JP2018513186A5 - - Google Patents
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- Publication number
- JP2018513186A5 JP2018513186A5 JP2017555479A JP2017555479A JP2018513186A5 JP 2018513186 A5 JP2018513186 A5 JP 2018513186A5 JP 2017555479 A JP2017555479 A JP 2017555479A JP 2017555479 A JP2017555479 A JP 2017555479A JP 2018513186 A5 JP2018513186 A5 JP 2018513186A5
- Authority
- JP
- Japan
- Prior art keywords
- pharmaceutical composition
- nanoparticles
- copper
- oxohydroxide
- composition according
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 claims description 68
- 239000002105 nanoparticle Substances 0.000 claims description 62
- 230000000844 anti-bacterial effect Effects 0.000 claims description 39
- 239000008194 pharmaceutical composition Substances 0.000 claims description 31
- 239000003446 ligand Substances 0.000 claims description 28
- VTGNXADCFUDPLG-UHFFFAOYSA-N O(O)O.[Cu] Chemical class O(O)O.[Cu] VTGNXADCFUDPLG-UHFFFAOYSA-N 0.000 claims description 25
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 16
- 241000894007 species Species 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 13
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical group OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 12
- 239000010949 copper Substances 0.000 claims description 12
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 8
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 claims description 8
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 8
- 229910052802 copper Inorganic materials 0.000 claims description 8
- 208000015181 infectious disease Diseases 0.000 claims description 8
- RWSXRVCMGQZWBV-WDSKDSINSA-N glutathione Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N 0.000 claims description 7
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 6
- 230000000813 microbial effect Effects 0.000 claims description 6
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 claims description 6
- 235000002906 tartaric acid Nutrition 0.000 claims description 6
- 239000011975 tartaric acid Substances 0.000 claims description 6
- 229940095064 tartrate Drugs 0.000 claims description 6
- 239000003937 drug carrier Substances 0.000 claims description 5
- 208000035143 Bacterial infection Diseases 0.000 claims description 4
- RGHNJXZEOKUKBD-SQOUGZDYSA-M D-gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SQOUGZDYSA-M 0.000 claims description 4
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 claims description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 claims description 4
- 239000001361 adipic acid Substances 0.000 claims description 4
- 235000011037 adipic acid Nutrition 0.000 claims description 4
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims description 4
- 208000022362 bacterial infectious disease Diseases 0.000 claims description 4
- 229940050410 gluconate Drugs 0.000 claims description 4
- 239000000174 gluconic acid Substances 0.000 claims description 4
- 235000012208 gluconic acid Nutrition 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 239000011159 matrix material Substances 0.000 claims description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 4
- 108010024636 Glutathione Proteins 0.000 claims description 3
- 230000000845 anti-microbial effect Effects 0.000 claims description 3
- 239000004599 antimicrobial Substances 0.000 claims description 3
- 229950006191 gluconic acid Drugs 0.000 claims description 3
- 229960003180 glutathione Drugs 0.000 claims description 3
- 125000004043 oxo group Chemical group O=* 0.000 claims description 3
- 230000002265 prevention Effects 0.000 claims description 3
- 229960001367 tartaric acid Drugs 0.000 claims description 3
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims description 2
- 241000589291 Acinetobacter Species 0.000 claims description 2
- 241000588626 Acinetobacter baumannii Species 0.000 claims description 2
- 241000193830 Bacillus <bacterium> Species 0.000 claims description 2
- 241000222120 Candida <Saccharomycetales> Species 0.000 claims description 2
- 241000606161 Chlamydia Species 0.000 claims description 2
- 241000193403 Clostridium Species 0.000 claims description 2
- 208000034423 Delivery Diseases 0.000 claims description 2
- 241000588722 Escherichia Species 0.000 claims description 2
- 241000588724 Escherichia coli Species 0.000 claims description 2
- 241000192125 Firmicutes Species 0.000 claims description 2
- 206010017533 Fungal infection Diseases 0.000 claims description 2
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 2
- 239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 2
- 238000004566 IR spectroscopy Methods 0.000 claims description 2
- 241000588748 Klebsiella Species 0.000 claims description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- RJQXTJLFIWVMTO-TYNCELHUSA-N Methicillin Chemical compound COC1=CC=CC(OC)=C1C(=O)N[C@@H]1C(=O)N2[C@@H](C(O)=O)C(C)(C)S[C@@H]21 RJQXTJLFIWVMTO-TYNCELHUSA-N 0.000 claims description 2
- 241000192041 Micrococcus Species 0.000 claims description 2
- 241000186359 Mycobacterium Species 0.000 claims description 2
- 208000031888 Mycoses Diseases 0.000 claims description 2
- 241000589516 Pseudomonas Species 0.000 claims description 2
- 241000607142 Salmonella Species 0.000 claims description 2
- 206010041925 Staphylococcal infections Diseases 0.000 claims description 2
- 241000191940 Staphylococcus Species 0.000 claims description 2
- 241000191967 Staphylococcus aureus Species 0.000 claims description 2
- 241000194017 Streptococcus Species 0.000 claims description 2
- 241000607284 Vibrio sp. Species 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 229960000250 adipic acid Drugs 0.000 claims description 2
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 2
- 150000001413 amino acids Chemical class 0.000 claims description 2
- 238000003556 assay Methods 0.000 claims description 2
- 239000000084 colloidal system Substances 0.000 claims description 2
- 238000013329 compounding Methods 0.000 claims description 2
- 238000004090 dissolution Methods 0.000 claims description 2
- 238000001035 drying Methods 0.000 claims description 2
- 210000002615 epidermis Anatomy 0.000 claims description 2
- 230000002538 fungal effect Effects 0.000 claims description 2
- 230000009036 growth inhibition Effects 0.000 claims description 2
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 2
- 239000001630 malic acid Substances 0.000 claims description 2
- 235000011090 malic acid Nutrition 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- 208000015688 methicillin-resistant staphylococcus aureus infectious disease Diseases 0.000 claims description 2
- 229960003085 meticillin Drugs 0.000 claims description 2
- 239000002244 precipitate Substances 0.000 claims description 2
- 239000012429 reaction media Substances 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- 239000007790 solid phase Substances 0.000 claims description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims description 2
- 239000001384 succinic acid Substances 0.000 claims description 2
- 238000011200 topical administration Methods 0.000 claims description 2
- 230000000699 topical effect Effects 0.000 claims description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 2
- 201000008827 tuberculosis Diseases 0.000 claims description 2
- 230000009677 vaginal delivery Effects 0.000 claims description 2
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 claims 2
- 229910001431 copper ion Inorganic materials 0.000 claims 2
- 206010052428 Wound Diseases 0.000 claims 1
- 208000027418 Wounds and injury Diseases 0.000 claims 1
- 239000011248 coating agent Substances 0.000 claims 1
- 238000000576 coating method Methods 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 208000017520 skin disease Diseases 0.000 claims 1
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 7
- 239000005750 Copper hydroxide Substances 0.000 description 4
- 239000005751 Copper oxide Substances 0.000 description 4
- 229910001956 copper hydroxide Inorganic materials 0.000 description 4
- 229910000431 copper oxide Inorganic materials 0.000 description 4
- GEVMESGZABCIMM-UHFFFAOYSA-M [OH-].[Cu+]=O Chemical compound [OH-].[Cu+]=O GEVMESGZABCIMM-UHFFFAOYSA-M 0.000 description 2
- JJLJMEJHUUYSSY-UHFFFAOYSA-L Copper hydroxide Chemical compound [OH-].[OH-].[Cu+2] JJLJMEJHUUYSSY-UHFFFAOYSA-L 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 150000002337 glycosamines Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB1507002.2A GB201507002D0 (en) | 2015-04-24 | 2015-04-24 | Copper Oxo-hydroxide nanoparticles and their uses as biocidal agents |
| GB1507002.2 | 2015-04-24 | ||
| PCT/EP2016/059074 WO2016170152A1 (en) | 2015-04-24 | 2016-04-22 | Antibacterial compositions comprising copper oxo-hydroxide nanoparticles and their uses as biocidal agents |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018513186A JP2018513186A (ja) | 2018-05-24 |
| JP2018513186A5 true JP2018513186A5 (https=) | 2019-06-13 |
| JP6775523B2 JP6775523B2 (ja) | 2020-10-28 |
Family
ID=53488605
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017555479A Expired - Fee Related JP6775523B2 (ja) | 2015-04-24 | 2016-04-22 | オキソ水酸化銅ナノ粒子を含む抗細菌組成物およびそれらの殺生物剤としての使用 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US20180147177A1 (https=) |
| EP (1) | EP3285759B1 (https=) |
| JP (1) | JP6775523B2 (https=) |
| CN (1) | CN108064152B (https=) |
| CA (1) | CA2983651A1 (https=) |
| ES (1) | ES2767651T3 (https=) |
| GB (1) | GB201507002D0 (https=) |
| SG (1) | SG11201708618WA (https=) |
| WO (1) | WO2016170152A1 (https=) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3789046A1 (en) | 2019-09-05 | 2021-03-10 | Nanordica Medical Oü | Biocompatible nanoparticles with various surface functionalization for antimicrobial applications |
| US20240081336A1 (en) * | 2019-09-16 | 2024-03-14 | Corning Incorporated | Color stabilization of biocidal coatings |
| US11607654B2 (en) | 2019-12-30 | 2023-03-21 | Marathon Petroleum Company Lp | Methods and systems for in-line mixing of hydrocarbon liquids |
| CA3103416C (en) | 2019-12-30 | 2022-01-25 | Marathon Petroleum Company Lp | Methods and systems for inline mixing of hydrocarbon liquids |
| US11559774B2 (en) | 2019-12-30 | 2023-01-24 | Marathon Petroleum Company Lp | Methods and systems for operating a pump at an efficiency point |
| CA3104319C (en) | 2019-12-30 | 2023-01-24 | Marathon Petroleum Company Lp | Methods and systems for spillback control of in-line mixing of hydrocarbon liquids |
| GB202005054D0 (en) * | 2020-04-06 | 2020-05-20 | Nemysis Ltd | Carboxylate Ligand Modified Ferric Iron Hydroxide Compositions for Use in the Treatment or Prevention of Iron Deficiency Associated with Liver Diseases |
| CN111592032A (zh) * | 2020-05-09 | 2020-08-28 | 山东科技大学 | 抗菌氢氧化铜纳米线膜及其制备方法及其二次利用方法 |
| WO2021231702A1 (en) | 2020-05-15 | 2021-11-18 | Rutgers, The State University Of New Jersey | Compositions and methods for treating wounds |
| US12012883B2 (en) | 2021-03-16 | 2024-06-18 | Marathon Petroleum Company Lp | Systems and methods for backhaul transportation of liquefied gas and CO2 using liquefied gas carriers |
| US11578638B2 (en) | 2021-03-16 | 2023-02-14 | Marathon Petroleum Company Lp | Scalable greenhouse gas capture systems and methods |
| US11655940B2 (en) | 2021-03-16 | 2023-05-23 | Marathon Petroleum Company Lp | Systems and methods for transporting fuel and carbon dioxide in a dual fluid vessel |
| US11578836B2 (en) | 2021-03-16 | 2023-02-14 | Marathon Petroleum Company Lp | Scalable greenhouse gas capture systems and methods |
| US12043905B2 (en) | 2021-08-26 | 2024-07-23 | Marathon Petroleum Company Lp | Electrode watering assemblies and methods for maintaining cathodic monitoring of structures |
| US11447877B1 (en) | 2021-08-26 | 2022-09-20 | Marathon Petroleum Company Lp | Assemblies and methods for monitoring cathodic protection of structures |
| US12180597B2 (en) | 2021-08-26 | 2024-12-31 | Marathon Petroleum Company Lp | Test station assemblies for monitoring cathodic protection of structures and related methods |
| US12129559B2 (en) | 2021-08-26 | 2024-10-29 | Marathon Petroleum Company Lp | Test station assemblies for monitoring cathodic protection of structures and related methods |
| US11686070B1 (en) | 2022-05-04 | 2023-06-27 | Marathon Petroleum Company Lp | Systems, methods, and controllers to enhance heavy equipment warning |
| CN116237532A (zh) * | 2022-12-22 | 2023-06-09 | 江南大学 | 一种糖基配体类似物诱导手性钴基超小纳米粒子的合成方法 |
| US12012082B1 (en) | 2022-12-30 | 2024-06-18 | Marathon Petroleum Company Lp | Systems and methods for a hydraulic vent interlock |
| US12043361B1 (en) | 2023-02-18 | 2024-07-23 | Marathon Petroleum Company Lp | Exhaust handling systems for marine vessels and related methods |
| US12006014B1 (en) | 2023-02-18 | 2024-06-11 | Marathon Petroleum Company Lp | Exhaust vent hoods for marine vessels and related methods |
| CN116496301A (zh) * | 2023-04-06 | 2023-07-28 | 青岛科技大学 | 咔唑衍生物-金属氧化物纳米粒及其制备方法和应用 |
| US12297965B2 (en) | 2023-08-09 | 2025-05-13 | Marathon Petroleum Company Lp | Systems and methods for mixing hydrogen with natural gas |
| US12220492B1 (en) | 2023-09-08 | 2025-02-11 | King Faisal University | Wound dressing based on polymeric mixture of cellulose acetate and hyaluronic acid embedded with copper oxide and magnesium oxide nanoparticles |
| US12597151B2 (en) | 2023-09-18 | 2026-04-07 | Marathon Petroleum Company Lp | Systems and methods to determine vegetation encroachment along a right-of-way |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5164367A (en) * | 1990-03-26 | 1992-11-17 | Procyte Corporation | Method of using copper(ii) containing compounds to accelerate wound healing |
| CA2431651A1 (en) * | 2000-11-16 | 2002-05-23 | Kenneth T. Zeiler | Antifungal nail composition and method of use |
| AU2006314306A1 (en) * | 2005-11-17 | 2007-05-24 | Remedy Research Limited | Pathogen - controlling products |
| BRPI0619010B8 (pt) * | 2006-04-24 | 2021-05-25 | Nm Tech Ltd Nanomaterials And Microdevices Tech | compostos nanocristalinos antivirais e antibacterianos, composição, uso dos compostos, uso não-médico de compostos e método para regeneração de compostos nanocristalinos |
| US20080147019A1 (en) * | 2006-12-19 | 2008-06-19 | Kimberly-Clark Worldwide, Inc. | Antimicrobial component system containing metallic nanoparticles and chitosan and/or its derivatives |
| HRP20150944T1 (hr) * | 2007-02-06 | 2015-10-09 | Medical Research Council | Materijali poli-okso-hidroksi-metalnih iona modificirani ligandima, njihove uporabe i postupci za njihovu proizvodnju |
| GB0702270D0 (en) * | 2007-02-06 | 2007-03-14 | Medical Res Council | Ligand modified poly oxo-hydroxy metal ion materials, their uses and processes for their preparation |
| IT1391668B1 (it) * | 2008-07-23 | 2012-01-17 | Universita' Degli Studi Di Trieste | Materiali nanocompositi basati su nanoparticelle metalliche stabilizzate con polisaccaridi a struttura ramificata. |
| EP2496239B1 (en) * | 2009-11-06 | 2018-01-03 | Care Fusion 2200, Inc. | Copper salts of ion exchange materials for use in the treatment and prevention of infections |
| GB201101299D0 (en) * | 2011-01-25 | 2011-03-09 | Medical Res Council | Oxygen sensors and their uses |
| CN102631699A (zh) * | 2011-02-11 | 2012-08-15 | 佛山市优特医疗科技有限公司 | 含有纳米金属的抗菌性纤维类敷料及其制备方法 |
| EP2713747B1 (en) * | 2011-05-24 | 2023-02-22 | Agienic, Inc. | Compositions and methods for antimicrobial metal nanoparticles |
| GB201207617D0 (en) * | 2012-05-02 | 2012-06-13 | Systagenix Wound Man Ip Co Bv | Wound dressings |
| US9255449B2 (en) * | 2012-07-30 | 2016-02-09 | Baker Hughes Incorporated | Drill bit with electrohydraulically adjustable pads for controlling depth of cut |
| US10398733B2 (en) * | 2013-03-15 | 2019-09-03 | Cda Research Group, Inc. | Topical copper ion treatments and methods of treatment using topical copper ion treatments in the dermatological areas of the body |
| GB201402672D0 (en) * | 2014-02-14 | 2014-04-02 | Medical Res Council | Materials and methods relating to stabilised polymeric silicate compositions |
-
2015
- 2015-04-24 GB GBGB1507002.2A patent/GB201507002D0/en not_active Ceased
-
2016
- 2016-04-22 CN CN201680037392.6A patent/CN108064152B/zh not_active Expired - Fee Related
- 2016-04-22 US US15/567,419 patent/US20180147177A1/en not_active Abandoned
- 2016-04-22 CA CA2983651A patent/CA2983651A1/en not_active Abandoned
- 2016-04-22 SG SG11201708618WA patent/SG11201708618WA/en unknown
- 2016-04-22 EP EP16717670.0A patent/EP3285759B1/en active Active
- 2016-04-22 ES ES16717670T patent/ES2767651T3/es active Active
- 2016-04-22 JP JP2017555479A patent/JP6775523B2/ja not_active Expired - Fee Related
- 2016-04-22 WO PCT/EP2016/059074 patent/WO2016170152A1/en not_active Ceased
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