CA2705840A1 - Compositions de derives polyphenoliques stilbeniques et leurs applications pour lutter contre les pathologies et le vieillissement des organismes vivants - Google Patents
Compositions de derives polyphenoliques stilbeniques et leurs applications pour lutter contre les pathologies et le vieillissement des organismes vivants Download PDFInfo
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- CA2705840A1 CA2705840A1 CA2705840A CA2705840A CA2705840A1 CA 2705840 A1 CA2705840 A1 CA 2705840A1 CA 2705840 A CA2705840 A CA 2705840A CA 2705840 A CA2705840 A CA 2705840A CA 2705840 A1 CA2705840 A1 CA 2705840A1
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- 239000000203 mixture Substances 0.000 title claims abstract description 76
- 235000013824 polyphenols Nutrition 0.000 title claims abstract description 44
- -1 stilbene polyphenol Chemical class 0.000 title claims description 23
- 230000032683 aging Effects 0.000 title claims description 14
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 title description 6
- 235000021286 stilbenes Nutrition 0.000 title description 6
- 201000010099 disease Diseases 0.000 title 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title 1
- 150000008442 polyphenolic compounds Chemical class 0.000 claims abstract description 25
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 15
- 239000000194 fatty acid Substances 0.000 claims abstract description 15
- 229930195729 fatty acid Natural products 0.000 claims abstract description 15
- 235000015112 vegetable and seed oil Nutrition 0.000 claims abstract description 14
- 239000008158 vegetable oil Substances 0.000 claims abstract description 14
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 13
- 238000005804 alkylation reaction Methods 0.000 claims abstract description 11
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 10
- 230000029936 alkylation Effects 0.000 claims abstract description 8
- 239000002537 cosmetic Substances 0.000 claims abstract description 8
- 239000000178 monomer Substances 0.000 claims abstract description 7
- 235000005911 diet Nutrition 0.000 claims abstract description 5
- 230000000378 dietary effect Effects 0.000 claims abstract description 5
- 229920000642 polymer Polymers 0.000 claims abstract description 5
- 230000032050 esterification Effects 0.000 claims abstract description 4
- 238000005886 esterification reaction Methods 0.000 claims abstract description 4
- 230000000269 nucleophilic effect Effects 0.000 claims abstract description 4
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 3
- 239000003814 drug Substances 0.000 claims abstract description 3
- 239000000470 constituent Substances 0.000 claims abstract 2
- LUKBXSAWLPMMSZ-OWOJBTEDSA-N Trans-resveratrol Chemical compound C1=CC(O)=CC=C1\C=C\C1=CC(O)=CC(O)=C1 LUKBXSAWLPMMSZ-OWOJBTEDSA-N 0.000 claims description 28
- 235000021283 resveratrol Nutrition 0.000 claims description 28
- 239000000284 extract Substances 0.000 claims description 23
- QNVSXXGDAPORNA-UHFFFAOYSA-N Resveratrol Natural products OC1=CC=CC(C=CC=2C=C(O)C(O)=CC=2)=C1 QNVSXXGDAPORNA-UHFFFAOYSA-N 0.000 claims description 22
- 229940016667 resveratrol Drugs 0.000 claims description 22
- 239000003795 chemical substances by application Substances 0.000 claims description 21
- 239000000243 solution Substances 0.000 claims description 15
- JHXPPGKKFCNRED-UHFFFAOYSA-N pallidol Natural products Oc1ccc(cc1)C1C2C(C(c3c2cc(O)cc3O)c2ccc(O)cc2)c2c1cc(O)cc2O JHXPPGKKFCNRED-UHFFFAOYSA-N 0.000 claims description 13
- YNVJOQCPHWKWSO-ZBVBGGFBSA-N pallidol Chemical compound C1=CC(O)=CC=C1[C@@H]1C2=C(O)C=C(O)C=C2[C@@H]2[C@H]1C(C=C(O)C=C1O)=C1[C@H]2C1=CC=C(O)C=C1 YNVJOQCPHWKWSO-ZBVBGGFBSA-N 0.000 claims description 13
- FQWLMRXWKZGLFI-YVYUXZJTSA-N (-)-trans-epsilon-viniferin Chemical compound C1=CC(O)=CC=C1\C=C\C1=CC(O)=CC2=C1[C@@H](C=1C=C(O)C=C(O)C=1)[C@H](C=1C=CC(O)=CC=1)O2 FQWLMRXWKZGLFI-YVYUXZJTSA-N 0.000 claims description 12
- FQWLMRXWKZGLFI-UHFFFAOYSA-N cis epsilon-viniferine Natural products C1=CC(O)=CC=C1C=CC1=CC(O)=CC2=C1C(C=1C=C(O)C=C(O)C=1)C(C=1C=CC(O)=CC=1)O2 FQWLMRXWKZGLFI-UHFFFAOYSA-N 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 claims description 9
- CDRPUGZCRXZLFL-OWOJBTEDSA-N piceatannol Chemical compound OC1=CC(O)=CC(\C=C\C=2C=C(O)C(O)=CC=2)=C1 CDRPUGZCRXZLFL-OWOJBTEDSA-N 0.000 claims description 9
- 230000006870 function Effects 0.000 claims description 8
- 239000000419 plant extract Substances 0.000 claims description 8
- JPYHHZQJCSQRJY-UHFFFAOYSA-N Phloroglucinol Natural products CCC=CCC=CCC=CCC=CCCCCC(=O)C1=C(O)C=C(O)C=C1O JPYHHZQJCSQRJY-UHFFFAOYSA-N 0.000 claims description 7
- 238000005917 acylation reaction Methods 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 229960001553 phloroglucinol Drugs 0.000 claims description 7
- 230000010933 acylation Effects 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 6
- 239000000499 gel Substances 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 238000007127 saponification reaction Methods 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 240000007817 Olea europaea Species 0.000 claims description 5
- IIXHQGSINFQLRR-UHFFFAOYSA-N Piceatannol Natural products Oc1ccc(C=Cc2c(O)c(O)c3CCCCc3c2O)cc1O IIXHQGSINFQLRR-UHFFFAOYSA-N 0.000 claims description 5
- 235000014787 Vitis vinifera Nutrition 0.000 claims description 5
- 240000006365 Vitis vinifera Species 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 239000003921 oil Substances 0.000 claims description 5
- 235000019198 oils Nutrition 0.000 claims description 5
- 239000003981 vehicle Substances 0.000 claims description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 4
- 230000004913 activation Effects 0.000 claims description 4
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- 238000005660 chlorination reaction Methods 0.000 claims description 4
- 235000009508 confectionery Nutrition 0.000 claims description 4
- 239000006071 cream Substances 0.000 claims description 4
- 239000000539 dimer Substances 0.000 claims description 4
- 235000019197 fats Nutrition 0.000 claims description 4
- 239000006210 lotion Substances 0.000 claims description 4
- 239000002674 ointment Substances 0.000 claims description 4
- 238000011200 topical administration Methods 0.000 claims description 4
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 4
- RKFYYCKIHVEWHX-YOBICRQBSA-N (E)-trans-miyabenol C Chemical compound C1=CC(O)=CC=C1\C=C\C1=CC(O)=CC2=C1[C@H](C=1C=3[C@H]([C@@H](OC=3C=C(O)C=1)C=1C=CC(O)=CC=1)C=1C=C(O)C=C(O)C=1)[C@@H](C=1C=CC(O)=CC=1)O2 RKFYYCKIHVEWHX-YOBICRQBSA-N 0.000 claims description 3
- 241000196324 Embryophyta Species 0.000 claims description 3
- OBOUYBKGROJMIK-KOBVKWGYSA-N Miyabenol C Natural products Oc1ccc(C=Cc2cc(O)cc3O[C@H]([C@H](c4cc(O)c5O[C@@H]([C@@H](c6cc(O)cc(O)c6)c5c4)c7ccc(O)cc7)c23)c8ccc(O)cc8)cc1 OBOUYBKGROJMIK-KOBVKWGYSA-N 0.000 claims description 3
- 239000002168 alkylating agent Substances 0.000 claims description 3
- 229940100198 alkylating agent Drugs 0.000 claims description 3
- 150000008064 anhydrides Chemical class 0.000 claims description 3
- 238000006297 dehydration reaction Methods 0.000 claims description 3
- 235000013399 edible fruits Nutrition 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 3
- 229920002554 vinyl polymer Polymers 0.000 claims description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 2
- 241000218213 Morus <angiosperm> Species 0.000 claims description 2
- 235000008708 Morus alba Nutrition 0.000 claims description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000005642 Oleic acid Substances 0.000 claims description 2
- 241000205407 Polygonum Species 0.000 claims description 2
- 235000021355 Stearic acid Nutrition 0.000 claims description 2
- 150000008065 acid anhydrides Chemical class 0.000 claims description 2
- 239000002775 capsule Substances 0.000 claims description 2
- 235000013365 dairy product Nutrition 0.000 claims description 2
- 230000018044 dehydration Effects 0.000 claims description 2
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- 239000000839 emulsion Substances 0.000 claims description 2
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- 125000005456 glyceride group Chemical group 0.000 claims description 2
- 239000008187 granular material Substances 0.000 claims description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 239000002502 liposome Substances 0.000 claims description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 2
- 230000020477 pH reduction Effects 0.000 claims description 2
- 238000007911 parenteral administration Methods 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims description 2
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 claims description 2
- 230000008569 process Effects 0.000 claims description 2
- 239000008117 stearic acid Substances 0.000 claims description 2
- 239000006188 syrup Substances 0.000 claims description 2
- 235000020357 syrup Nutrition 0.000 claims description 2
- 239000003826 tablet Substances 0.000 claims description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 230000001256 tonic effect Effects 0.000 claims description 2
- 230000000699 topical effect Effects 0.000 claims description 2
- 239000013638 trimer Substances 0.000 claims description 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 2
- 239000001195 (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid Substances 0.000 claims 1
- 235000009754 Vitis X bourquina Nutrition 0.000 claims 1
- 235000012333 Vitis X labruscana Nutrition 0.000 claims 1
- 229940068517 fruit extracts Drugs 0.000 claims 1
- 229940087559 grape seed Drugs 0.000 claims 1
- 235000021281 monounsaturated fatty acids Nutrition 0.000 claims 1
- 235000015927 pasta Nutrition 0.000 claims 1
- 235000003441 saturated fatty acids Nutrition 0.000 claims 1
- 150000004671 saturated fatty acids Chemical class 0.000 claims 1
- 125000004402 polyphenol group Chemical class 0.000 abstract 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 19
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 14
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 12
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 12
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 11
- 239000000126 substance Substances 0.000 description 11
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 10
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- 150000001805 chlorine compounds Chemical class 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 8
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- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
- A61K31/23—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin of acids having a carboxyl group bound to a chain of seven or more carbon atoms
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/105—Plant extracts, their artificial duplicates or their derivatives
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- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
- A61K31/23—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin of acids having a carboxyl group bound to a chain of seven or more carbon atoms
- A61K31/231—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin of acids having a carboxyl group bound to a chain of seven or more carbon atoms having one or two double bonds
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- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
- A61K31/23—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin of acids having a carboxyl group bound to a chain of seven or more carbon atoms
- A61K31/232—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin of acids having a carboxyl group bound to a chain of seven or more carbon atoms having three or more double bonds, e.g. etretinate
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- A—HUMAN NECESSITIES
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- 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
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
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Landscapes
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- Medicinal Preparation (AREA)
- Medicines Containing Plant Substances (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Furan Compounds (AREA)
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR07/08020 | 2007-11-15 | ||
| FR0708020A FR2923717B1 (fr) | 2007-11-15 | 2007-11-15 | Compositions de derives polyphenoliques stilbeniques et leurs applications pour lutter contre les pathologies et le veillissement des organismes vivants |
| PCT/IB2008/054818 WO2009063440A1 (fr) | 2007-11-15 | 2008-11-17 | Compositions de dérivés polyphénoliques stilbeniques et leurs applications pour lutter contre les pathologies et le vieillissement des organismes vivants |
Publications (1)
| Publication Number | Publication Date |
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| CA2705840A1 true CA2705840A1 (fr) | 2009-05-22 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2705840A Abandoned CA2705840A1 (fr) | 2007-11-15 | 2008-11-17 | Compositions de derives polyphenoliques stilbeniques et leurs applications pour lutter contre les pathologies et le vieillissement des organismes vivants |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US20100310615A1 (enExample) |
| EP (1) | EP2222294B1 (enExample) |
| JP (1) | JP2011504467A (enExample) |
| CN (1) | CN101977601A (enExample) |
| CA (1) | CA2705840A1 (enExample) |
| ES (1) | ES2482115T3 (enExample) |
| FR (1) | FR2923717B1 (enExample) |
| PL (1) | PL2222294T3 (enExample) |
| PT (1) | PT2222294E (enExample) |
| RU (1) | RU2491063C2 (enExample) |
| WO (1) | WO2009063440A1 (enExample) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ITMI20091940A1 (it) | 2009-11-05 | 2011-05-06 | Functional Point S R L | Composizione comprendente resveratrolo e almeno un polifenolo del vino rosso e suoi usi. |
| CN102173983A (zh) * | 2011-03-17 | 2011-09-07 | 中南大学 | 一种反-3,4′,5-三甲氧基二苯乙烯的合成方法 |
| CN102408893A (zh) * | 2011-09-21 | 2012-04-11 | 浙江大学 | 一种桑枝抗氧化剂的制备方法 |
| WO2013045384A1 (en) * | 2011-09-26 | 2013-04-04 | Dsm Ip Assets B.V. | Novel compositions |
| WO2013045383A1 (en) * | 2011-09-26 | 2013-04-04 | Dsm Ip Assets B.V. | Novel compositions |
| BR112014013667A2 (pt) | 2011-12-06 | 2017-06-13 | Unilever Nv | composição antienvelhecimento da pele |
| FR2989270B1 (fr) * | 2012-04-12 | 2016-12-30 | Soc La Biochimie Appliquee | Composition cosmetique cutanee anti-age contenant des activateurs de l'aconitase mitochondriale |
| CN103275044B (zh) | 2013-06-14 | 2015-01-14 | 中国药科大学 | 一种r型白藜芦醇二聚体、其制备方法及其降血糖用途 |
| ES2881360T3 (es) | 2015-06-05 | 2021-11-29 | Tomcat International Ltd | Procedimiento y composición para estimular la síntesis del ácido hialurónico |
| US9738581B2 (en) | 2015-06-16 | 2017-08-22 | Hong Kong Baptist University | Method of using dihydro-resveratrol or its stilbenoid derivatives and/or chemical variants in treatments of fibrotic and diabetic conditions |
| WO2017011318A1 (en) | 2015-07-10 | 2017-01-19 | University Of Miami | Methods for treating mucopolysaccharidosis |
| JP7051843B2 (ja) * | 2016-11-15 | 2022-04-11 | ホンコン バプテスト ユニバーシティ | デンドロビウムベ-スの材料を含有する皮膚保護組成物 |
| KR20200011972A (ko) * | 2017-06-05 | 2020-02-04 | 플래그쉽 파이어니어링 이노베이션스 브이, 인크. | 멀티바이오틱제 및 이를 사용하는 방법 |
| KR20210016407A (ko) | 2018-06-05 | 2021-02-15 | 플래그쉽 파이어니어링 이노베이션스 브이, 인크. | 대사 장애 및 비알코올성 지방 간 질환의 치료를 위한 활성제 및 그 사용 방법 |
| WO2021254637A1 (en) | 2020-06-19 | 2021-12-23 | Tomcat International Limited | Association of natural actives ingredients to fight skin aging |
| EP4469015A1 (en) | 2022-01-25 | 2024-12-04 | Planbio Cosmetics Srl | Composition containing nero di troia pomace extract |
Family Cites Families (12)
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| AU6976191A (en) * | 1989-12-22 | 1991-07-24 | Smithkline Beecham Corporation | Anti-viral compositions |
| JPH08217721A (ja) * | 1995-02-16 | 1996-08-27 | Lion Corp | フェノール誘導体エステルの製造方法 |
| FR2766176B1 (fr) * | 1997-07-15 | 1999-10-29 | Caudalie | Compositions a base de derives de resveratrol |
| FR2772613B1 (fr) * | 1997-12-19 | 2003-05-09 | Oreal | Utilisation du phloroglucinol dans une composition cosmetique |
| JP2000344622A (ja) * | 1999-03-31 | 2000-12-12 | Sunstar Inc | スチルベン系化合物及びそれを含有する植物抽出物の安定化およびスチルベン系化合物及びそれを含有する植物抽出物を安定配合した食品、医薬品、化粧品、口腔製剤 |
| ITNA20000037A1 (it) * | 2000-06-02 | 2001-12-02 | Dev Biotechnological Proces Se | Filtro solare multifunzione innovativo. |
| WO2004054533A1 (en) * | 2002-12-18 | 2004-07-01 | L'oreal | Use of an alkyl ether of hydroxystilbene for the treatment of dry skin |
| JP2005112764A (ja) * | 2003-10-07 | 2005-04-28 | Toagosei Co Ltd | 芳香族エステルの製造方法 |
| EP1976505A1 (en) * | 2005-11-14 | 2008-10-08 | Abraxis BioScience, Inc. | Combretastatin derivatives and related therapeutic methods |
| US20090035236A1 (en) * | 2007-07-31 | 2009-02-05 | Maes Daniel H | Emulsion Cosmetic Compositions Containing Resveratrol Derivatives And An Oil Phase Structuring Agent |
| US8409376B2 (en) * | 2008-10-31 | 2013-04-02 | The Invention Science Fund I, Llc | Compositions and methods for surface abrasion with frozen particles |
| PL3222266T3 (pl) * | 2010-08-27 | 2018-10-31 | Sienna Biopharmaceuticals, Inc. | Kompozycje i sposoby do termomodulacji celowanej |
-
2007
- 2007-11-15 FR FR0708020A patent/FR2923717B1/fr not_active Expired - Fee Related
-
2008
- 2008-11-17 EP EP08850928.6A patent/EP2222294B1/fr not_active Not-in-force
- 2008-11-17 CN CN2008801235030A patent/CN101977601A/zh active Pending
- 2008-11-17 US US12/734,677 patent/US20100310615A1/en not_active Abandoned
- 2008-11-17 ES ES08850928.6T patent/ES2482115T3/es active Active
- 2008-11-17 WO PCT/IB2008/054818 patent/WO2009063440A1/fr not_active Ceased
- 2008-11-17 RU RU2010123790/15A patent/RU2491063C2/ru not_active IP Right Cessation
- 2008-11-17 JP JP2010533714A patent/JP2011504467A/ja active Pending
- 2008-11-17 PL PL08850928T patent/PL2222294T3/pl unknown
- 2008-11-17 CA CA2705840A patent/CA2705840A1/fr not_active Abandoned
- 2008-11-17 PT PT88509286T patent/PT2222294E/pt unknown
Also Published As
| Publication number | Publication date |
|---|---|
| RU2491063C2 (ru) | 2013-08-27 |
| RU2010123790A (ru) | 2013-01-20 |
| EP2222294B1 (fr) | 2014-05-07 |
| FR2923717A1 (fr) | 2009-05-22 |
| ES2482115T3 (es) | 2014-08-01 |
| FR2923717B1 (fr) | 2015-01-16 |
| JP2011504467A (ja) | 2011-02-10 |
| PT2222294E (pt) | 2014-08-22 |
| US20100310615A1 (en) | 2010-12-09 |
| WO2009063440A1 (fr) | 2009-05-22 |
| EP2222294A1 (fr) | 2010-09-01 |
| CN101977601A (zh) | 2011-02-16 |
| PL2222294T3 (pl) | 2014-09-30 |
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