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A "natural" approach: synthesis and cytoxicity of monodesmosidic glycyrrhetinic acid glycosides.

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.

journal_name

Eur J Med Chem

journal_title

European journal of medicinal chemistry

authors

Schwarz S,Siewert B,Xavier NM,Jesus AR,Rauter AP,Csuk R

doi

10.1016/j.ejmech.2013.11.024

subject

Has Abstract

pub_date

2014-01-24 00:00:00

pages

78-83

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(13)00766-6

journal_volume

72

pub_type

杂志文章

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