title: 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.affiliation: N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch Russian Academy of Sciences, 9, Lavrentiev ave., Novosibirsk 630090, Russian Federation.
authors.forename: Oksana V
authors.initials: OV
authors.lastname: Salomatina
authors.affiliation: Institute of Chemical Biology and Fundamental Medicine, Siberian Branch Russian Academy of Sciences, 8, Lavrentiev ave., Novosibirsk 630090, Russian Federation.
authors.forename: Andrey V
authors.initials: AV
authors.lastname: Markov
authors.affiliation: Institute of Chemical Biology and Fundamental Medicine, Siberian Branch Russian Academy of Sciences, 8, Lavrentiev ave., Novosibirsk 630090, Russian Federation. Electronic address: evg_log@niboch.nsc.ru.
authors.forename: Evgeniya B
authors.initials: EB
authors.lastname: Logashenko
authors.affiliation: N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch Russian Academy of Sciences, 9, Lavrentiev ave., Novosibirsk 630090, Russian Federation.
authors.forename: Dina V
authors.initials: DV
authors.lastname: Korchagina
authors.affiliation: Institute of Chemical Biology and Fundamental Medicine, Siberian Branch Russian Academy of Sciences, 8, Lavrentiev ave., Novosibirsk 630090, Russian Federation.
authors.forename: Marina A
authors.initials: MA
authors.lastname: Zenkova
authors.affiliation: N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch Russian Academy of Sciences, 9, Lavrentiev ave., Novosibirsk 630090, Russian Federation.
authors.forename: Nariman F
authors.initials: NF
authors.lastname: Salakhutdinov
authors.affiliation: Institute of Chemical Biology and Fundamental Medicine, Siberian Branch Russian Academy of Sciences, 8, Lavrentiev ave., Novosibirsk 630090, Russian Federation.
authors.forename: Valentin V
authors.initials: VV
authors.lastname: Vlassov
authors.affiliation: N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch Russian Academy of Sciences, 9, Lavrentiev ave., Novosibirsk 630090, Russian Federation.
authors.forename: Genrikh A
authors.initials: GA
authors.lastname: Tolstikov
mesh_terms: D049109:Cell Proliferation; D006034:Glycyrrhetinic Acid / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D006801:Humans; D008070:Lipopolysaccharides; D009369:Neoplasms / Q000737:chemistry*; D009569:Nitric Oxide / Q000037:antagonists & inhibitors* / Q000737:chemistry; D013329:Structure-Activity Relationship
chemical_list: D008070:Lipopolysaccharides; D009569:Nitric Oxide; D006034:Glycyrrhetinic Acid
keywords: Biological activity; Cytotoxicity; Glycyrrhetinic acid derivatives; Nitric oxide; Selectivity index