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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)
Application Number:
PCT/CN2015/098527
Publication Date:
November 24, 2016
Filing Date:
December 23, 2015
Export Citation:
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Assignee:
UNIV SOUTH CHINA TECH (CN)
International Classes:
C07J41/00; A61K31/7008; A61L27/20; A61L27/52; A61P19/02; A61P29/00
Foreign References:
CN101781352A2010-07-21
CN104961789A2015-10-07
CN102225962A2011-10-26
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
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)
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