title: Synthesis and biological activity of novel deoxycholic acid derivatives.
abstract: We report the synthesis and biological activity of new semi-synthetic derivatives of naturally occurring deoxycholic acid (DCA) bearing 2-cyano-3-oxo-1-ene, 3-oxo-1(2)-ene or 3-oxo-4(5)-ene moieties in ring A and 12-oxo or 12-oxo-9(11)-ene moieties in ring C. Bioassays using murine macrophage-like cells and tumour cells show that the presence of the 9(11)-double bond associated with the increased polarity of ring A or with isoxazole ring joined to ring A, improves the ability of the compounds to inhibit cancer cell growth.
authors.affiliation: N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch Russian Academy of Sciences, 9, Lavrent'ev ave., Novosibirsk 630090, Russian Federation.
authors.forename: Irina I
authors.initials: II
authors.lastname: Popadyuk
authors.affiliation: Institute of Chemical Biology and Fundamental Medicine, Siberian Branch Russian Academy of Sciences, 8, Lavrent'ev ave., Novosibirsk 630090, Russian Federation.
authors.forename: Andrey V
authors.initials: AV
authors.lastname: Markov
authors.affiliation: N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch Russian Academy of Sciences, 9, Lavrent'ev 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, Lavrent'ev 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, Lavrent'ev ave., Novosibirsk 630090, Russian Federation.
authors.forename: Andrey V
authors.initials: AV
authors.lastname: Shernyukov
authors.affiliation: Institute of Chemical Biology and Fundamental Medicine, Siberian Branch Russian Academy of Sciences, 8, Lavrent'ev 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, Lavrent'ev ave., Novosibirsk 630090, Russian Federation; Novosibirsk State University, 2, Pirogova Str., Novosibirsk 630090, Russian Federation.
authors.forename: Nariman F
authors.initials: NF
authors.lastname: Salakhutdinov
mesh_terms: D000818:Animals; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D003840:Deoxycholic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000633:toxicity; D006801:Humans; D007555:Isoxazoles / Q000737:chemistry; D008070:Lipopolysaccharides / Q000633:toxicity; D051379:Mice; D008872:Microwaves; D009569:Nitric Oxide / Q000378:metabolism; D013329:Structure-Activity Relationship
chemical_list: D007555:Isoxazoles; D008070:Lipopolysaccharides; D003840:Deoxycholic Acid; D009569:Nitric Oxide
keywords: Bile acids; Biological activity; Cytotoxicity; Deoxycholic acid derivatives; Nitric oxide