CA2872535C - Synergistic selenopeptide formulations for the protection of dermal papilla cells - Google Patents
Synergistic selenopeptide formulations for the protection of dermal papilla cells Download PDFInfo
- Publication number
- CA2872535C CA2872535C CA2872535A CA2872535A CA2872535C CA 2872535 C CA2872535 C CA 2872535C CA 2872535 A CA2872535 A CA 2872535A CA 2872535 A CA2872535 A CA 2872535A CA 2872535 C CA2872535 C CA 2872535C
- Authority
- CA
- Canada
- Prior art keywords
- dermal papilla
- concentrate
- papilla cells
- formulation
- para
- 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.)
- Active
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 118
- 230000002500 effect on skin Effects 0.000 title claims abstract description 96
- 230000002195 synergetic effect Effects 0.000 title claims abstract description 38
- 238000009472 formulation Methods 0.000 title claims description 49
- 239000012141 concentrate Substances 0.000 claims abstract description 83
- 239000007788 liquid Substances 0.000 claims abstract description 50
- 244000060011 Cocos nucifera Species 0.000 claims abstract description 47
- 235000013162 Cocos nucifera Nutrition 0.000 claims abstract description 47
- GDVRUDXLQBVIKP-HQHREHCSSA-N 1-O-galloyl-beta-D-glucose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1 GDVRUDXLQBVIKP-HQHREHCSSA-N 0.000 claims abstract description 16
- 210000004027 cell Anatomy 0.000 claims description 105
- 230000001681 protective effect Effects 0.000 claims description 34
- 239000007787 solid Substances 0.000 claims description 33
- 229960002718 selenomethionine Drugs 0.000 claims description 21
- 210000000130 stem cell Anatomy 0.000 claims description 12
- AFSDNFLWKVMVRB-UHFFFAOYSA-N Ellagic acid Chemical compound OC1=C(O)C(OC2=O)=C3C4=C2C=C(O)C(O)=C4OC(=O)C3=C1 AFSDNFLWKVMVRB-UHFFFAOYSA-N 0.000 claims description 8
- ATJXMQHAMYVHRX-CPCISQLKSA-N Ellagic acid Natural products OC1=C(O)[C@H]2OC(=O)c3cc(O)c(O)c4OC(=O)C(=C1)[C@H]2c34 ATJXMQHAMYVHRX-CPCISQLKSA-N 0.000 claims description 8
- 229920002079 Ellagic acid Polymers 0.000 claims description 8
- 229960002852 ellagic acid Drugs 0.000 claims description 8
- 235000004132 ellagic acid Nutrition 0.000 claims description 8
- FAARLWTXUUQFSN-UHFFFAOYSA-N methylellagic acid Natural products O1C(=O)C2=CC(O)=C(O)C3=C2C2=C1C(OC)=C(O)C=C2C(=O)O3 FAARLWTXUUQFSN-UHFFFAOYSA-N 0.000 claims description 8
- IEFQLTYCECVOLL-WDSKDSINSA-N Methylseleno Carboxyethylglutamine Chemical group C[Se]C[C@@H](C(O)=O)NC(=O)CC[C@H](N)C(O)=O IEFQLTYCECVOLL-WDSKDSINSA-N 0.000 claims 2
- XDMSDABSDRMKOO-VPOLOUISSA-N Mucic acid 1-methyl ester 2-O-gallate Natural products OC(=O)[C@@H](O)[C@H](O)[C@H](O)[C@H](C(=O)OC)OC(=O)C1=CC(O)=C(O)C(O)=C1 XDMSDABSDRMKOO-VPOLOUISSA-N 0.000 claims 1
- UVUGMMKTRWZGRA-VPOLOUISSA-N Mucic acid 6-methyl ester 2-O-gallate Natural products COC(=O)[C@@H](O)[C@H](O)[C@H](O)[C@H](C(O)=O)OC(=O)C1=CC(O)=C(O)C(O)=C1 UVUGMMKTRWZGRA-VPOLOUISSA-N 0.000 claims 1
- SVYWZVZMBHFNGC-UHFFFAOYSA-N emblicanin-B Natural products OC1C(O)C(=O)OC1C(C(O)=O)OC(=O)C1=CC(O)=C(O)C(O)=C1 SVYWZVZMBHFNGC-UHFFFAOYSA-N 0.000 claims 1
- KJWXZHRHCSMFSY-UHFFFAOYSA-N mucic acid 2-O-gallate Natural products OC(=O)C(O)C(O)C(O)C(C(O)=O)OC(=O)C1=CC(O)=C(O)C(O)=C1 KJWXZHRHCSMFSY-UHFFFAOYSA-N 0.000 claims 1
- 229920000296 Glucogallin Polymers 0.000 abstract description 45
- GDVRUDXLQBVIKP-UHFFFAOYSA-N beta-D-glucogallin Natural products OC1C(O)C(O)C(CO)OC1OC(=O)C1=CC(O)=C(O)C(O)=C1 GDVRUDXLQBVIKP-UHFFFAOYSA-N 0.000 abstract description 5
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 abstract 1
- 108090000765 processed proteins & peptides Proteins 0.000 abstract 1
- 229910052711 selenium Inorganic materials 0.000 abstract 1
- 239000011669 selenium Substances 0.000 abstract 1
- DSLZVSRJTYRBFB-UHFFFAOYSA-N Galactaric acid Natural products OC(=O)C(O)C(O)C(O)C(O)C(O)=O DSLZVSRJTYRBFB-UHFFFAOYSA-N 0.000 description 28
- DSLZVSRJTYRBFB-DUHBMQHGSA-N galactaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)C(O)=O DSLZVSRJTYRBFB-DUHBMQHGSA-N 0.000 description 28
- 238000000034 method Methods 0.000 description 22
- 230000005855 radiation Effects 0.000 description 9
- FGOJCPKOOGIRPA-UHFFFAOYSA-N 1-o-tert-butyl 4-o-ethyl 5-oxoazepane-1,4-dicarboxylate Chemical compound CCOC(=O)C1CCN(C(=O)OC(C)(C)C)CCC1=O FGOJCPKOOGIRPA-UHFFFAOYSA-N 0.000 description 7
- 235000010357 aspartame Nutrition 0.000 description 7
- 241000737241 Cocos Species 0.000 description 3
- 230000030833 cell death Effects 0.000 description 3
- 230000006378 damage Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 210000002950 fibroblast Anatomy 0.000 description 3
- 108010073929 Vascular Endothelial Growth Factor A Proteins 0.000 description 2
- 102000005789 Vascular Endothelial Growth Factors Human genes 0.000 description 2
- 108010019530 Vascular Endothelial Growth Factors Proteins 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000005779 cell damage Effects 0.000 description 2
- 208000037887 cell injury Diseases 0.000 description 2
- 230000034994 death Effects 0.000 description 2
- 210000002901 mesenchymal stem cell Anatomy 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 1
- 101100257359 Caenorhabditis elegans sox-2 gene Proteins 0.000 description 1
- 108010066551 Cholestenone 5 alpha-Reductase Proteins 0.000 description 1
- 108010016626 Dipeptides Proteins 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- 102000010834 Extracellular Matrix Proteins Human genes 0.000 description 1
- 108010037362 Extracellular Matrix Proteins Proteins 0.000 description 1
- 101100257363 Mus musculus Sox2 gene Proteins 0.000 description 1
- 241000191940 Staphylococcus Species 0.000 description 1
- 102000040945 Transcription factor Human genes 0.000 description 1
- 108091023040 Transcription factor Proteins 0.000 description 1
- 208000027418 Wounds and injury Diseases 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 239000000729 antidote Substances 0.000 description 1
- 229940075522 antidotes Drugs 0.000 description 1
- 239000002771 cell marker Substances 0.000 description 1
- 230000003833 cell viability Effects 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 210000002744 extracellular matrix Anatomy 0.000 description 1
- KGHSLXLLBHRMML-VKISENBKSA-N glucogallin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](OC)O[C@H]1OC(=O)C1=CC(O)=C(O)C(O)=C1 KGHSLXLLBHRMML-VKISENBKSA-N 0.000 description 1
- 230000028709 inflammatory response Effects 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- PGSADBUBUOPOJS-UHFFFAOYSA-N neutral red Chemical compound Cl.C1=C(C)C(N)=CC2=NC3=CC(N(C)C)=CC=C3N=C21 PGSADBUBUOPOJS-UHFFFAOYSA-N 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000011885 synergistic combination Substances 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 230000000451 tissue damage Effects 0.000 description 1
- 231100000827 tissue damage Toxicity 0.000 description 1
- 230000017423 tissue regeneration Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/88—Liliopsida (monocotyledons)
- A61K36/889—Arecaceae, Palmae or Palmaceae (Palm family), e.g. date or coconut palm or palmetto
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
- A61K38/05—Dipeptides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/368—Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9794—Liliopsida [monocotyledons]
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/16—Emollients or protectives, e.g. against radiation
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Dermatology (AREA)
- Biotechnology (AREA)
- Botany (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Gastroenterology & Hepatology (AREA)
- Emergency Medicine (AREA)
- Immunology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Alternative & Traditional Medicine (AREA)
- Medical Informatics (AREA)
- Toxicology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicines Containing Plant Substances (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13/465,873 | 2012-05-07 | ||
| US13/465,873 US9498423B2 (en) | 2012-05-07 | 2012-05-07 | Synergistic selenopeptide formulations for the protection of dermal papilla cells |
| PCT/US2012/038772 WO2013169273A1 (en) | 2012-05-07 | 2012-05-21 | Synergistic selenopeptide formulations for the protection of dermal papilla cells |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2872535A1 CA2872535A1 (en) | 2013-11-14 |
| CA2872535C true CA2872535C (en) | 2017-11-28 |
Family
ID=46320777
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2872535A Active CA2872535C (en) | 2012-05-07 | 2012-05-21 | Synergistic selenopeptide formulations for the protection of dermal papilla cells |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US9498423B2 (enExample) |
| EP (1) | EP2695603B1 (enExample) |
| JP (1) | JP6064274B2 (enExample) |
| AU (1) | AU2012203148B2 (enExample) |
| BR (1) | BR112014027717A2 (enExample) |
| CA (1) | CA2872535C (enExample) |
| MX (1) | MX355546B (enExample) |
| MY (1) | MY168089A (enExample) |
| PL (1) | PL2695603T3 (enExample) |
| RU (1) | RU2606752C2 (enExample) |
| WO (1) | WO2013169273A1 (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104744260B (zh) * | 2015-04-09 | 2016-06-01 | 中国水产科学研究院南海水产研究所 | 一种采用高速逆流色谱从海刀豆中分离多酚单体的方法 |
| PH12018501607B1 (en) * | 2016-02-24 | 2023-02-10 | Sami Labs Ltd | Adaptogenic compositions and applications thereof |
| US20190060337A1 (en) * | 2017-08-31 | 2019-02-28 | Muhammed Majeed | Compositions comprising beta-glucogallin and therapeutic applications thereof in controlled kinetics of carbohydrate breakdown and monosaccharide absorption |
| CN111662868B (zh) * | 2020-07-20 | 2021-03-30 | 北京达尔文细胞生物科技有限公司 | 一种cxcr4激动剂及在脐带间充质干细胞体外培养方面的应用 |
| CN113248568B (zh) * | 2021-05-08 | 2021-11-05 | 暨南大学 | 具有神经元保护功能的富硒蛹虫草活性硒肽及其制备方法和应用 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5605929A (en) * | 1992-05-27 | 1997-02-25 | Arch Development Corp. | Methods and compositions for inhibiting 5α-reductase activity |
| US20060240126A1 (en) * | 2003-10-09 | 2006-10-26 | Muhammed Majeed | Compositions containing allium sativum linn. (garlic) naturally enriched with organic selenium compounds for nutritional supplementation |
| NZ552027A (en) * | 2004-08-02 | 2009-10-30 | Sami Labs Ltd | Compositions and methods for the management of hyperproliferative dermatological conditions |
| US8003614B2 (en) * | 2006-05-18 | 2011-08-23 | Sami Labs Ltd | Dipeptides incorporating selenoamino acids with enhanced bioavailability—synthesis, pharmaceutical and cosmeceutical applications thereof |
| US20110003773A1 (en) * | 2008-03-03 | 2011-01-06 | Luna Innovations Incorporated | Using fullerenes to enhance and stimulate hair growth |
| US20100062989A1 (en) * | 2008-09-10 | 2010-03-11 | Muhammed Majeed | OPTIMAL BIOLOGICAL MARKER FOR THE BIOLOGICAL POTENCY OF Emblica Officinalis Gaertn. (AMLA) FRUIT-METHODS AND PRODUCTS THEREOF |
| US20110020814A1 (en) * | 2009-06-05 | 2011-01-27 | Ipierian, Inc. | Methods and compositions for selection of stem cells |
| US8247003B2 (en) * | 2009-08-07 | 2012-08-21 | Muhammed Majeed | Protective compositions for dermal papilla cells |
-
2012
- 2012-05-07 US US13/465,873 patent/US9498423B2/en active Active
- 2012-05-21 WO PCT/US2012/038772 patent/WO2013169273A1/en not_active Ceased
- 2012-05-21 MX MX2014013460A patent/MX355546B/es active IP Right Grant
- 2012-05-21 MY MYPI2014003137A patent/MY168089A/en unknown
- 2012-05-21 BR BR112014027717A patent/BR112014027717A2/pt not_active IP Right Cessation
- 2012-05-21 CA CA2872535A patent/CA2872535C/en active Active
- 2012-05-21 RU RU2014144521A patent/RU2606752C2/ru active
- 2012-05-29 AU AU2012203148A patent/AU2012203148B2/en not_active Ceased
- 2012-06-01 PL PL12170490T patent/PL2695603T3/pl unknown
- 2012-06-01 EP EP12170490.2A patent/EP2695603B1/en not_active Not-in-force
- 2012-07-11 JP JP2012155781A patent/JP6064274B2/ja active Active
Also Published As
| Publication number | Publication date |
|---|---|
| JP6064274B2 (ja) | 2017-01-25 |
| US9498423B2 (en) | 2016-11-22 |
| NZ600307A (en) | 2013-11-29 |
| WO2013169273A1 (en) | 2013-11-14 |
| AU2012203148B2 (en) | 2018-03-15 |
| RU2606752C2 (ru) | 2017-01-10 |
| RU2014144521A (ru) | 2016-06-27 |
| JP2013234164A (ja) | 2013-11-21 |
| US20130295668A1 (en) | 2013-11-07 |
| MX355546B (es) | 2018-04-19 |
| AU2012203148A1 (en) | 2013-11-21 |
| EP2695603A3 (en) | 2014-08-06 |
| EP2695603A2 (en) | 2014-02-12 |
| EP2695603B1 (en) | 2017-05-24 |
| BR112014027717A2 (pt) | 2017-06-27 |
| MY168089A (en) | 2018-10-11 |
| MX2014013460A (es) | 2015-05-07 |
| CA2872535A1 (en) | 2013-11-14 |
| PL2695603T3 (pl) | 2017-10-31 |
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