Title:
COPPER NANOCLUSTERS, COMPOSITION COMPRISING THE SAME, AND TREATMENT OF NEURODEGENERATIVE DISEASES
Document Type and Number:
WIPO Patent Application WO/2020/147267
Kind Code:
A1
Abstract:
Treatment of neurodegenerative diseases with copper nanoclusters (CuNCs), where the neurodegenerative diseases include Alzheimer's disease (AD), Parkinson's disease (PD), Huntington's disease (HD), amyotrophic lateral sclerosis (ALS), spinocerebellar ataxia (SCA), and glaucoma.
Inventors:
SUN TAOLEI (CN)
CHANG BAISONG (CN)
CHANG BAISONG (CN)
Application Number:
PCT/CN2019/093451
Publication Date:
July 23, 2020
Filing Date:
June 28, 2019
Export Citation:
Assignee:
WUHAN VAST CONDUCT SCIENCE FOUND CO LTD (CN)
International Classes:
A61K47/69; A61K33/34; A61K47/54; A61K47/60; A61K47/64; A61P25/14; A61P25/16
Domestic Patent References:
| WO2018024111A1 | 2018-02-08 | |||
| WO2018095429A1 | 2018-05-31 |
Foreign References:
| CN109939243A | 2019-06-28 | |||
| CN107693538A | 2018-02-16 | |||
| US20180271904A1 | 2018-09-27 | |||
| CN104458050A | 2015-03-25 | |||
| CN105834444A | 2016-08-10 |
Other References:
ZOU，JIN : "Copper and neurodegenerative diseases.", CHEMISTRY OF LIFE, vol. 22, no. 06, 31 December 2002 (2002-12-31), pages 547 - 550, XP009521960, ISSN: 1000-1336
LI，TING, LI PAN-PAN, XIAO HUI, YANG CHAN, HUANG SI-YING, HE JING-LIN*, CAO ZHONG*: "Recent research in synthesis and application of copper nanoclusters", CHEMICAL SENSORS, vol. 36, no. 01, 31 March 2016 (2016-03-31), pages 17 - 26, XP009521957, ISSN: 1008-2298
ZHICHAO LIU, XIA JING, SANJUN ZHANG,YANG TIAN: "A Copper Nanocluster-Based Fluorescent Probe for Real-Time Imaging and Ratiometric Biosensing of Calcium Ions in Neurons.", ANALYTICAL CHEMISTRY, vol. 91, no. 3, 8 January 2019 (2019-01-08), USA, pages 2488 - 2497, XP055718543, ISSN: 1520-6882, DOI: 10.1021/acs.analchem.8b05360
HAO CHANGLONG ET AL.: "Chiral Molecule-mediated Porous Cu x O Nanoparticle Clusters with Antioxidation Activity for Ameliorating Parkinson's Disease", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 141, no. 2, pages 1091 - 1099, XP055881435, Retrieved from the Internet DOI: 10.1021/jacs.8b11856
UTTAM MANNA ET AL.: "Layer-by-Layer Self-Assembly of Modified Hyaluronic Acid/Chitosan Based on Hydrogen Bonding", BIOMACROMOLECULES, US, vol. 10, no. 9, 14 September 2009 (2009-09-14), pages 2632 - 2639, XP055718708, ISSN: 1525-7797, DOI: 10.1021/bm9005535
BORGHEI Y ET AL.: "Novel Fluorometric Assay for Detection of Cysteine as a Reducing Agent and Template in Formation of Copper Nanoclusters", JOURNAL OF FLUORESCENCE, vol. 27, 2016, pages 529 - 536, XP036181324, DOI: 10.1007/s10895-016-1980-3
GUANBIN GAO ET AL.: "Gold nanoclusters for Parkinson's disease treatment", BIOMATERIALS, AMSTERDAM, NL, vol. 194, 13 December 2018 (2018-12-13)
HUNG LIN ET AL.: "The hypoxia imaging agent CuII(atsm) is neuroprotective and improves motor and cognitive functions in multiple animal models of Parkinson's disease in", JOURNAL OF EXPERIMENTAL MEDICINE, vol. 209, no. 4, pages 837 - 854, XP055881335, Retrieved from the Internet DOI: 10.1084/jem.20112285
AL SHAHRANI M ET AL.: "Oxidative Stress: Mechanistic Insights into Inherited Mitochondrial Disorders and Parkinson's Disease", J. CLIN. MED, vol. 6, 2017, pages 100
CHEIGNON C ET AL.: "Oxidative stress and the amyloid beta peptide in Alzheimer's disease", REDOX BIOLOGY, vol. 14, 2018, pages 450 - 464
DUDZIK CG ET AL.: "Coordination features and affinity of the Cu2+ site in the a-synuclein protein of Parkinson's disease", BIOCHEMISTRY, vol. 50, 2011, pages 1771 - 7
GIAMPIETRO R ET AL.: "The Pivotal Role of Copper in Neurodegeneration: A New Strategy for the Therapy of Neurodegenerative Disorders", MOL. PHARMACEUTICS, vol. 15, 2018, pages 808 - 820
JIN R ET AL.: "Atomically Precise Colloidal Metal Nanoclusters and Nanoparticles: Fundamentals and Opportunities", CHEM. REV., vol. 116, 2016, pages 10346 - 10413
KIM GH ET AL.: "The Role of Oxidative Stress in Neurodegenerative Diseases", EXP NEUROBIOL, vol. 24, no. 4, 2015, pages 325 - 340
KOZLOWSKI H ET AL.: "Copper, zinc and iron in neurodegenerative diseases (Alzheimer's, Parkinson's and prion diseases", COORDINATION CHEMISTRY REVIEWS, vol. 256, 2012, pages 2129 - 2141, XP028411288, DOI: 10.1016/j.ccr.2012.03.013
LIU Z ET AL.: "Oxidative Stress in Neurodegenerative Diseases: From Molecular Mechanisms to Clinical Applications", OXIDATIVE MEDICINE AND CELLULAR LONGEVITY, 2017
LIU X ET AL.: "Atomically Precise Copper Nanoclusters and Their Applications", COORD. CHEM. REV., vol. 359, 2018, pages 112 - 126, XP055880202, DOI: 10.1016/j.ccr.2018.01.001
MANNA U ET AL.: "Layer-by-layer self-assembly of modified hyaluronic acid/chitosan based on hydrogen bonding", BIOMACROMOLECULES, vol. 10, 2009, pages 2632 - 9, XP055718708, DOI: 10.1021/bm9005535
MCLEARY FA ET AL.: "Dexamethasone Inhibits Copper-Induced Alpha-Synuclein Aggregation by a Metallothionein-Dependent Mechanism", NEUROTOX RES, vol. 33, 2018, pages 229 - 238, XP036413860, DOI: 10.1007/s12640-017-9825-7
SINGH A ET AL.: "Oxidative Stress: A Key Modulator in Neurodegenerative Diseases", MOLECULES, vol. 24, 2019, pages 1583
TRISTAN-LOPEZ L ET AL.: "Copper and Copper Proteins in Parkinson's Disease", OXIDATIVE MEDICINE AND CELLULAR LONGEVITY, 2014
YANG D ET AL.: "Poly(thymine)-Templated Selective Formation of Copper Nanoparticles for Alkaline Phosphatase Analysis Aided by Alkyne-Azide Cycloaddition ''Click'' Reaction", ACS APPL. NANO MATER, vol. 1, 2018, pages 168 - 174, XP055621160, DOI: 10.1021/acsanm.7b00078
YAO Q ET AL.: "Toward Total Synthesis of Thiolate-Protected Metal Nanoclusters", ACC. CHEM. RES., vol. 51, 2018, pages 1338 - 1348
HAO C ET AL.: "Chiral Molecule-mediated Porous CuxO Nanoparticle Clusters with Antioxidation Activity for Ameliorating Parkinson's Disease", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 141, 2018, pages 1091 - 1099, XP055881435, DOI: 10.1021/jacs.8b11856
MANNA U ET AL.: "Lay-by-Layer Self-Assembly of Modified Hyaluronic Acid/Chitosan Based on Hydrogen Bonding", BIOMACROMOLECULES, vol. 10, 2009, pages 2632 - 2639, XP055718708, DOI: 10.1021/bm9005535
GAO G ET AL.: "Gold Nanoclusters for Parkinson's Disease Treatment", BIOMATERIALS, vol. 194, 2019, pages 36 - 46, XP055689788, DOI: 10.1016/j.biomaterials.2018.12.013
HUNG L ET AL.: "The Hypoxia Imaging Agent Cull(atsm) is Neuroprotective and Improves Motor and Cognitive Functions in Multiple Animal Models of Parkinson's Disease", JOURNAL OF EXPERIMENTAL MEDICINE, vol. 209, 2012, pages 837 - 854
See also references of EP 3886917A4
LI，TING, LI PAN-PAN, XIAO HUI, YANG CHAN, HUANG SI-YING, HE JING-LIN*, CAO ZHONG*: "Recent research in synthesis and application of copper nanoclusters", CHEMICAL SENSORS, vol. 36, no. 01, 31 March 2016 (2016-03-31), pages 17 - 26, XP009521957, ISSN: 1008-2298
ZHICHAO LIU, XIA JING, SANJUN ZHANG,YANG TIAN: "A Copper Nanocluster-Based Fluorescent Probe for Real-Time Imaging and Ratiometric Biosensing of Calcium Ions in Neurons.", ANALYTICAL CHEMISTRY, vol. 91, no. 3, 8 January 2019 (2019-01-08), USA, pages 2488 - 2497, XP055718543, ISSN: 1520-6882, DOI: 10.1021/acs.analchem.8b05360
HAO CHANGLONG ET AL.: "Chiral Molecule-mediated Porous Cu x O Nanoparticle Clusters with Antioxidation Activity for Ameliorating Parkinson's Disease", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 141, no. 2, pages 1091 - 1099, XP055881435, Retrieved from the Internet
UTTAM MANNA ET AL.: "Layer-by-Layer Self-Assembly of Modified Hyaluronic Acid/Chitosan Based on Hydrogen Bonding", BIOMACROMOLECULES, US, vol. 10, no. 9, 14 September 2009 (2009-09-14), pages 2632 - 2639, XP055718708, ISSN: 1525-7797, DOI: 10.1021/bm9005535
BORGHEI Y ET AL.: "Novel Fluorometric Assay for Detection of Cysteine as a Reducing Agent and Template in Formation of Copper Nanoclusters", JOURNAL OF FLUORESCENCE, vol. 27, 2016, pages 529 - 536, XP036181324, DOI: 10.1007/s10895-016-1980-3
GUANBIN GAO ET AL.: "Gold nanoclusters for Parkinson's disease treatment", BIOMATERIALS, AMSTERDAM, NL, vol. 194, 13 December 2018 (2018-12-13)
HUNG LIN ET AL.: "The hypoxia imaging agent CuII(atsm) is neuroprotective and improves motor and cognitive functions in multiple animal models of Parkinson's disease in", JOURNAL OF EXPERIMENTAL MEDICINE, vol. 209, no. 4, pages 837 - 854, XP055881335, Retrieved from the Internet
AL SHAHRANI M ET AL.: "Oxidative Stress: Mechanistic Insights into Inherited Mitochondrial Disorders and Parkinson's Disease", J. CLIN. MED, vol. 6, 2017, pages 100
CHEIGNON C ET AL.: "Oxidative stress and the amyloid beta peptide in Alzheimer's disease", REDOX BIOLOGY, vol. 14, 2018, pages 450 - 464
DUDZIK CG ET AL.: "Coordination features and affinity of the Cu2+ site in the a-synuclein protein of Parkinson's disease", BIOCHEMISTRY, vol. 50, 2011, pages 1771 - 7
GIAMPIETRO R ET AL.: "The Pivotal Role of Copper in Neurodegeneration: A New Strategy for the Therapy of Neurodegenerative Disorders", MOL. PHARMACEUTICS, vol. 15, 2018, pages 808 - 820
JIN R ET AL.: "Atomically Precise Colloidal Metal Nanoclusters and Nanoparticles: Fundamentals and Opportunities", CHEM. REV., vol. 116, 2016, pages 10346 - 10413
KIM GH ET AL.: "The Role of Oxidative Stress in Neurodegenerative Diseases", EXP NEUROBIOL, vol. 24, no. 4, 2015, pages 325 - 340
KOZLOWSKI H ET AL.: "Copper, zinc and iron in neurodegenerative diseases (Alzheimer's, Parkinson's and prion diseases", COORDINATION CHEMISTRY REVIEWS, vol. 256, 2012, pages 2129 - 2141, XP028411288, DOI: 10.1016/j.ccr.2012.03.013
LIU Z ET AL.: "Oxidative Stress in Neurodegenerative Diseases: From Molecular Mechanisms to Clinical Applications", OXIDATIVE MEDICINE AND CELLULAR LONGEVITY, 2017
LIU X ET AL.: "Atomically Precise Copper Nanoclusters and Their Applications", COORD. CHEM. REV., vol. 359, 2018, pages 112 - 126, XP055880202, DOI: 10.1016/j.ccr.2018.01.001
MANNA U ET AL.: "Layer-by-layer self-assembly of modified hyaluronic acid/chitosan based on hydrogen bonding", BIOMACROMOLECULES, vol. 10, 2009, pages 2632 - 9, XP055718708, DOI: 10.1021/bm9005535
MCLEARY FA ET AL.: "Dexamethasone Inhibits Copper-Induced Alpha-Synuclein Aggregation by a Metallothionein-Dependent Mechanism", NEUROTOX RES, vol. 33, 2018, pages 229 - 238, XP036413860, DOI: 10.1007/s12640-017-9825-7
SINGH A ET AL.: "Oxidative Stress: A Key Modulator in Neurodegenerative Diseases", MOLECULES, vol. 24, 2019, pages 1583
TRISTAN-LOPEZ L ET AL.: "Copper and Copper Proteins in Parkinson's Disease", OXIDATIVE MEDICINE AND CELLULAR LONGEVITY, 2014
YANG D ET AL.: "Poly(thymine)-Templated Selective Formation of Copper Nanoparticles for Alkaline Phosphatase Analysis Aided by Alkyne-Azide Cycloaddition ''Click'' Reaction", ACS APPL. NANO MATER, vol. 1, 2018, pages 168 - 174, XP055621160, DOI: 10.1021/acsanm.7b00078
YAO Q ET AL.: "Toward Total Synthesis of Thiolate-Protected Metal Nanoclusters", ACC. CHEM. RES., vol. 51, 2018, pages 1338 - 1348
HAO C ET AL.: "Chiral Molecule-mediated Porous CuxO Nanoparticle Clusters with Antioxidation Activity for Ameliorating Parkinson's Disease", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 141, 2018, pages 1091 - 1099, XP055881435, DOI: 10.1021/jacs.8b11856
MANNA U ET AL.: "Lay-by-Layer Self-Assembly of Modified Hyaluronic Acid/Chitosan Based on Hydrogen Bonding", BIOMACROMOLECULES, vol. 10, 2009, pages 2632 - 2639, XP055718708, DOI: 10.1021/bm9005535
GAO G ET AL.: "Gold Nanoclusters for Parkinson's Disease Treatment", BIOMATERIALS, vol. 194, 2019, pages 36 - 46, XP055689788, DOI: 10.1016/j.biomaterials.2018.12.013
HUNG L ET AL.: "The Hypoxia Imaging Agent Cull(atsm) is Neuroprotective and Improves Motor and Cognitive Functions in Multiple Animal Models of Parkinson's Disease", JOURNAL OF EXPERIMENTAL MEDICINE, vol. 209, 2012, pages 837 - 854
See also references of EP 3886917A4
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