Synthesis of novel 2-cyano substituted glycyrrhetinic acid derivatives as inhibitors of cancer cells growth and NO production in LPS-activated J-774 cells.

Abstract

Here we report the synthesis and biological activity of new semi-synthetic derivatives of naturally occurring glycyrrhetinic acid bearing a 2-cyano-3-oxo-1-en moiety in the A-ring and double bonds and carbonyl groups in the C, D and E rings. Bioassays using murine macrophage-like and tumor cells show that compound 4, which differs from Soloxolone methyl by the absence of a 9(11)-double bond in the C-ring, displays anti-inflammatory and inhibitory activities with respect to tumor cells with a high selectivity index value.

• Authors: Oksana V Salomatina, Andrey V Markov, Evgeniya B Logashenko, Dina V Korchagina, Marina A Zenkova, Nariman F Salakhutdinov, Valentin V Vlassov, Genrikh A Tolstikov
• Journal: Bioorganic & medicinal chemistry (Bioorg Med Chem) Vol. 22 Issue 1 Pg. 585-93 (Jan 01 2014) ISSN: 1464-3391 [Electronic] England
• PMID: 24268542 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright © 2013 Elsevier Ltd. All rights reserved.

Chemical References

• Lipopolysaccharides
• Nitric Oxide
• Glycyrrhetinic Acid

Topics

• Cell Proliferation
• Glycyrrhetinic Acid (analogs & derivatives, chemical synthesis, chemistry)
• Humans
• Lipopolysaccharides
• Neoplasms (chemistry)
• Nitric Oxide (antagonists & inhibitors, chemistry)
• Structure-Activity Relationship