CA2554071C - A-type procyanidins useful in the treatment of nitric oxide mediated disorders - Google Patents

A-type procyanidins useful in the treatment of nitric oxide mediated disorders Download PDF

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Publication number
CA2554071C
CA2554071C CA2554071A CA2554071A CA2554071C CA 2554071 C CA2554071 C CA 2554071C CA 2554071 A CA2554071 A CA 2554071A CA 2554071 A CA2554071 A CA 2554071A CA 2554071 C CA2554071 C CA 2554071C
Authority
CA
Canada
Prior art keywords
type
procyanidin
cocoa
derivative
dimer
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.)
Expired - Lifetime
Application number
CA2554071A
Other languages
English (en)
French (fr)
Other versions
CA2554071A1 (en
Inventor
Harold H. Schmitz
Catherine L. Kwik-Uribe
Mark A. Kelm
John F. Hammerstone, Jr.
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.)
Mars Inc
Original Assignee
Mars Inc
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 Mars Inc filed Critical Mars Inc
Publication of CA2554071A1 publication Critical patent/CA2554071A1/en
Application granted granted Critical
Publication of CA2554071C publication Critical patent/CA2554071C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7042Compounds having saccharide radicals and heterocyclic rings
    • A61K31/7048Compounds having saccharide radicals and heterocyclic rings having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin, digitoxin or digoxin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/335Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/35Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
    • A61K31/352Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline 
    • A61K31/3533,4-Dihydrobenzopyrans, e.g. chroman, catechin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00Drugs for disorders of the urinary system
    • A61P13/12Drugs for disorders of the urinary system of the kidneys
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/28Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/04Anorexiants; Antiobesity agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/06Antihyperlipidemics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/08Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/02Non-specific cardiovascular stimulants, e.g. drugs for syncope, antihypotensives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/04Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/12Antihypertensives
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G2200/00COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents
    • A23G2200/04COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents containing vitamins, antibiotics, other medicaments

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Diabetes (AREA)
  • Epidemiology (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Molecular Biology (AREA)
  • Neurosurgery (AREA)
  • Hospice & Palliative Care (AREA)
  • Urology & Nephrology (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Endocrinology (AREA)
  • Psychiatry (AREA)
  • Child & Adolescent Psychology (AREA)
  • Vascular Medicine (AREA)
  • Emergency Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
CA2554071A 2004-01-28 2005-01-28 A-type procyanidins useful in the treatment of nitric oxide mediated disorders Expired - Lifetime CA2554071C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US53968904P 2004-01-28 2004-01-28
US60/539,689 2004-01-28
PCT/US2005/003406 WO2005072726A1 (en) 2004-01-28 2005-01-28 Compositions and methods of use of a-type procyanidins

Publications (2)

Publication Number Publication Date
CA2554071A1 CA2554071A1 (en) 2005-08-11
CA2554071C true CA2554071C (en) 2013-05-07

Family

ID=34826110

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2554071A Expired - Lifetime CA2554071C (en) 2004-01-28 2005-01-28 A-type procyanidins useful in the treatment of nitric oxide mediated disorders

Country Status (8)

Country Link
US (3) US9675630B2 (https=)
EP (1) EP1713467B1 (https=)
JP (1) JP5456955B2 (https=)
CN (1) CN1938015A (https=)
AU (1) AU2005209317B2 (https=)
CA (1) CA2554071C (https=)
IL (1) IL176922A0 (https=)
WO (1) WO2005072726A1 (https=)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040137081A1 (en) * 2003-01-13 2004-07-15 Peter Rohdewald Attaining sexual wellness and health of the sexual vascular system with proanthocyanidins
EP1896041A2 (en) * 2005-06-29 2008-03-12 Mars, Incorporated Treatment of occlusive thrombosis
US7615649B2 (en) 2006-01-26 2009-11-10 Iowa State University Research Foundation, Inc, Synthesis of polycyclic procyanidins
WO2007086847A1 (en) * 2006-01-26 2007-08-02 Iowa State University Research Foundation, Inc. Synthesis of polycyclic procyanidins
US20070207188A1 (en) * 2006-02-16 2007-09-06 Miller Debra L Cocoa products and methods of treating cardiovascular conditions with sugar-free cocoa
GB0719545D0 (en) * 2007-10-08 2007-11-14 Barry Callebaut Ag Novel use of cocoa extract
GB0719544D0 (en) * 2007-10-08 2007-11-14 Barry Callebaut Ag Cocoa extract and use thereof
GB0719542D0 (en) * 2007-10-08 2007-11-14 Barry Callebaut Ag Use of cocoa extract
ES2311403B1 (es) 2007-06-12 2010-01-12 Consejo Superior De Investigaciones Cientificas Extractos fenolicos de piel de almendra conteniendo procianidinas, propelargonidinas y prodelfinidinas, y su procedimiento de obtencion.
DE102009005201A1 (de) * 2009-01-20 2010-07-22 Universität Rostock Verwendung von Polyphenol-haltigen Pflanzenextrakten zur Behandlung von Adipositas und Diabetes mellitus Typ 2
JP5462491B2 (ja) * 2009-01-21 2014-04-02 株式会社 エフェクト プロアントシアニジン三量体
JP5459699B2 (ja) * 2009-03-27 2014-04-02 キッコーマン株式会社 クランベリー抽出物及びその製造方法
EA026079B1 (ru) * 2011-05-27 2017-02-28 Унилевер Н.В. Противовоспалительная композиция
US9861610B2 (en) 2011-08-01 2018-01-09 Akay Flavours & Aromatics Pvt Ltd. Process for selective extraction of bioactive and bioavailable cinnamon polyphenols and procyanidin oligomers and a stable composition thereof
EP2829277A1 (en) * 2013-07-26 2015-01-28 Natac Biotech, S.L. Use of a-type proanthocyanidins in treating a mineralocorticoid receptor related disease
US9682112B2 (en) 2013-08-05 2017-06-20 Akay Flavours & Aromatics PVT. LTD Ultrasound-assisted continuous extraction for complete fragmentation of cocoa beans into fractions
CN104130268A (zh) * 2014-08-12 2014-11-05 内蒙古大学 A型原花青素二聚物与丙酮缩合物的结构、制备及生物活性
US10913748B2 (en) * 2018-11-04 2021-02-09 Coeurative, Inc. Compounds useful for treating cardiovascular diseases

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8518289D0 (en) * 1985-07-19 1985-08-29 Inverni Della Beffa Spa Obtaining proanthocyanidine a2
IT1270999B (it) 1994-07-26 1997-05-26 Indena Spa Formulazioni a base di cumarine e loro uso in campo farmaceutico e cosmetico
US5554645A (en) * 1994-10-03 1996-09-10 Mars, Incorporated Antineoplastic cocoa extracts and methods for making and using the same
US6297273B1 (en) 1996-04-02 2001-10-02 Mars, Inc. Use of cocoa solids having high cocoa polyphenol content in tabletting compositions and capsule filling compositions
WO1997036497A2 (en) 1996-04-02 1997-10-09 Mars, Incorporated Cocoa extract compounds and methods for making and using the same
US6015913A (en) 1996-09-06 2000-01-18 Mars, Incorporated Method for producing fat and/or solids from cocoa beans
EP1014969B1 (en) * 1997-09-09 2008-11-12 Rutgers, The State University of New Jersey Plant proanthocyanidin extract effective at inhibiting adherence of bacteria with p-type fimbriae to surfaces
JP2975997B2 (ja) * 1998-03-04 1999-11-10 工業技術院長 プロアントシアニジンaおよびその誘導体
JP2002505864A (ja) * 1998-03-12 2002-02-26 マーズ インコーポレーテッド 窒素酸化物の生成を促進するためにポリフェノールおよびl−アルギニンを含有する製品
US6805883B2 (en) * 1998-03-12 2004-10-19 Mars, Incorporated Food products containing polyphenol(s) and L-arginine to stimulate nitric oxide
IT1304183B1 (it) * 1998-12-18 2001-03-08 Indena Spa Complessi di proantocianidina a2 con fosfolipidi come agentiantiaterosclerotici.
EP1274319B1 (en) * 2000-04-14 2009-08-12 Mars, Incorporated Compositions and methods for improving vascular health
JP2003252780A (ja) 2002-02-26 2003-09-10 Hiroshige Himawari アポトーシス誘導剤
JP2003252745A (ja) 2002-02-28 2003-09-10 Shiseido Co Ltd マトリックスメタロプロテアーゼ(MMPs)阻害剤
CA2507704A1 (en) * 2002-12-02 2004-06-17 Mars, Incorporated Flavanols and procyanidins promote homeostasis

Also Published As

Publication number Publication date
EP1713467A1 (en) 2006-10-25
AU2005209317A1 (en) 2005-08-11
CN1938015A (zh) 2007-03-28
JP2007519750A (ja) 2007-07-19
CA2554071A1 (en) 2005-08-11
WO2005072726A1 (en) 2005-08-11
US20170348339A1 (en) 2017-12-07
US9675630B2 (en) 2017-06-13
US20190269715A1 (en) 2019-09-05
JP5456955B2 (ja) 2014-04-02
AU2005209317B2 (en) 2011-07-07
IL176922A0 (en) 2008-03-20
EP1713467A4 (en) 2009-06-24
EP1713467B1 (en) 2012-08-01
US20050164956A1 (en) 2005-07-28

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