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Does One Keto Group Matter? Structure‐Activity Relationships of Glycyrrhetinic Acid Derivatives Modified at Position C‐11
Author(s) -
Csuk René,
Schwarz Stefan,
Kluge Ralph,
Ströhl Dieter
Publication year - 2012
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.201000327
Subject(s) - sulforhodamine b , cytotoxicity , chemistry , apoptosis , tumor cells , stereochemistry , cell culture , structure–activity relationship , biochemistry , in vitro , biology , cancer research , genetics
Several triterpenoic acids display a remarkable cytotoxicity on tumor cells. Glycyrrhetinic acid – the main content of the licorice root – possesses an apoptotic effect on tumor cells. Previous studies pointed out the presence of a keto group at position C‐11 in glycyrrhetinic acid derivatives as the main reason for its apoptotic activity. Several pairs of derivatives were synthesized differing only at position C‐11. These compounds were tested in a sulforhodamine B colorimetric assay for cytotoxicity screening on 12 tumor cell lines and mouse embryonic fibroblasts (NIH3T3). Our results show that there is no direct relation between the existence of the C‐11 keto group and the apoptotic activity of the compounds.

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