Title:
CHOLIC ACID MODIFIED GLUCOSAMINE DERIVATIVE AND PREPARATION METHOD AND USE
Document Type and Number:
WIPO Patent Application WO/2016/184103
Kind Code:
A1
Abstract:
The present invention relates to a cholic acid modified glucosamine derivative and a preparation method and use therefor, the derivative being as shown in formula (I), wherein R1 is H or OH, R2 is H or OH, R3 is H, CH2 = CHCO- or CH2 = C(CH3)CO-. In the presence of a carbodiimide condensation reagent, reacting the cholic acid with excess acid N- hydroxysuccinimide or 1-hydroxybenzotriazole generates an cholic acid active ester, and then reacting with D- glucosamine to obtain a derivative without polymerizable groups; or first reacting the cholic acid active ester with acyl chloride containing vinyl, and then reacting with D- glucosamine to obtain a derivative with polymerizable groups. The derivative of the present invention has a good biocompatibility, the derivative without polymerizable groups can be used as a medicine for the treatment of osteoarthritis, and the derivative with polymerizable groups is an organic matrix for a cartilage prosthesis material, or for constructing in situ molded glucosamine functional hydrogels.
Inventors:
REN LI (CN)
HOU SIRUN (CN)
LIU SA (CN)
YAO HANG (CN)
XUE JINGCHEN (CN)
WANG YINGJUN (CN)
WANG LIN (CN)
HOU SIRUN (CN)
LIU SA (CN)
YAO HANG (CN)
XUE JINGCHEN (CN)
WANG YINGJUN (CN)
WANG LIN (CN)
Application Number:
PCT/CN2015/098527
Publication Date:
November 24, 2016
Filing Date:
December 23, 2015
Export Citation:
Assignee:
UNIV SOUTH CHINA TECH (CN)
International Classes:
C07J41/00; A61K31/7008; A61L27/20; A61L27/52; A61P19/02; A61P29/00
Foreign References:
CN101781352A | 2010-07-21 | |||
CN104961789A | 2015-10-07 | |||
CN102225962A | 2011-10-26 |
Other References:
NOVAKOVA, Z. ET AL.: "Steroid and Bile Acids Amide Conjugates with D-Glucosamine", COLLECT. CZECH . CHEM.COMMUN., vol. 76, no. 1, 5 January 2011 (2011-01-05), pages 65 - 74, XP055330800, ISSN: 0010-0765
PIERRE, T. ET AL.: "Molecular Hydrogels from Bile Acid Analogues with Neutral Side Chains: Network Architectures and Viscoelastic Properties. Junction Zones, Spherulites, and Crystallites: Phenomenological Aspects of the Gel Metastability", J. PHYS. CHEM. B, vol. 110, no. 31, 19 July 2006 (2006-07-19), pages 15224 - 15233, XP055330870
DUKH, M. ET AL.: "Metal Coordination as a Tool for Controlling the Self-Assembling and Gelation Properties of Novel Type Cholic Amide-Phenanthroline Gelating Agent", TETRAHEDRON, vol. 59, no. 23, 31 December 2003 (2003-12-31), pages 4069 - 4076, XP004427965
NOVAKOVA, Z. ET AL.: "Steroid and Bile Acids Amide Conjugates with D-Glucosamine", COLLECT. CZECH . CHEM. COMMUN., vol. 76, no. 1, 5 January 2011 (2011-01-05), pages 65 - 74, XP055330800, ISSN: 0010-0765
PIERRE, T. ET AL.: "Molecular Hydrogels from Bile Acid Analogues with Neutral Side Chains: Network Architectures and Viscoelastic Properties. Junction Zones, Spherulites, and Crystallites: Phenomenological Aspects of the Gel Metastability", J. PHYS. CHEM. B, vol. 110, no. 31, 19 July 2006 (2006-07-19), pages 15224 - 15233, XP055330870
DUKH, M. ET AL.: "Metal Coordination as a Tool for Controlling the Self-Assembling and Gelation Properties of Novel Type Cholic Amide-Phenanthroline Gelating Agent", TETRAHEDRON, vol. 59, no. 23, 31 December 2003 (2003-12-31), pages 4069 - 4076, XP004427965
NOVAKOVA, Z. ET AL.: "Steroid and Bile Acids Amide Conjugates with D-Glucosamine", COLLECT. CZECH . CHEM. COMMUN., vol. 76, no. 1, 5 January 2011 (2011-01-05), pages 65 - 74, XP055330800, ISSN: 0010-0765
Attorney, Agent or Firm:
GUANGZHOU HUAXUE INTELLECTUAL PROPERTY AGENCY CO., LTD. (CN)
广州市华学知识产权代理有限公司 (CN)
广州市华学知识产权代理有限公司 (CN)
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