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Synthesis and Pro‐Apoptotic Activity of Novel Glycyrrhetinic Acid Derivatives
Author(s) -
Logashenko Evgeniya B.,
Salomatina Oksana V.,
Markov A. V.,
Korchagina Dina V.,
Salakhutdinov Nariman F.,
Tolstikov Genrikh A.,
Vlassov Valentin V.,
Zenkova Marina A.
Publication year - 2011
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.201000618
Subject(s) - oleanolic acid , chemistry , apoptosis , cell culture , derivative (finance) , stereochemistry , multiple drug resistance , programmed cell death , cancer cell , combinatorial chemistry , biochemistry , cancer , biology , medicine , alternative medicine , pathology , financial economics , economics , genetics , antibiotics
Triterpenoids are used for medicinal purposes in many countries. Some, such as oleanolic and glycyrrhetinic acids, are known to be anti‐inflammatory and anticarcinogenic. However, the biological activities of these naturally occurring molecules against their particular targets are weak, so the synthesis of new synthetic analogues with enhanced potency is needed. By combining modifications to both the A and C rings of 18βH‐glycyrrhetinic acid, the novel synthetic derivative methyl 2‐cyano‐3,12‐dioxo‐18βH‐olean‐9(11),1(2)‐dien‐30‐oate was obtained. This derivative displays high antiproliferative activity in cancer cells, including a cell line with a multidrug‐resistance phenotype. It causes cell death by inducing the intrinsic caspase‐dependent apoptotic pathway.