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WO2012034544A3 - Method of preparation of highly substituted hyaluronic acid amides - Google Patents

Method of preparation of highly substituted hyaluronic acid amides Download PDF

Info

Publication number
WO2012034544A3
WO2012034544A3 PCT/CZ2011/000089 CZ2011000089W WO2012034544A3 WO 2012034544 A3 WO2012034544 A3 WO 2012034544A3 CZ 2011000089 W CZ2011000089 W CZ 2011000089W WO 2012034544 A3 WO2012034544 A3 WO 2012034544A3
Authority
WO
WIPO (PCT)
Prior art keywords
hyaluronic acid
preparation
acid amides
highly substituted
substituted hyaluronic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/CZ2011/000089
Other languages
French (fr)
Other versions
WO2012034544A2 (en
Inventor
Gloria Huerta-Angeles
Drahomira Chladkova
Daniela Smejkalova
Radovan Buffa
Vladimir Velebny
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Contipro Biotech sro
Original Assignee
Contipro Biotech sro
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Contipro Biotech sro filed Critical Contipro Biotech sro
Publication of WO2012034544A2 publication Critical patent/WO2012034544A2/en
Publication of WO2012034544A3 publication Critical patent/WO2012034544A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/006—Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence; Gellans; Succinoglycans; Arabinogalactans; Tragacanth or gum tragacanth or traganth from Astragalus; Gum Karaya from Sterculia urens; Gum Ghatti from Anogeissus latifolia; Derivatives thereof
    • C08B37/0063—Glycosaminoglycans or mucopolysaccharides, e.g. keratan sulfate; Derivatives thereof, e.g. fucoidan
    • C08B37/0072—Hyaluronic acid, i.e. HA or hyaluronan; Derivatives thereof, e.g. crosslinked hyaluronic acid (hylan) or hyaluronates

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention relates to the method of preparation of highly substituted hyaluronic acid amides with a controllable degree of substitution, which are prepared in a polar aprotic environment from an acidic form of hyaluronic acid in the presence of ethylchloroformiate, by means of a primary amine.
PCT/CZ2011/000089 2010-09-14 2011-09-08 Method of preparation of highly substituted hyaluronic acid amides Ceased WO2012034544A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CZPV2010-687 2010-09-14
CZ2010-687A CZ305040B6 (en) 2010-09-14 2010-09-14 Process for preparing highly substituted hyaluronic acid amides

Publications (2)

Publication Number Publication Date
WO2012034544A2 WO2012034544A2 (en) 2012-03-22
WO2012034544A3 true WO2012034544A3 (en) 2012-05-03

Family

ID=45047494

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CZ2011/000089 Ceased WO2012034544A2 (en) 2010-09-14 2011-09-08 Method of preparation of highly substituted hyaluronic acid amides

Country Status (3)

Country Link
AR (1) AR082965A1 (en)
CZ (1) CZ305040B6 (en)
WO (1) WO2012034544A2 (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CZ2014451A3 (en) 2014-06-30 2016-01-13 Contipro Pharma A.S. Antitumor composition based on hyaluronic acid and inorganic nanoparticles, process of its preparation and use
CZ309295B6 (en) 2015-03-09 2022-08-10 Contipro A.S. Self-supporting, biodegradable film based on hydrophobized hyaluronic acid, method of its preparation and use
CZ2015398A3 (en) 2015-06-15 2017-02-08 Contipro A.S. A method of crosslinking polysaccharides by using photolabile protecting groups
CZ306662B6 (en) 2015-06-26 2017-04-26 Contipro A.S. Sulphated polysaccharides derivatives, the method of their preparation, the method of their modification and the use
CZ307511B6 (en) 2015-12-23 2018-10-31 Contipro A.S. A fluorescent conjugate of hyaluronic acid or a salt thereof, a hydrophobized conjugate, a method of their preparation and use
CZ308106B6 (en) 2016-06-27 2020-01-08 Contipro A.S. Unsaturated derivatives of polysaccharides, preparing and using them

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1790665A1 (en) * 2004-09-07 2007-05-30 Chugai Seiyaku Kabushiki Kaisha Process for producing water-soluble hyaluronic acid modification
WO2008031525A1 (en) * 2006-09-11 2008-03-20 Fidia Farmaceutici S.P.A. Hyaluronic acid derivatives obtained via 'click chemistry' crosslinking

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ITPD980169A1 (en) 1998-07-06 2000-01-06 Fidia Advanced Biopolymers Srl AMIDES OF HYALURONIC ACID AND ITS DERIVATIVES AND PROCESS FOR THEIR PREPARATION.
KR20040009891A (en) * 2002-07-26 2004-01-31 주식회사 엘지생명과학 Hyaluronic Acid Derivative Gel and Method for Preparing the Same
CN101367884A (en) * 2008-09-25 2009-02-18 复旦大学 A cysteamine-modified mercapto-hyaluronic acid conjugate and its preparation method and application

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1790665A1 (en) * 2004-09-07 2007-05-30 Chugai Seiyaku Kabushiki Kaisha Process for producing water-soluble hyaluronic acid modification
WO2008031525A1 (en) * 2006-09-11 2008-03-20 Fidia Farmaceutici S.P.A. Hyaluronic acid derivatives obtained via 'click chemistry' crosslinking

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
CARLSON A ET AL: "Separation of carboxylic acid enantiomers by gas chromatography after rapid derivatization with (R)- or (S)-1-phenylethylamine after activation by ethyl chloroformate", JOURNAL OF CHROMATOGRAPHY, ELSEVIER SCIENCE PUBLISHERS B.V, NL, vol. 508, 1 January 1990 (1990-01-01), pages 333 - 339, XP026550871, ISSN: 0021-9673, [retrieved on 19900101], DOI: 10.1016/S0021-9673(00)91275-5 *
GLORIA HUERTA-ANGELES ET AL: "Synthesis of highly substituted amide hyaluronan derivatives with tailored degree of substitution and their crosslinking via click chemistry", CARBOHYDRATE POLYMERS, vol. 84, no. 4, 1 April 2011 (2011-04-01), pages 1293 - 1300, XP055020120, ISSN: 0144-8617, DOI: 10.1016/j.carbpol.2011.01.021 *

Also Published As

Publication number Publication date
CZ305040B6 (en) 2015-04-08
AR082965A1 (en) 2013-01-23
WO2012034544A2 (en) 2012-03-22
CZ2010687A3 (en) 2012-03-21

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