Data Entry: Please note that the research database will be replaced by UNIverse by the end of October 2023. Please enter your data into the system https://universe-intern.unibas.ch. Thanks

Login for users with Unibas email account...

Login for registered users without Unibas email account...

 
Antiprotozoal activity of Buxus sempervirens and activity-guided isolation of O-tigloylcyclovirobuxeine-B as the main constituent active against Plasmodium falciparum
JournalArticle (Originalarbeit in einer wissenschaftlichen Zeitschrift)
 
ID 2609185
Author(s) Althaus, Julia B; Jerz, Gerold; Winterhalter, Peter; Kaiser, Marcel; Brun, Reto; Schmidt, Thomas J
Author(s) at UniBasel Kaiser, Marcel
Brun, Reto
Year 2014
Title Antiprotozoal activity of Buxus sempervirens and activity-guided isolation of O-tigloylcyclovirobuxeine-B as the main constituent active against Plasmodium falciparum
Journal Molecules : a journal of synthetic chemistry and natural product chemistry
Volume 19
Number 5
Pages / Article-Number 6184-201
Keywords Buxus sempervirens, antiprotozoal activity, cycloartane alkaloids, Plasmodium falciparum, Trypanosoma brucei rhodesiense, Trypanosoma cruzi, Leishmania donovani, spiral-coil countercurrent chromatography
Abstract

Buxus sempervirens L. (European Box, Buxaceae) has been used in ethnomedicine to treat malaria. In the course of our screening of plant extracts for antiprotozoal activity, a CH2Cl2 extract from leaves of B. sempervirens showed selective in vitro activity against Plasmodium falciparum (IC50 = 2.79 vs. 20.2 µg/mL for cytotoxicity against L6 rat cells). Separation of the extract by acid/base extraction into a basic and a neutral non-polar fraction led to a much more active and even more selective fraction with alkaloids while the fraction of non-polar neutral constituents was markedly less active than the crude extract. Thus, the activity of the crude extract could clearly be attributed to alkaloid constituents. Identification of the main triterpene-alkaloids and characterization of the complex pattern of this alkaloid fraction was performed by UHPLC/+ESI-QTOF-MS analyses. ESI-MS/MS target-guided larger scale preparative separation of the alkaloid fraction was performed by 'spiral coil-countercurrent chromatography'. From the most active subfraction, the cycloartane alkaloid O-tigloylcyclovirobuxeine-B was isolated and evaluated for antiplasmodial activity which yielded an IC50 of 0.455 µg/mL (cytotoxicity against L6 rat cells: IC50 = 9.38 µg/mL). O-tigloylcyclovirobuxeine-B is thus most significantly responsible for the high potency of the crude extract.

Publisher MDPI
ISSN/ISBN 1420-3049
edoc-URL http://edoc.unibas.ch/dok/A6271929
Full Text on edoc No
Digital Object Identifier DOI 10.3390/molecules19056184
PubMed ID http://www.ncbi.nlm.nih.gov/pubmed/24838073
ISI-Number WOS:000337113000045
Document type (ISI) Journal Article
 
   

MCSS v5.8 PRO. 0.332 sec, queries - 0.000 sec ©Universität Basel  |  Impressum   |    
29/03/2024