WO2008111526A1 - 糖オキサゾリン誘導体の製造方法 - Google Patents

糖オキサゾリン誘導体の製造方法 Download PDF

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Publication number
WO2008111526A1
WO2008111526A1 PCT/JP2008/054194 JP2008054194W WO2008111526A1 WO 2008111526 A1 WO2008111526 A1 WO 2008111526A1 JP 2008054194 W JP2008054194 W JP 2008054194W WO 2008111526 A1 WO2008111526 A1 WO 2008111526A1
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WO
WIPO (PCT)
Prior art keywords
sugar
derivative
production
oxazoline derivative
glycoside
Prior art date
Application number
PCT/JP2008/054194
Other languages
English (en)
French (fr)
Inventor
Shinichiro Shoda
Atsushi Kobayashi
Masato Noguchi
Tomonari Tanaka
Hidetoshi Gyakushi
Original Assignee
Seikagaku Corporation
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 Seikagaku Corporation filed Critical Seikagaku Corporation
Priority to EP08721612.3A priority Critical patent/EP2123663B1/en
Priority to KR20097018730A priority patent/KR101490258B1/ko
Priority to CN200880007075.5A priority patent/CN101679470B/zh
Priority to CA2679589A priority patent/CA2679589C/en
Priority to JP2009504035A priority patent/JP5301427B2/ja
Priority to US12/528,547 priority patent/US8470986B2/en
Publication of WO2008111526A1 publication Critical patent/WO2008111526A1/ja

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H9/00—Compounds containing a hetero ring sharing at least two hetero atoms with a saccharide radical
    • C07H9/06—Compounds containing a hetero ring sharing at least two hetero atoms with a saccharide radical the hetero ring containing nitrogen as ring hetero atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/715—Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A61P15/08—Drugs for genital or sexual disorders; Contraceptives for gonadal disorders or for enhancing fertility, e.g. inducers of ovulation or of spermatogenesis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A61P35/04—Antineoplastic agents specific for metastasis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • 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
    • 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
    • C08B37/0069—Chondroitin-4-sulfate, i.e. chondroitin sulfate A; Dermatan sulfate, i.e. chondroitin sulfate B or beta-heparin; Chondroitin-6-sulfate, i.e. chondroitin sulfate C; Derivatives thereof

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Polymers & Plastics (AREA)
  • Materials Engineering (AREA)
  • Dermatology (AREA)
  • Reproductive Health (AREA)
  • Genetics & Genomics (AREA)
  • Biotechnology (AREA)
  • Endocrinology (AREA)
  • Pregnancy & Childbirth (AREA)
  • Oncology (AREA)
  • Rheumatology (AREA)
  • Immunology (AREA)
  • Gynecology & Obstetrics (AREA)
  • Pain & Pain Management (AREA)
  • Epidemiology (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

　無保護糖よりオキサゾリン誘導体の簡便な製造方法並びにその生成物を使用した配糖体の製造法を提供する。 　ハロホルムアミジニウム誘導体を脱水縮合剤として用いて、遊離のヘミアセタール性ヒドロキシ基とアミド基を持つ糖からその糖オキサゾリン誘導体を水溶液中における一段階の工程で合成し、さらに該オキサゾリン誘導体を糖供与体とし、糖質加水分解酵素を使用して配糖体を製造する。本法は長い糖鎖に適用でき、生理活性オリゴ糖、ドラックデリバリーシステムのキャリア、界面活性剤、糖鎖医薬、糖ペプチド、糖タンパク質、糖鎖高分子などの製造に有用である。
PCT/JP2008/054194 2007-03-09 2008-03-07 糖オキサゾリン誘導体の製造方法 WO2008111526A1 (ja)

Priority Applications (6)

Application Number Priority Date Filing Date Title
EP08721612.3A EP2123663B1 (en) 2007-03-09 2008-03-07 Method for production of sugar oxazoline derivative
KR20097018730A KR101490258B1 (ko) 2007-03-09 2008-03-07 당 옥사졸린 유도체의 제조방법
CN200880007075.5A CN101679470B (zh) 2007-03-09 2008-03-07 糖噁唑啉衍生物的制造方法
CA2679589A CA2679589C (en) 2007-03-09 2008-03-07 Process for the production of a sugar oxazoline derivative
JP2009504035A JP5301427B2 (ja) 2007-03-09 2008-03-07 糖オキサゾリン誘導体の製造方法
US12/528,547 US8470986B2 (en) 2007-03-09 2008-03-07 Method for production of sugar oxazoline derivative

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007-059478 2007-03-09
JP2007059478 2007-03-09

Publications (1)

Publication Number Publication Date
WO2008111526A1 true WO2008111526A1 (ja) 2008-09-18

Family

ID=39759464

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2008/054194 WO2008111526A1 (ja) 2007-03-09 2008-03-07 糖オキサゾリン誘導体の製造方法

Country Status (7)

Country Link
US (1) US8470986B2 (ja)
EP (1) EP2123663B1 (ja)
JP (1) JP5301427B2 (ja)
KR (1) KR101490258B1 (ja)
CN (2) CN101679470B (ja)
CA (1) CA2679589C (ja)
WO (1) WO2008111526A1 (ja)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009292790A (ja) * 2008-06-09 2009-12-17 Tohoku Univ 配糖体及びその製造方法
WO2013051608A1 (ja) 2011-10-03 2013-04-11 独立行政法人産業技術総合研究所 複合型糖鎖加水分解酵素
JP2015080453A (ja) * 2013-10-23 2015-04-27 国立大学法人九州大学 コプリナス・シネレウス（Ｃｏｐｒｉｎｕｓｃｉｎｅｒｅｕｓ）由来エンドグリコシダーゼ
WO2017154938A1 (ja) * 2016-03-09 2017-09-14 株式会社糖鎖工学研究所 硫酸基および／またはリン酸基を有する糖の製造方法
JP2017158596A (ja) * 2017-06-26 2017-09-14 国立大学法人九州大学 コプリナス・シネレウス（Ｃｏｐｒｉｎｕｓ ｃｉｎｅｒｅｕｓ）由来エンドグリコシダーゼ
JP2018021001A (ja) * 2016-07-25 2018-02-08 株式会社伏見製薬所 糖誘導体の製造方法及び新規糖誘導体

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105601685B (zh) * 2016-01-08 2017-12-26 鲁东大学 含喹唑啉环壳寡糖衍生物及制备方法和生物活性
WO2019126273A1 (en) 2017-12-19 2019-06-27 Design-Zyme LLC In vitro glycosylation of proteins and enzymes
FR3083108B1 (fr) * 2018-06-29 2020-05-29 L'oreal Utilisation de derives c-glycosides 5-oxazolidine-2,4-diones a titre d’agent hydratant de la peau »
CN117126781B (zh) * 2023-09-01 2024-05-28 贵州省材料产业技术研究院 一种降解二甲基乙酰胺的原玻璃蝇节杆菌及应用

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH093088A (ja) 1995-06-19 1997-01-07 Shin Etsu Chem Co Ltd アミノ二糖及びキチン又はその類似多糖類の製造方法
JP2003012683A (ja) 2001-07-02 2003-01-15 Seikagaku Kogyo Co Ltd 糖オキサゾリン誘導体の製造方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE509117T1 (de) * 2001-03-14 2011-05-15 Denki Kagaku Kogyo Kk Herstellungsverfahren für hyaluronsäure oder ihre derivate
WO2003070960A1 (fr) * 2002-02-20 2003-08-28 Denki Kagaku Kogyo Kabushiki Kaisha Processus de fabrication de chondroitine ou de derive de chondroitine

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH093088A (ja) 1995-06-19 1997-01-07 Shin Etsu Chem Co Ltd アミノ二糖及びキチン又はその類似多糖類の製造方法
JP2003012683A (ja) 2001-07-02 2003-01-15 Seikagaku Kogyo Co Ltd 糖オキサゾリン誘導体の製造方法

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Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009292790A (ja) * 2008-06-09 2009-12-17 Tohoku Univ 配糖体及びその製造方法
WO2013051608A1 (ja) 2011-10-03 2013-04-11 独立行政法人産業技術総合研究所 複合型糖鎖加水分解酵素
US9371519B2 (en) 2011-10-03 2016-06-21 National Institute Of Advanced Industrial Science And Technology Complex type sugar chain hydrolase
JP2015080453A (ja) * 2013-10-23 2015-04-27 国立大学法人九州大学 コプリナス・シネレウス（Ｃｏｐｒｉｎｕｓｃｉｎｅｒｅｕｓ）由来エンドグリコシダーゼ
WO2017154938A1 (ja) * 2016-03-09 2017-09-14 株式会社糖鎖工学研究所 硫酸基および／またはリン酸基を有する糖の製造方法
JPWO2017154938A1 (ja) * 2016-03-09 2019-01-10 株式会社糖鎖工学研究所 硫酸基および／またはリン酸基を有する糖の製造方法
JP2018021001A (ja) * 2016-07-25 2018-02-08 株式会社伏見製薬所 糖誘導体の製造方法及び新規糖誘導体
JP2017158596A (ja) * 2017-06-26 2017-09-14 国立大学法人九州大学 コプリナス・シネレウス（Ｃｏｐｒｉｎｕｓ ｃｉｎｅｒｅｕｓ）由来エンドグリコシダーゼ

Also Published As

Publication number Publication date
CA2679589A1 (en) 2008-09-18
EP2123663A4 (en) 2012-12-26
KR20090117805A (ko) 2009-11-12
CN101679470B (zh) 2014-01-29
KR101490258B1 (ko) 2015-02-05
EP2123663B1 (en) 2014-08-06
US20100121041A1 (en) 2010-05-13
EP2123663A1 (en) 2009-11-25
JP5301427B2 (ja) 2013-09-25
CA2679589C (en) 2017-01-17
CN101679470A (zh) 2010-03-24
CN103554194A (zh) 2014-02-05
JPWO2008111526A1 (ja) 2010-06-24
CN103554194B (zh) 2016-03-09
US8470986B2 (en) 2013-06-25

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