KR102270124B1 - (s,s)-세코이소라리시레시놀 디글루코사이드 및 (r,r)-세코이소라리시레시놀 디글루코사이드의 제조 - Google Patents

(s,s)-세코이소라리시레시놀 디글루코사이드 및 (r,r)-세코이소라리시레시놀 디글루코사이드의 제조 Download PDF

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KR102270124B1
KR102270124B1 KR1020167000483A KR20167000483A KR102270124B1 KR 102270124 B1 KR102270124 B1 KR 102270124B1 KR 1020167000483 A KR1020167000483 A KR 1020167000483A KR 20167000483 A KR20167000483 A KR 20167000483A KR 102270124 B1 KR102270124 B1 KR 102270124B1
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멜포 크리스토피도-솔로미도
키리아코스 씨. 니콜라우
로만 에이. 발리우린
니콜라스 시몬스
필립 엠. 허레취
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더 트러스티스 오브 더 유니버시티 오브 펜실베니아
더 스크립스 리서치 인스티튜트
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/18—Acyclic radicals, substituted by carbocyclic rings
    • 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
    • A61P17/18—Antioxidants, e.g. antiradicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00—General protective or antinoxious agents
    • A61P39/06—Free radical scavengers or antioxidants
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/303—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by hydrogenation of unsaturated carbon-to-carbon bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/31—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of functional groups containing oxygen only in singly bound form
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00—Processes for the preparation of sugar derivatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20—Carbocyclic rings
    • C07H15/203—Monocyclic carbocyclic rings other than cyclohexane rings; Bicyclic carbocyclic ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

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  • Bioinformatics & Cheminformatics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Saccharide Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Steroid Compounds (AREA)
KR1020167000483A 2013-06-10 2014-06-10 (s,s)-세코이소라리시레시놀 디글루코사이드 및 (r,r)-세코이소라리시레시놀 디글루코사이드의 제조 Active KR102270124B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201361833258P 2013-06-10 2013-06-10
US61/833,258 2013-06-10
PCT/US2014/041636 WO2014200964A1 (en) 2013-06-10 2014-06-10 Preparation of (s,s)-secoisolariciresinol diglucoside and (r,r)-secoisolariciresinol diglucoside

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KR20160023770A KR20160023770A (ko) 2016-03-03
KR102270124B1 true KR102270124B1 (ko) 2021-06-25

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US (2) US10030040B2 (https=)
EP (2) EP3488697A1 (https=)
JP (3) JP6321788B2 (https=)
KR (1) KR102270124B1 (https=)
CN (2) CN107955046A (https=)
AU (1) AU2014278362B2 (https=)
CA (1) CA2920346A1 (https=)
CY (1) CY1120759T1 (https=)
DK (1) DK3007557T3 (https=)
ES (1) ES2691845T3 (https=)
HR (1) HRP20181663T1 (https=)
HU (1) HUE040022T2 (https=)
IL (2) IL243029B (https=)
LT (1) LT3007557T (https=)
PL (1) PL3007557T3 (https=)
PT (1) PT3007557T (https=)
RS (1) RS57846B1 (https=)
SI (1) SI3007557T1 (https=)
SM (1) SMT201800575T1 (https=)
TR (1) TR201815423T4 (https=)
WO (1) WO2014200964A1 (https=)

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Publication number Priority date Publication date Assignee Title
RS57846B1 (sr) 2013-06-10 2018-12-31 Univ Pennsylvania Dobijanje (s,s)-sekoizolaricirezinol diglukozida i (r,r)-sekoizolaricirezinol diglukozida
AU2015266614A1 (en) * 2014-05-30 2016-12-15 The Trustees Of The University Of Pennsylvania Use of secoisolariciresinol diglucosides (SDGs) and related compounds for protection against radiation and chemical damage
US11197876B2 (en) 2014-05-30 2021-12-14 The Trusiees Of The University Of Pennsylvania Effects of LGM2605 on a primate model of asthma
US20170258821A1 (en) 2014-05-30 2017-09-14 The Trustees Of The University Of Pennsylvania USE OF SECOISOLARICIRESINOL DIGLUCOSIDES (SDGs) AND RELATED COMPOUNDS FOR PROTECTION AGAINST RADIATION AND CHEMICAL DAMAGE
AU2016315952A1 (en) * 2015-09-01 2018-04-05 The Trustees Of The University Of Pennsylvania Use of secoisolariciresinol diglucosides (SDGs) and related compounds for protection against radiation damage
ES2969209T3 (es) 2016-06-07 2024-05-17 Univ Pennsylvania Composiciones y métodos para proteger órganos de lesiones por isquemia/reperfusión asociadas con el trasplante
JP2020523394A (ja) 2017-06-12 2020-08-06 リグナメッド・エルエルシーＬｉｇｎａｍｅｄ，Ｌｌｃ （ｓ，ｓ）−セコイソラリシレシノールジグルコシド及び（ｒ，ｒ）−セコイソラリシレシノールジグルコシドの製造方法
CN110283218A (zh) * 2019-06-24 2019-09-27 暨南大学 提高木酚素油溶性的改性方法
CN111233944B (zh) * 2020-03-25 2023-02-28 宝鸡市辰光生物科技有限公司 一种同时制备分离四种木脂素类成分的高效液相方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20030060420A1 (en) 2001-09-14 2003-03-27 Rick Heintzman Process for extraction and stabilization of phytoestrogens from flaxseed and product therefrom
US20040030108A1 (en) 2001-01-22 2004-02-12 Juha-Matti Pihlava Process for isolating and purifying secoisolariciresinol diglcoside (sdg) from flaxseed
JP2010057367A (ja) 2008-09-01 2010-03-18 Nitto Boseki Co Ltd 魚肉の褐変防止剤および褐変防止方法
US20130203688A1 (en) 2010-08-20 2013-08-08 Fédération Des Producteurs Acéri-Coles Du Québec Sugar plant derived by-products and methods of production thereof

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JP3065925B2 (ja) * 1996-01-30 2000-07-17 日清製油株式会社 活性酸素種消去剤及び退色防止剤
AU3760699A (en) * 1998-04-24 1999-11-16 Washington State University Research Foundation Recombinant secoisolariciresinol dehydrogenase, and methods of use
DE60333353D1 (de) 2002-04-02 2010-08-26 Lignan Res Llc Verfahren zur wiedergewinnung von secoisolariciresinol diglycosid aus entfetteten flachs-saatgut
JP2006347978A (ja) * 2005-06-17 2006-12-28 Nippon Flour Mills Co Ltd 抗肥満剤及びこれを含む食品並びにペットフード
JP2007308469A (ja) * 2005-11-11 2007-11-29 Nippon Flour Mills Co Ltd リグナンを有効成分とする男性用抗肥満剤
CN100395253C (zh) * 2006-05-12 2008-06-18 中国科学院山西煤炭化学研究所 一种由亚麻籽制备开环异落叶松树脂酚二葡萄糖苷的方法
CN101117641B (zh) * 2007-07-27 2011-05-11 大连医诺生物有限公司 开环异落叶松树脂酚二葡萄糖苷的制备方法
CN102050848A (zh) * 2009-11-01 2011-05-11 桂林莱茵生物科技股份有限公司 一种亚麻木酚素的制备方法
ES2362065B1 (es) * 2009-12-15 2012-05-18 Consejo Superior De Investigaciones Cient�?Ficas (Csic) Compuestos con actividad antiinflamatoria.
CN102558252A (zh) 2010-12-31 2012-07-11 西安天一生物技术有限公司 一种亚麻木酚素的生产工艺
RS57846B1 (sr) * 2013-06-10 2018-12-31 Univ Pennsylvania Dobijanje (s,s)-sekoizolaricirezinol diglukozida i (r,r)-sekoizolaricirezinol diglukozida

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040030108A1 (en) 2001-01-22 2004-02-12 Juha-Matti Pihlava Process for isolating and purifying secoisolariciresinol diglcoside (sdg) from flaxseed
US20030060420A1 (en) 2001-09-14 2003-03-27 Rick Heintzman Process for extraction and stabilization of phytoestrogens from flaxseed and product therefrom
JP2010057367A (ja) 2008-09-01 2010-03-18 Nitto Boseki Co Ltd 魚肉の褐変防止剤および褐変防止方法
US20130203688A1 (en) 2010-08-20 2013-08-08 Fédération Des Producteurs Acéri-Coles Du Québec Sugar plant derived by-products and methods of production thereof

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HRP20181663T1 (hr) 2018-12-14
US10870670B2 (en) 2020-12-22
EP3007557A1 (en) 2016-04-20
ES2691845T3 (es) 2018-11-28
EP3007557B1 (en) 2018-07-18
WO2014200964A1 (en) 2014-12-18
HK1223792A1 (zh) 2017-08-11
IL269622A (en) 2019-11-28
PL3007557T3 (pl) 2019-04-30
US10030040B2 (en) 2018-07-24
HUE040022T2 (hu) 2019-02-28
IL243029B (en) 2019-09-26
LT3007557T (lt) 2018-11-12
SMT201800575T1 (it) 2019-01-11
PT3007557T (pt) 2018-11-09
CN107955046A (zh) 2018-04-24
DK3007557T3 (en) 2018-11-05
JP2018111721A (ja) 2018-07-19
AU2014278362A1 (en) 2016-02-04
JP2019147803A (ja) 2019-09-05
JP6785335B2 (ja) 2020-11-18
AU2014278362B2 (en) 2017-07-13
CY1120759T1 (el) 2019-12-11
TR201815423T4 (tr) 2018-11-21
CN105705018A (zh) 2016-06-22
RS57846B1 (sr) 2018-12-31
US20190062363A1 (en) 2019-02-28
KR20160023770A (ko) 2016-03-03
JP2016521748A (ja) 2016-07-25
JP6513853B2 (ja) 2019-05-15
CA2920346A1 (en) 2014-12-18
CN105705018B (zh) 2018-01-12
EP3007557A4 (en) 2017-01-18
US20160137682A1 (en) 2016-05-19
JP6321788B2 (ja) 2018-05-09
SI3007557T1 (sl) 2018-12-31
EP3488697A1 (en) 2019-05-29

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