Publication Type Journal Article
Title A natural approach: Synthesis and cytoxicity of monodesmosidic glycyrrhetinic acid glycosides
Authors Stefan Schwarz Bianka Siewert Nuno Manuel Xavier Ana R. Jesus Amélia P. Rauter Rene Csuk
Groups HC
Journal EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
Year 2014
Month January
Volume 72
Number
Pages 78-83
Abstract Several pentacyclic triterpenoic acids have shown noteworthy antitumor activity, among them betulinic acid as well as oleanolic acid and derivatives thereof. Glycyrrhetinic acid (GA) exhibits some cytotoxic activity albeit this compound is not as active as betulinic acid, but GA came in the focus of scientific interest since it triggers apoptosis in tumor cells. In addition, it can be extracted from the roots of liquorice in high yields. Previous studies revealed that the introduction of an extra hydrophilic moiety increases the cytotoxicity of these compounds. Thus, a series of GA glycosides was prepared utilizing hexoses as well as pentoses (in D- and L-configuration) by using glycosyl trichloroacetimidates and TMSOTf as catalyst. The compounds were screened for cytotoxic activity against seven human cancer cell lines and the not malignant murine cell line NIH 3T3using a photometric SRB assay. The compounds trigger apoptosis as shown from extra trypan blue and acridine orange/ethidium bromide staining. (C) 2013 Elsevier Masson SAS. All rights reserved.
DOI http://dx.doi.org/10.1016/j.ejmech.2013.11.024
ISBN
Publisher
Book Title
ISSN 0223-5234
EISSN 1768-3254
Conference Name
Bibtex ID ISI:000331677900008
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