CA2833780C - Prenylated hydroxystilbenes - Google Patents

Prenylated hydroxystilbenes Download PDF

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Publication number
CA2833780C
CA2833780C CA2833780A CA2833780A CA2833780C CA 2833780 C CA2833780 C CA 2833780C CA 2833780 A CA2833780 A CA 2833780A CA 2833780 A CA2833780 A CA 2833780A CA 2833780 C CA2833780 C CA 2833780C
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och
chch
chc
ch2ch
och2ch
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CA2833780A
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English (en)
French (fr)
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CA2833780A1 (en
Inventor
Colin Charles Duke
Van Hoan Tran
Rujee Kyokajee DUKE
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.)
Kynan Duke IP LLC
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The University of Sydney
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Priority claimed from AU2011901663A external-priority patent/AU2011901663A0/en
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/205—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic, containing only six-membered aromatic rings as cyclic parts with unsaturation outside the rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/235—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring and to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C43/253—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring and to a carbon atom of a ring other than a six-membered aromatic ring containing hydroxy or O-metal groups
    • 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
    • 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
    • A61K31/02—Halogenated hydrocarbons
    • A61K31/025—Halogenated hydrocarbons carbocyclic
    • A61K31/03—Halogenated hydrocarbons carbocyclic aromatic
    • 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
    • A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
    • A61K31/05—Phenols
    • 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
    • A61K31/075—Ethers or acetals
    • A61K31/085—Ethers or acetals having an ether linkage to aromatic ring nuclear carbon
    • A61K31/09—Ethers or acetals having an ether linkage to aromatic ring nuclear carbon having two or more such linkages
    • 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
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/10—Antimycotics
    • 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
    • A61P35/02—Antineoplastic agents specific for leukemia
    • 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
    • A61P37/02—Immunomodulators
    • A61P37/04—Immunostimulants
    • 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
    • A61P37/02—Immunomodulators
    • A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/01—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis
    • C07C37/055—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis the substituted group being bound to oxygen, e.g. ether group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/205—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic, containing only six-membered aromatic rings as cyclic parts with unsaturation outside the rings
    • C07C39/21—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic, containing only six-membered aromatic rings as cyclic parts with unsaturation outside the rings with at least one hydroxy group on a non-condensed ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/205—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic, containing only six-membered aromatic rings as cyclic parts with unsaturation outside the rings
    • C07C39/21—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic, containing only six-membered aromatic rings as cyclic parts with unsaturation outside the rings with at least one hydroxy group on a non-condensed ring
    • C07C39/215—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic, containing only six-membered aromatic rings as cyclic parts with unsaturation outside the rings with at least one hydroxy group on a non-condensed ring containing, e.g. diethylstilbestrol
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/28—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/293—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/28—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/297—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Immunology (AREA)
  • Oncology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Communicable Diseases (AREA)
  • Epidemiology (AREA)
  • Hematology (AREA)
  • Transplantation (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Dermatology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Medicines Containing Material From Animals Or Micro-Organisms (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
CA2833780A 2011-05-04 2012-05-04 Prenylated hydroxystilbenes Active CA2833780C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
AU2011901663 2011-05-04
AU2011901663A AU2011901663A0 (en) 2011-05-04 Prenylated Hydroxystilbenes
PCT/AU2012/000482 WO2012149608A1 (en) 2011-05-04 2012-05-04 Prenylated hydroxystilbenes

Publications (2)

Publication Number Publication Date
CA2833780A1 CA2833780A1 (en) 2012-11-08
CA2833780C true CA2833780C (en) 2020-10-06

Family

ID=47107689

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2833780A Active CA2833780C (en) 2011-05-04 2012-05-04 Prenylated hydroxystilbenes

Country Status (13)

Country Link
US (4) US10196335B2 (enExample)
EP (1) EP2709975B1 (enExample)
JP (2) JP6297485B2 (enExample)
KR (1) KR101907716B1 (enExample)
CN (2) CN107266297B (enExample)
AU (1) AU2012250497C1 (enExample)
CA (1) CA2833780C (enExample)
DK (1) DK2709975T3 (enExample)
ES (1) ES2909403T3 (enExample)
IL (1) IL229204A (enExample)
PT (1) PT2709975T (enExample)
SG (2) SG194582A1 (enExample)
WO (1) WO2012149608A1 (enExample)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SG194582A1 (en) * 2011-05-04 2013-12-30 Univ Sydney Prenylated hydroxystilbenes
US9642829B2 (en) * 2012-12-04 2017-05-09 The University Of Hong Kong Antifungal compound and uses thereof
FR3030511B1 (fr) * 2014-12-22 2018-04-06 L'oreal Composes 1-phenyl (3,4,5-trisubstitues), 2-phenyl (3,5-disubstitues) ethylene et leur utilisation.
FR3030508B1 (fr) * 2014-12-22 2017-06-23 Oreal Composes 1-phenyl (3,4-disubstitues) 2-phenyl (3,5-disubstitues) ethylene et leur utilisation
FR3030510B1 (fr) 2014-12-22 2017-02-03 Oreal Composes 1-phenyl (3,4-disubstitues), 2-phenyl (3,4-disubstitues) ethane et leur utilisation
CN109952095B (zh) * 2016-09-07 2022-05-03 凯楠公爵Ip有限责任公司 细齿烷二萜类的药物用途
CN110183414B (zh) * 2019-07-25 2019-10-25 江西中医药大学 二色波罗蜜中的一种异戊烯基二苯乙烯及其在制备治疗炎症性疾病药物中的用途
CN110183311B (zh) * 2019-07-25 2019-10-29 江西中医药大学 一种异戊烯基芪及其在制备治疗炎症性疾病药物中的用途
IL294179B2 (en) * 2019-12-23 2026-04-01 Kynan Duke Ip Llc Modified hydroxystilbene compounds, their derivatives, method for their preparation and use.
CN111579682A (zh) * 2020-05-29 2020-08-25 山东师范大学 一种针对不同蜂胶产品差异性代谢物的分析方法及其应用
CN114573430B (zh) * 2022-03-10 2022-09-06 中国科学院华南植物园 一种甘草抗炎物质及其制备方法
JP7614652B2 (ja) * 2022-08-12 2025-01-16 株式会社山田養蜂場本社 ステロイド－５α－リダクターゼ阻害剤
JP7849021B2 (ja) * 2022-09-14 2026-04-21 株式会社山田養蜂場本社 Ｓｉｒｔ１活性化剤
WO2024249297A2 (en) * 2023-05-26 2024-12-05 Cambium Biomaterials, Inc. Polymeric compositions with prenylated stilbenes

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0717859A (ja) 1993-06-30 1995-01-20 Tsumura & Co アラキドン酸代謝異常疾患治療剤
KR20030011980A (ko) 2001-07-23 2003-02-12 주식회사 태평양 스틸벤 유도체를 유효성분으로 포함하는 과색소 침착치료용 의약 조성물
WO2003009807A2 (en) 2001-07-23 2003-02-06 Galileo Laboratories, Inc. Cytoprotective compounds, pharmaceutical and cosmetic formulations, and methods
WO2003010121A1 (en) 2001-07-23 2003-02-06 Pacific Corporation Stilbene derivatives, a method for preparation thereof, and its use
US6737439B2 (en) 2001-08-07 2004-05-18 The Board Of Trustees Of The University Of Illinois Aromatase inhibitors from Broussonetia papyrifera
CN100342862C (zh) * 2003-06-27 2007-10-17 中国医学科学院药物研究所 白藜芦醇低聚茋类化合物及其制法和其药物组合物与用途
GB2411353A (en) 2004-02-25 2005-08-31 Univ Hertfordshire Resveratrol Analogues
CN1331856C (zh) * 2005-08-05 2007-08-15 大连理工大学 多羟基茋类化合物的制备和抑制sars病毒药物的用途
US7781580B2 (en) * 2007-04-23 2010-08-24 Virginia Commonwealth University Stilbene derivatives as new cancer therapeutic agents
CN100503539C (zh) * 2007-06-14 2009-06-24 复旦大学 一种具有抗肿瘤活性的二苯乙烯类化合物及其制备方法
WO2009012910A1 (en) 2007-07-20 2009-01-29 Universita'degli Studi Di Milano Biologically-active stilbene derivatives and compositions thereof
JP2012503595A (ja) * 2008-07-28 2012-02-09 シダンスク ユニバーシティ 代謝病の治療用の化合物
US20130310611A1 (en) * 2010-10-28 2013-11-21 Uha Mikakuto Co., Ltd. Process for production of phenolic polymerizable compound having physiological activity
US9340477B2 (en) * 2010-11-26 2016-05-17 Uha Mikakuto Co., Ltd. Process for production of hydroxystilbene derivative having physiological activity
SG194582A1 (en) * 2011-05-04 2013-12-30 Univ Sydney Prenylated hydroxystilbenes
JP7017859B2 (ja) 2017-03-21 2022-02-09 日鉄鋼板株式会社 建築パネル

Also Published As

Publication number Publication date
EP2709975A4 (en) 2014-12-17
ES2909403T3 (es) 2022-05-06
WO2012149608A1 (en) 2012-11-08
SG10201603776RA (en) 2016-07-28
AU2012250497B2 (en) 2016-04-14
AU2012250497A1 (en) 2013-11-28
NZ616960A (en) 2016-01-29
US20150307429A1 (en) 2015-10-29
JP6461398B2 (ja) 2019-01-30
AU2012250497C1 (en) 2016-09-29
CN107266297A (zh) 2017-10-20
US20220380285A1 (en) 2022-12-01
US20190194105A1 (en) 2019-06-27
IL229204A (en) 2016-11-30
DK2709975T3 (da) 2022-03-21
WO2012149608A8 (en) 2013-11-14
JP6297485B2 (ja) 2018-03-20
KR101907716B1 (ko) 2018-10-12
IL229204A0 (en) 2014-01-30
KR20140043369A (ko) 2014-04-09
US11352310B2 (en) 2022-06-07
CN107266297B (zh) 2020-10-16
US11634375B2 (en) 2023-04-25
EP2709975A1 (en) 2014-03-26
EP2709975B1 (en) 2022-01-12
JP2018127454A (ja) 2018-08-16
SG194582A1 (en) 2013-12-30
CN103649031A (zh) 2014-03-19
US10696615B2 (en) 2020-06-30
PT2709975T (pt) 2022-03-31
US20200331833A1 (en) 2020-10-22
US10196335B2 (en) 2019-02-05
CA2833780A1 (en) 2012-11-08
JP2014519488A (ja) 2014-08-14

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