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WO2003032967A1 - Method of stabilizing reduced coenzyme q10 - Google Patents

Method of stabilizing reduced coenzyme q10 Download PDF

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Publication number
WO2003032967A1
WO2003032967A1 PCT/JP2002/010515 JP0210515W WO03032967A1 WO 2003032967 A1 WO2003032967 A1 WO 2003032967A1 JP 0210515 W JP0210515 W JP 0210515W WO 03032967 A1 WO03032967 A1 WO 03032967A1
Authority
WO
WIPO (PCT)
Prior art keywords
reduced coenzyme
derivative
coenzyme
ascorbic acid
good qualities
Prior art date
Application number
PCT/JP2002/010515
Other languages
English (en)
French (fr)
Inventor
Takahiro Ueda
Tadao Ono
Mitsutoshi Moro
Shiro Kitamura
Yasuyoshi Ueda
Original Assignee
Kaneka 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 Kaneka Corporation filed Critical Kaneka Corporation
Priority to JP2003535771A priority Critical patent/JP3790530B2/ja
Priority to EP02775311.0A priority patent/EP1452174B1/en
Priority to US10/492,122 priority patent/US8703155B2/en
Priority to KR1020047005199A priority patent/KR100934330B1/ko
Priority to AU2002343962A priority patent/AU2002343962B2/en
Priority to CA2462557A priority patent/CA2462557C/en
Publication of WO2003032967A1 publication Critical patent/WO2003032967A1/ja
Priority to US14/197,347 priority patent/US9532957B2/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/12Ketones
    • A61K31/122Ketones having the oxygen directly attached to a ring, e.g. quinones, vitamin K1, anthralin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00Medicinal preparations containing peptides
    • A61K38/16Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • A61K38/43Enzymes; Proenzymes; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/10Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/12Carboxylic acids; Salts or anhydrides thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/14Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/22Heterocyclic compounds, e.g. ascorbic acid, tocopherol or pyrrolidones
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/14Prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics, tonics, antiflatulents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/02Nutrients, e.g. vitamins, minerals
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D9/00Crystallisation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01Preparation of ethers
    • C07C41/18Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/26Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of hydroxy or O-metal groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01Preparation of ethers
    • C07C41/34Separation; Purification; Stabilisation; Use of additives
    • C07C41/40Separation; Purification; Stabilisation; Use of additives by change of physical state, e.g. by crystallisation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01Preparation of ethers
    • C07C41/34Separation; Purification; Stabilisation; Use of additives
    • C07C41/46Use of additives, e.g. for stabilisation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00Ethers; Compounds having groups, groups or groups
    • C07C43/02Ethers
    • C07C43/20Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/23Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/48Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/4841Filling excipients; Inactive ingredients
    • A61K9/4866Organic macromolecular compounds

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Nutrition Science (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Obesity (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Immunology (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Medicinal Preparation (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
PCT/JP2002/010515 2001-10-10 2002-10-10 Method of stabilizing reduced coenzyme q10 WO2003032967A1 (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
JP2003535771A JP3790530B2 (ja) 2001-10-10 2002-10-10 還元型補酵素q10の安定化法
EP02775311.0A EP1452174B1 (en) 2001-10-10 2002-10-10 Stabilized composition comprising reduced coenzyme q10
US10/492,122 US8703155B2 (en) 2001-10-10 2002-10-10 Method of stabilizing reduced coenzyme q10
KR1020047005199A KR100934330B1 (ko) 2001-10-10 2002-10-10 환원형 보효소 q10의 안정화법
AU2002343962A AU2002343962B2 (en) 2001-10-10 2002-10-10 Method of stabilizing reduced coenzyme Q10
CA2462557A CA2462557C (en) 2001-10-10 2002-10-10 Method of stabilizing reduced coenzyme q10
US14/197,347 US9532957B2 (en) 2001-10-10 2014-03-05 Method of stabilizing reduced coenzyme Q10

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2001312179 2001-10-10
JP2001-312179 2001-10-10
JP2002-114879 2002-04-17
JP2002114879 2002-04-17

Related Child Applications (2)

Application Number Title Priority Date Filing Date
US10/492,122 A-371-Of-International US8703155B2 (en) 2001-10-10 2002-10-10 Method of stabilizing reduced coenzyme q10
US14/197,347 Division US9532957B2 (en) 2001-10-10 2014-03-05 Method of stabilizing reduced coenzyme Q10

Publications (1)

Publication Number Publication Date
WO2003032967A1 true WO2003032967A1 (en) 2003-04-24

Family

ID=26623825

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2002/010515 WO2003032967A1 (en) 2001-10-10 2002-10-10 Method of stabilizing reduced coenzyme q10

Country Status (10)

Country Link
US (2) US8703155B2 (ja)
EP (3) EP2377524A1 (ja)
JP (1) JP3790530B2 (ja)
KR (3) KR100959467B1 (ja)
CN (3) CN101318889B (ja)
AU (1) AU2002343962B2 (ja)
CA (3) CA2781766C (ja)
DK (1) DK2380568T3 (ja)
TW (1) TWI329510B (ja)
WO (1) WO2003032967A1 (ja)

Cited By (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPWO2003062182A1 (ja) * 2002-01-18 2005-05-19 株式会社カネカ 還元型補酵素q▲下10▼を安定化するための方法並びに組成物
WO2005089740A1 (ja) * 2004-03-23 2005-09-29 Kaneka Corporation 血中持続性補酵素q組成物
JP2006083132A (ja) * 2004-09-17 2006-03-30 Kaneka Corp 還元型ビタミンkの製造方法
WO2006075502A1 (ja) * 2004-12-24 2006-07-20 Kaneka Corporation 還元型補酵素q10を含有する固形製剤及びその製造方法
JP2007145831A (ja) * 2005-10-31 2007-06-14 Kaneka Corp 還元型補酵素q10を安定化するための方法
WO2007126083A1 (ja) 2006-04-28 2007-11-08 Kaneka Corporation 還元型補酵素q10の安定化方法
WO2008029909A1 (en) 2006-09-08 2008-03-13 Kaneka Corporation Composition comprising reduced coenzyme q10 and lysolecithin
US7358402B2 (en) 2003-09-10 2008-04-15 Kaneka Corporation Reduced coenzyme Q10 crystal with excellent stability and composition containing said reduced coenzyme Q10 crystal
US7364751B2 (en) 2001-10-10 2008-04-29 Kaneka Corporation Stabilized compositions of aqueous reduced coenzyme Q solution
WO2008129980A1 (ja) * 2007-04-16 2008-10-30 Kaneka Corporation 還元型補酵素q10含有粒子状組成物及びその製造方法
WO2009044852A1 (ja) * 2007-10-05 2009-04-09 Kaneka Corporation 還元型補酵素q10の製造方法
WO2009057611A1 (ja) * 2007-10-30 2009-05-07 Kaneka Corporation 含水有機溶媒を用いる還元型補酵素q10の製造方法
US7708990B2 (en) 2004-03-23 2010-05-04 Kaneka Corporation Coenzyme Q compositions persisting in blood
WO2011046199A1 (ja) 2009-10-16 2011-04-21 株式会社カネカ 還元型補酵素q10の製造方法、安定化方法及びそれを含有する組成物
WO2011045934A1 (ja) 2009-10-16 2011-04-21 株式会社カネカ 還元型補酵素q10の製造方法、安定化方法及びそれを含有する組成物
US8067217B2 (en) 2004-12-28 2011-11-29 Kaneka Corporation Method for preserving reduced coenzyme Q10
WO2012176842A1 (ja) 2011-06-24 2012-12-27 株式会社カネカ 安定性に優れた還元型補酵素q10結晶
US8506956B2 (en) 2005-10-31 2013-08-13 Kaneka Corporation Method for stabilizing reduced coenzyme Q10
CN106117033A (zh) * 2016-06-23 2016-11-16 浙江大学 一种同时分离制备高纯度辅酶q10和还原型辅酶q10的工艺
CN106146278A (zh) * 2016-06-23 2016-11-23 浙江大学 一种从菌渣中提取分离辅酶q10的工艺
JPWO2015122531A1 (ja) * 2014-02-17 2017-03-30 株式会社カネカ 還元型補酵素q10を含有する組成物

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI349039B (en) 2001-12-27 2011-09-21 Kaneka Corp Processes for producing coenzyme q10
US7707039B2 (en) * 2004-02-15 2010-04-27 Exbiblio B.V. Automatic modification of web pages
US20060147542A1 (en) * 2004-12-24 2006-07-06 Tadao Ono Solid preparation containing reduced coenzyme Q10 and method for producing the same
WO2006104153A1 (ja) * 2005-03-29 2006-10-05 Kaneka Corporation 血液中の抗酸化活性を高める組成物
WO2007126086A1 (ja) * 2006-04-28 2007-11-08 Kaneka Corporation 還元型補酵素q10の精製方法
KR100786884B1 (ko) * 2006-06-27 2007-12-20 영진약품공업주식회사 코엔자임 q10 함유 수용성 조성물
US20100092560A1 (en) * 2007-04-16 2010-04-15 Kaneka Corporation Reduced coenzyme q10-containing particulate composition and method for producing the same
JP5364580B2 (ja) * 2007-08-22 2013-12-11 株式会社カネカ 還元型補酵素q10の製造方法、ならびに、その安定化方法
JP2015131766A (ja) 2012-04-27 2015-07-23 株式会社カネカ 還元型補酵素q10の製造方法
WO2014188861A1 (ja) 2013-05-20 2014-11-27 ユーハ味覚糖株式会社 ユビキノール高含有ゲル状組成物
RU2535928C1 (ru) * 2013-05-31 2014-12-20 Закрытое акционерное общество "Научно-производственное объединение "ДОМ ФАРМАЦИИ" Экспрессный способ получения восстановленной формы коэнзима q10 на основе катализаторов для использования в фармацевтических и пищевых композициях
CN106497993B (zh) * 2016-09-05 2021-07-06 广东润和生物科技有限公司 还原型辅酶q10及化妆品
CN106222209B (zh) * 2016-09-05 2020-12-29 米涛(上海)环保科技有限公司 还原型辅酶q10的生产方法
EP3755683A1 (en) * 2018-02-23 2020-12-30 Center for Intelligent Research in Crystal Engineering, S.L. Cocrystals of ubiquinol and compositions comprising them
US11471426B2 (en) 2019-10-16 2022-10-18 American River Nutrition, Llc Compositions comprising quinone and/or quinol and methods of preparations and use thereof
DE102019218240A1 (de) * 2019-11-26 2021-05-27 Beiersdorf Ag Wirkstoffkombinationen aus Ubichinol und Glycerylstearatcitrat und kosmetische oder dermatologische Zubereitungen, solche Wirkstoffkombinationen enthaltend
CN113024362B (zh) 2021-03-10 2022-02-15 中国科学院上海药物研究所 一种辅酶qh与烟酰胺的共晶及其制备方法和用途

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WO1998007417A1 (fr) * 1996-08-16 1998-02-26 Kaneka Corporation Compositions pharmaceutiques contenant de la coenzyme q¿10?
DE19806947A1 (de) 1998-02-19 1999-08-26 Beiersdorf Ag Kosmetische oder dermatologische Wirkstoffkombinationen aus mindestens einer Substanz gewählt aus der Gruppe, bestehend aus Carnitin und den Acylcarnitinen, und mindestens einem Chinon und oder mindestens einem Hydrochinon sowie Zubereitungen mit einem Gehalt an solchen Wirkstoffkombinationen
WO2001052822A1 (en) 2000-01-20 2001-07-26 Chopra Raj K Reduced form of coenzyme q in high bioavailability stable dosage forms and related applications
WO2002090304A1 (fr) * 2001-05-09 2002-11-14 Kaneka Corporation Solution stable de coenzyme q reduite
EP1440962A1 (en) 2001-10-10 2004-07-28 Kaneka Corporation Stabilized compositions of aqueous reduced coenzyme q solution

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TWI237018B (en) 2001-07-13 2005-08-01 Kaneka Corp Method of producing reduced coenzyme Q10 crystals
JP2003119127A (ja) 2001-10-10 2003-04-23 Kanegafuchi Chem Ind Co Ltd 安定な還元型補酵素q製剤

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WO1998007417A1 (fr) * 1996-08-16 1998-02-26 Kaneka Corporation Compositions pharmaceutiques contenant de la coenzyme q¿10?
EP0956854A1 (en) 1996-08-16 1999-11-17 Kaneka Corporation Pharmaceutical composition comprising coenzyme q 10
DE19806947A1 (de) 1998-02-19 1999-08-26 Beiersdorf Ag Kosmetische oder dermatologische Wirkstoffkombinationen aus mindestens einer Substanz gewählt aus der Gruppe, bestehend aus Carnitin und den Acylcarnitinen, und mindestens einem Chinon und oder mindestens einem Hydrochinon sowie Zubereitungen mit einem Gehalt an solchen Wirkstoffkombinationen
WO2001052822A1 (en) 2000-01-20 2001-07-26 Chopra Raj K Reduced form of coenzyme q in high bioavailability stable dosage forms and related applications
WO2002090304A1 (fr) * 2001-05-09 2002-11-14 Kaneka Corporation Solution stable de coenzyme q reduite
EP1440962A1 (en) 2001-10-10 2004-07-28 Kaneka Corporation Stabilized compositions of aqueous reduced coenzyme q solution

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Cited By (36)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7364751B2 (en) 2001-10-10 2008-04-29 Kaneka Corporation Stabilized compositions of aqueous reduced coenzyme Q solution
JP4572073B2 (ja) * 2002-01-18 2010-10-27 株式会社カネカ 還元型補酵素q10を安定化するための方法並びに組成物
JPWO2003062182A1 (ja) * 2002-01-18 2005-05-19 株式会社カネカ 還元型補酵素q▲下10▼を安定化するための方法並びに組成物
US7358402B2 (en) 2003-09-10 2008-04-15 Kaneka Corporation Reduced coenzyme Q10 crystal with excellent stability and composition containing said reduced coenzyme Q10 crystal
US7708990B2 (en) 2004-03-23 2010-05-04 Kaneka Corporation Coenzyme Q compositions persisting in blood
WO2005089740A1 (ja) * 2004-03-23 2005-09-29 Kaneka Corporation 血中持続性補酵素q組成物
JP2006083132A (ja) * 2004-09-17 2006-03-30 Kaneka Corp 還元型ビタミンkの製造方法
JP5021319B2 (ja) * 2004-12-24 2012-09-05 株式会社カネカ 還元型補酵素q10を含有する固形製剤及びその製造方法
WO2006075502A1 (ja) * 2004-12-24 2006-07-20 Kaneka Corporation 還元型補酵素q10を含有する固形製剤及びその製造方法
US8067217B2 (en) 2004-12-28 2011-11-29 Kaneka Corporation Method for preserving reduced coenzyme Q10
JP2007145831A (ja) * 2005-10-31 2007-06-14 Kaneka Corp 還元型補酵素q10を安定化するための方法
US8506956B2 (en) 2005-10-31 2013-08-13 Kaneka Corporation Method for stabilizing reduced coenzyme Q10
KR101376344B1 (ko) 2006-04-28 2014-03-20 가부시키가이샤 가네카 환원형 보효소 q10의 안정화 방법
WO2007126083A1 (ja) 2006-04-28 2007-11-08 Kaneka Corporation 還元型補酵素q10の安定化方法
JP5286081B2 (ja) * 2006-04-28 2013-09-11 株式会社カネカ 還元型補酵素q10の安定化方法
EP3279180A1 (en) 2006-04-28 2018-02-07 Kaneka Corporation Method for stabilization of reduced coenzyme q10
JP5286086B2 (ja) * 2006-09-08 2013-09-11 株式会社カネカ 還元型補酵素q10及びリゾレシチンを含有する組成物
WO2008029909A1 (en) 2006-09-08 2008-03-13 Kaneka Corporation Composition comprising reduced coenzyme q10 and lysolecithin
WO2008129980A1 (ja) * 2007-04-16 2008-10-30 Kaneka Corporation 還元型補酵素q10含有粒子状組成物及びその製造方法
JP5244790B2 (ja) * 2007-04-16 2013-07-24 株式会社カネカ 還元型補酵素q10含有粒子状組成物及びその製造方法
WO2009044852A1 (ja) * 2007-10-05 2009-04-09 Kaneka Corporation 還元型補酵素q10の製造方法
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JPWO2009044852A1 (ja) * 2007-10-05 2011-02-10 株式会社カネカ 還元型補酵素q10の製造方法
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WO2011045934A1 (ja) 2009-10-16 2011-04-21 株式会社カネカ 還元型補酵素q10の製造方法、安定化方法及びそれを含有する組成物
KR20140061350A (ko) 2011-06-24 2014-05-21 가부시키가이샤 가네카 안정성이 우수한 환원형 보효소 q10 결정
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JPWO2015122531A1 (ja) * 2014-02-17 2017-03-30 株式会社カネカ 還元型補酵素q10を含有する組成物
CN106117033A (zh) * 2016-06-23 2016-11-16 浙江大学 一种同时分离制备高纯度辅酶q10和还原型辅酶q10的工艺
CN106146278A (zh) * 2016-06-23 2016-11-23 浙江大学 一种从菌渣中提取分离辅酶q10的工艺
CN106146278B (zh) * 2016-06-23 2018-12-25 浙江大学 一种从菌渣中提取分离辅酶q10的工艺
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