Synthesis of novel 2-cyano substituted glycyrrhetinic acid derivatives as inhibitors of cancer cells growth and NO production in LPS-activated J-774 cells |
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| Institution: | 1. N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch Russian Academy of Sciences, 9, Lavrentiev ave., Novosibirsk 630090, Russian Federation;2. Institute of Chemical Biology and Fundamental Medicine, Siberian Branch Russian Academy of Sciences, 8, Lavrentiev ave., Novosibirsk 630090, Russian Federation;1. School of Pharmacy, Anhui Province Key Laboratory of Major Autoimmune Diseases, Anhui Institute of Innovative Drugs, Anhui Medical University, Hefei 230032, China;2. Elion Nature Biological Technology Co., Ltd, Nanjing 210038, China;1. State Key Laboratory of Natural Medicines and Department of Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, PR China;2. Biological Sciences, School of Environmental and Life Sciences, University of Newcastle, Callaghan, NSW 2308, Australia;3. School of Pharmacy, Yantai University, Yantai 264005, PR China;1. Jiangxi Key Laboratory of Natural Product and Functional Food, College of Food Science and Engineering, Jiangxi Agricultural University, Nanchang 330045, China;2. Department of Applied Physics, Huzhou University, Huzhou 313000, China;3. Library of Jiangxi Agricultural University, Nanchang 330045, China;4. College of Science, Jiangxi Agricultural University, Nanchang 330045, China;1. N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch Russian Academy of Sciences, 9, Lavrent’ev Ave., Novosibirsk 630090, Russian Federation;2. Institute of Chemical Biology and Fundamental Medicine, Siberian Branch Russian Academy of Sciences, 8, Lavrent’ev Ave., Novosibirsk 630090, Russian Federation;3. Novosibirsk State University, 2, Pirogova Str., Novosibirsk 630090, Russian Federation;1. Bose Institute, Division of Molecular Medicine, P 1/12, C.I.T. Scheme VII M, Kolkata 700054, India;2. Visva Bharati University, Centre of Biotechnology, Santiniketan, West Bengal, India;1. Laboratorio de Biocatálisis, Departamento de Química Orgánica y UMYMFOR, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellón 2, piso 3, C1428EGA Buenos Aires, Argentina;2. Laboratorio de Virología, Departamento de Química Biológica e IQUIBICEN, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellón 2, piso 4, C1428EGA Buenos Aires, Argentina |
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| 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. |
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| Keywords: | Glycyrrhetinic acid derivatives Cytotoxicity Nitric oxide Biological activity Selectivity index |
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