AU2017359593B2 - Precursor compounds for providing retinoids of the vitamin A5 pathway and uses thereof - Google Patents

Precursor compounds for providing retinoids of the vitamin A5 pathway and uses thereof Download PDF

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AU2017359593B2
AU2017359593B2 AU2017359593A AU2017359593A AU2017359593B2 AU 2017359593 B2 AU2017359593 B2 AU 2017359593B2 AU 2017359593 A AU2017359593 A AU 2017359593A AU 2017359593 A AU2017359593 A AU 2017359593A AU 2017359593 B2 AU2017359593 B2 AU 2017359593B2
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cis
compound
rxr
9cbc
nutraceutical composition
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AU2017359593A1 (en
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Angel R. DE LERA
Wojciech KREZEL
Ralph RÜHL
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Universidade de Vigo
Universite de Strasbourg
Debreceni Egyetem
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Universidade de Vigo
Universite de Strasbourg
Of Debrecen, University of
Debreceni Egyetem
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/20Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by carboxyl groups or halides, anhydrides, or (thio)esters thereof
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/15Vitamins
    • A23L33/155Vitamins A or D
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/045Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
    • A61K31/07Retinol compounds, e.g. vitamin A
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/14Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16Anti-Parkinson drugs
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/18Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/22Anxiolytics
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/24Antidepressants
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    • 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
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    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/02Nutrients, e.g. vitamins, minerals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61P39/00General protective or antinoxious agents
    • A61P39/06Free radical scavengers or antioxidants
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    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/02Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains containing only carbon and hydrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/06Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms
    • C07C403/08Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms by hydroxy groups
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/06Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms
    • C07C403/10Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms by etherified hydroxy groups
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/06Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms
    • C07C403/12Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms by esterified hydroxy groups
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/24Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by six-membered non-aromatic rings, e.g. beta-carotene
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23VINDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00Food compositions, function of food ingredients or processes for food or foodstuffs
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    • C07ORGANIC CHEMISTRY
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    • C07B2200/07Optical isomers
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/12Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

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  • Health & Medical Sciences (AREA)
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  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Neurology (AREA)
  • Biomedical Technology (AREA)
  • Neurosurgery (AREA)
  • Psychiatry (AREA)
  • Nutrition Science (AREA)
  • Mycology (AREA)
  • Biochemistry (AREA)
  • Epidemiology (AREA)
  • Polymers & Plastics (AREA)
  • Food Science & Technology (AREA)
  • Hematology (AREA)
  • Psychology (AREA)
  • Obesity (AREA)
  • Diabetes (AREA)
  • Pain & Pain Management (AREA)
  • Hospice & Palliative Care (AREA)
  • Toxicology (AREA)
  • Dermatology (AREA)
  • Immunology (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
AU2017359593A 2016-11-17 2017-11-17 Precursor compounds for providing retinoids of the vitamin A5 pathway and uses thereof Active AU2017359593B2 (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
HUP1600629 2016-11-17
HUP1600629 2016-11-17
HUP1700196 2017-05-05
HUP1700196 2017-05-05
PCT/HU2017/050047 WO2018091937A1 (en) 2016-11-17 2017-11-17 Precursor compounds for providing retinoids of the vitamin a5 pathway and uses thereof

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AU2017359593A1 AU2017359593A1 (en) 2019-07-04
AU2017359593B2 true AU2017359593B2 (en) 2022-03-17

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JP (1) JP7266247B6 (enExample)
CN (2) CN116268424B (enExample)
AU (1) AU2017359593B2 (enExample)
CA (1) CA3082441A1 (enExample)
ES (1) ES2967076T3 (enExample)
HU (1) HUE064808T2 (enExample)
PL (1) PL3541783T3 (enExample)
WO (1) WO2018091937A1 (enExample)

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WO2021038637A1 (ja) * 2019-08-23 2021-03-04 リファインホールディングス株式会社 新規ビタミンa誘導体およびその製造方法
WO2021197890A1 (en) * 2020-03-31 2021-10-07 Dsm Ip Assets B.V. Process for production of vitamin a
US20230338305A1 (en) * 2020-05-06 2023-10-26 Regenall Limited Vitamin a for use in the treatment of traumatic brain injury
CN112522331B (zh) * 2020-12-09 2024-03-22 上海克琴科技有限公司 一种生物酶催化的羟基频哪酮视黄酸酯的合成方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994010140A1 (en) * 1992-10-27 1994-05-11 Natural Carotene Corporation High purity beta-carotene
WO2016181288A1 (en) * 2015-05-08 2016-11-17 University Of Debrecen Stereoselective synthesis of 9-cis.13,14-dihydroretinoic acid and its ethyl esters

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62248495A (ja) 1986-04-23 1987-10-29 Mihama Hisaharu ビタミンaエステルの製法
CA2164291C (en) 1993-06-09 2007-10-30 David John Kyle Methods and pharmaceutical compositions useful for treating neurological disorders
US5508456A (en) 1993-07-30 1996-04-16 Ligand Pharmaceuticals Incorporated 9-cis tritium-labeled retinoids and intermediates, methods for their synthesis and methods for their use in discovering retinoid X receptor ligands
WO1995032946A1 (en) 1994-05-27 1995-12-07 Ligand Pharmaceuticals Incorporated Methods for the synthesis of 9-cis retinoids and their novel intermediates
GB0103998D0 (en) * 2001-02-19 2001-04-04 King S College London Method
US20070148106A1 (en) * 2005-06-15 2007-06-28 Karin Wertz Treatment, prevention, and modulation of aging of the skin
EP1962618A2 (en) * 2005-12-20 2008-09-03 Alcon Research, Ltd. Composition and methods for inhibiting the progression macular degeneration and promoting healthy vision
US20110082218A1 (en) * 2006-06-15 2011-04-07 Karin Wertz Treatment and modulation of gene expression and skin aging
US7566795B2 (en) 2006-10-06 2009-07-28 Eastman Chemical Company Preparation of retinyl esters
CA2774168C (en) 2009-09-15 2021-02-23 Ronald Erwin Boch Pharmaceutical formulations comprising 9-cis-retinyl esters in a lipid vehicle
DK2819667T3 (da) 2012-03-01 2020-03-30 Retinagenix Therapeutics Inc Retinalderivater til anvendelse til forbedring af synsfunktionen
WO2016076454A1 (ko) * 2014-11-10 2016-05-19 한국생명공학연구원 미생물의 배양방법 및 그 배양미생물로부터 9-시스 베타카로틴의 분리 및 정제방법

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994010140A1 (en) * 1992-10-27 1994-05-11 Natural Carotene Corporation High purity beta-carotene
WO2016181288A1 (en) * 2015-05-08 2016-11-17 University Of Debrecen Stereoselective synthesis of 9-cis.13,14-dihydroretinoic acid and its ethyl esters

Non-Patent Citations (6)

* Cited by examiner, † Cited by third party
Title
ÁNGEL R. DE LERA ET AL, "An Endogenous Mammalian Retinoid?X Receptor Ligand, At Last!", CHEMMEDCHEM, (2016-05-06), vol. 11, no. 10, doi:10.1002/cmdc.201600105, ISSN 1860-7179, pages 1027 - 1037 *
Ben-Amotz, A. et al., ‘Bioavailability of a natural isomer mixture compared with synthetic all-trans β-carotene in human serum’, The American Journal of Clinical Nutrition, 1996, Vol. 63, pages 729-734 *
Gaziano, M. J. et al, ‘Discrimination in absorption or transport of β-carotene isomers after oral supplementatikon with either all-trans or 9-cis-β-carotene’, The American Journal of Clinical Nutrition, 1995, Vol 61, pages 1248-1252 *
Harari, A. et al., ‘A 9-cis β-Carotene–Enriched Diet Inhibits Atherogenesis and Fatty Liver Formation in LDL Receptor Knockout Mice’, The Journal of Nutrition, 2008, Vol. 138, pages 1923-1930 *
Harari, A. et al., ‘Supplementation with 9-cis β-carotene-rich alga Dunaliella improves hyperglycemia and adipose tissue inflammation in diabetic mice’, Journal of Applied Phycology, 2013, Vol. 25, pages 687-693 *
Yeum, K-J. et al., ‘Human plasma carotenoid response to the ingstion of controlled diets high in fruits and vegetables’, The American Journal of Clinical Nutrition, 1996, Vol. 64, pages 594-602 *

Also Published As

Publication number Publication date
EP3541783A1 (en) 2019-09-25
JP7266247B2 (ja) 2023-04-28
CN116268424B (zh) 2025-09-02
JP2020513417A (ja) 2020-05-14
PL3541783T3 (pl) 2024-03-04
CN110337430A (zh) 2019-10-15
CA3082441A1 (en) 2018-05-24
HUE064808T2 (hu) 2024-04-28
CN110337430B (zh) 2023-02-03
WO2018091937A4 (en) 2018-07-12
WO2018091937A1 (en) 2018-05-24
EP3541783C0 (en) 2023-09-27
CN116268424A (zh) 2023-06-23
EP3541783B1 (en) 2023-09-27
JP7266247B6 (ja) 2024-02-15
AU2017359593A1 (en) 2019-07-04
ES2967076T3 (es) 2024-04-25

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