesiense, Isoflavan quinone, Abrus precatorius, Fabaceae, ECD
Abstract

Human African trypanosomiasis is a neglected tropical disease in sub Saharan Africa that is fatal if left untreated. In a search for new natural products with antitrypanosomal activity, we recently identified abruquinones B and I from Abrus precatorius as potent in vitro trypanocidal compounds with high selectivity indices. To obtain sufficient compound for in vivo efficacy tests in mice, a second batch of plant material was re-collected and extracted. However, the chemical profiles of the two batches differed, and additional abruquinones were isolated and identified by HR-ESI-MS, and 1D and 2D NMR ((1)H, (13)C, COSY, HMBC, HSQC, and NOESY) spectroscopy. Abruquinones J (1), K (2), and L (3) were new, while abruquinones A (4) and D (5) were known from the first batch of plant material. The absolute configuration of compounds 1 to 3 was determined by comparison of electronic circular dichroism (ECD) spectra with calculated ECD data. Compounds 2 to 5 showed high in vitro activity against T. b. rhodesiense (IC50 of 0.01, 0.02, 0.02 and 0.01μM, respectively), and remarkable SIs of 508, 374, 1379, and 668, respectively.

Publisher Elsevier Science
ISSN/ISBN 0367-326X
edoc-URL http://edoc.unibas.ch/dok/A6243437
Full Text on edoc No
Digital Object Identifier DOI 10.1016/j.fitote.2013.12.015
PubMed ID http://www.ncbi.nlm.nih.gov/pubmed/24382449
ISI-Number WOS:000333494500010
Document type (ISI) Journal Article
 
   

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26/04/2024