ES2946109T3 - Aceites con actividad antiinflamatoria que contienen mediadores pro-resolutivos especializados naturales y sus precursores - Google Patents
Aceites con actividad antiinflamatoria que contienen mediadores pro-resolutivos especializados naturales y sus precursores Download PDFInfo
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- ES2946109T3 ES2946109T3 ES13788058T ES13788058T ES2946109T3 ES 2946109 T3 ES2946109 T3 ES 2946109T3 ES 13788058 T ES13788058 T ES 13788058T ES 13788058 T ES13788058 T ES 13788058T ES 2946109 T3 ES2946109 T3 ES 2946109T3
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- docosa
- hdha
- spms
- hydroxy
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- A61K31/202—Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids having three or more double bonds, e.g. linolenic
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- A61K35/56—Materials from animals other than mammals
- A61K35/612—Crustaceans, e.g. crabs, lobsters, shrimps, krill or crayfish; Barnacles
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
Landscapes
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- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
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| GB0907413D0 (en) | 2009-04-29 | 2009-06-10 | Equateq Ltd | Novel methods |
| CN110478342A (zh) | 2012-05-10 | 2019-11-22 | 索卢泰克斯Na有限责任公司 | 含有天然专门促消退介质及其前体的具有抗炎活性的油 |
| GB201301626D0 (en) * | 2013-01-30 | 2013-03-13 | Dignity Sciences Ltd | Composition comprising 15-OHEPA and methods of using the same |
| US9902681B2 (en) | 2013-05-30 | 2018-02-27 | The Brigham And Women's Hospital, Inc. | N-3 immunoresolvents: structures and actions |
| EP3068757B1 (en) | 2013-11-15 | 2019-02-27 | DS Biopharma Limited | Lysine salt of 15-hydroxy-8(z),11(z),13(e)-eicosatrienoic acid |
| MX2016008953A (es) * | 2014-01-10 | 2017-02-02 | Dignity Sciences Ltd | Composiciones farmaceuticas que comprenden i5-hidroxi-eicosa- 5,8,11,13,17-pentaenoico ( 15-hepe ) y metodos para tratar el asma y trastornos pulmonares que usan las mismas. |
| JP6315536B2 (ja) * | 2014-01-29 | 2018-04-25 | 岩手県 | Ｐｐａｒ活性化剤 |
| JP6604529B2 (ja) * | 2014-01-29 | 2019-11-13 | 岩手県 | ヒドロキシエイコサペンタエン酸の取得方法 |
| CN106687113B (zh) | 2014-06-06 | 2021-09-03 | 海洋原料公司 | ω-3组合物、剂型及使用方法 |
| MA41120A (fr) | 2014-12-02 | 2017-10-10 | Afimmune Ltd | Compositions comprenant le 15-hepe et méthodes de traitement ou de prévention de la fibrose à l'aide de celles-ci |
| JP2018502163A (ja) * | 2015-01-16 | 2018-01-25 | アフィミューン リミテッド | １５−ｈｅｐｅを含む組成物及びそれを使用する方法 |
| WO2016130522A1 (en) * | 2015-02-09 | 2016-08-18 | Board Of Supervisors Of Louisiana State University And Agricultural And Mechanical College | Compounds, compositions, and methods for the treatment of inflammatory, degenerative, and neurodegenerative diseases |
| US9682034B2 (en) | 2015-03-10 | 2017-06-20 | Elc Management Llc | Methods and compositions for treating skin to resolve inflammation and screening for actives that stimulate pro-resolution pathways |
| JP2018520197A (ja) | 2015-07-21 | 2018-07-26 | アフィミューン リミテッド | 癌及び神経疾患の治療または予防において使用するための、１５−ｈｅｐｅを含む組成物 |
| WO2017041094A1 (en) | 2015-09-03 | 2017-03-09 | Solutex Na Llc | Compositions comprising omega-3 fatty acids, 17-hdha and 18- hepe and methods of using same |
| ES2607715B1 (es) | 2015-10-01 | 2018-01-17 | Solutex Na, Lcc | Proceso para la preparación y estabilización de emulsiones con omega-3 mediante redes cristalinas isométricas de derivados de celulosa |
| CN113230244A (zh) * | 2015-12-18 | 2021-08-10 | 艾菲穆恩有限公司 | 包含15-hepe的组合物及其使用方法 |
| JP6906047B2 (ja) | 2016-06-03 | 2021-07-21 | テティス・ファーマシューティカルズ・エルエルシー | 特異的炎症収束性メディエーターの塩に関連する組成物及び方法 |
| US11484520B2 (en) * | 2017-01-18 | 2022-11-01 | Universitat Autonoma De Barcelona | Specialized pro-resolving lipid mediators for use in the treatment of neurodegenerative diseases and/or autoimmune diseases |
| WO2019016580A1 (en) | 2017-07-20 | 2019-01-24 | Universitat Autonoma De Barcelona | MARESINS FOR USE IN THE TREATMENT OF CNS INJURIES |
| KR101981534B1 (ko) * | 2017-09-01 | 2019-05-23 | (주)솔빛피앤에프 | 프로텍틴 dx를 유효성분으로 함유하는 고지혈증 또는 지방간 질환 예방 또는 치료용 조성물 |
| KR102003153B1 (ko) * | 2018-01-17 | 2019-07-23 | 연세대학교 산학협력단 | 레졸빈 d2를 유효성분으로 함유하는 피부 염증 치료용 조성물 |
| WO2019203540A2 (ko) * | 2018-04-16 | 2019-10-24 | 한국생명공학연구원 | 다중불포화지방산의 멀티-하이드록시 유도체 생산 방법 |
| CN108578398A (zh) * | 2018-06-11 | 2018-09-28 | 温州医科大学 | 巨噬素在制备预防或治疗类风湿性关节炎的药物中的应用 |
| NO345574B1 (en) * | 2018-06-19 | 2021-04-26 | Epax Norway As | Composition for treatment of dry eye disease and meibomianitis |
| WO2019243887A1 (en) | 2018-06-22 | 2019-12-26 | Ambiotis | Method for restoration of the natural capacity of the body to end inflammation by personalization of the food supplementation and objectification of its effect |
| WO2020076578A1 (en) | 2018-10-09 | 2020-04-16 | University Of Rochester | Treatment of vulvovaginal disorders |
| KR102673270B1 (ko) * | 2018-10-15 | 2024-06-07 | (주)아모레퍼시픽 | 피부장벽 강화용 조성물 |
| US11400057B2 (en) | 2018-10-19 | 2022-08-02 | University Of Rochester | Treatment of vulvar pain |
| KR102704402B1 (ko) * | 2018-10-24 | 2024-09-06 | (주)아모레퍼시픽 | 피부장벽 강화용 조성물 |
| WO2020109480A1 (en) * | 2018-11-30 | 2020-06-04 | Evonik Operations Gmbh | Preparation for use to increase the formation of one or more specialized pro-resolving lipid mediators (spm) |
| WO2020252413A1 (en) * | 2019-06-13 | 2020-12-17 | The Regents Of The University Of California | Methods and compositions for determination liver fibrosis |
| CN110420224A (zh) * | 2019-07-25 | 2019-11-08 | 江苏华豚药业有限公司 | 河豚肝油皂化物的应用及其制备方法 |
| WO2021019037A1 (en) * | 2019-08-01 | 2021-02-04 | Evonik Operations Gmbh | Preparation comprising omega-3 fatty acid salts and extracts of gum resins from boswellia species |
| US11607623B2 (en) | 2019-08-08 | 2023-03-21 | Cornerstone Technologies Llc | Dynamic interface system and its application in supercritical fluid extraction and chromatography |
| GB201913383D0 (en) * | 2019-09-17 | 2019-10-30 | Univ London Queen Mary | Methods for predicting patient response to DMARDs |
| KR102870005B1 (ko) * | 2019-09-25 | 2025-10-17 | (주)아모레퍼시픽 | 피부장벽 강화용 조성물 |
| EP4071241A4 (en) * | 2019-12-06 | 2023-10-18 | Korea Research Institute of Bioscience and Biotechnology | MONO-HYDROXY OR DI-HYDROXY DERIVATIVES OF POLYUNSATURATED FATTY ACIDS, PROCESS FOR THEIR PRODUCTION AND USE |
| KR102256823B1 (ko) * | 2019-12-06 | 2021-05-26 | 한국생명공학연구원 | 도코사헥사노엔산 유도체를 함유하는 주름 개선, 아토피피부염 개선 및 피부 장벽 강화용 복합 조성물 |
| BR112022011276A2 (pt) * | 2019-12-09 | 2022-09-06 | Univ Louisiana State | Biomolécula para tratamento de patologias da córnea |
| US20210315851A1 (en) | 2020-04-03 | 2021-10-14 | Afimmune Limited | Compositions comprising 15-hepe and methods of treating or preventing hematologic disorders, and/or related diseases |
| US20230273228A1 (en) | 2020-07-17 | 2023-08-31 | Solutex Gc, S.L. | Diagnostic Method and Compounds for the Treatment of Infections Caused by a Pathogen |
| WO2022049168A1 (en) * | 2020-09-04 | 2022-03-10 | Dsm Ip Assets B.V. | 17(s)-hdpa for metabolic-syndrome related disorders |
| EP4255412A1 (en) | 2020-12-04 | 2023-10-11 | Chemo Research, S.L. | Specialized pro-resolving lipid mediators for treating pcos |
| KR20220159751A (ko) | 2021-05-26 | 2022-12-05 | (주)아모레퍼시픽 | 미백용 조성물 및 이를 이용한 피부 미백방법 |
| KR102662544B1 (ko) * | 2021-10-19 | 2024-05-03 | 서울대학교산학협력단 | 참문어 추출물을 유효성분으로 포함하는 만성 폐쇄성 폐질환 예방 또는 치료용 약학적 조성물 |
| EP4499060A1 (en) | 2022-03-25 | 2025-02-05 | Chemo Research, S.L. | Specialized pro-resolving lipid mediators for treating long covid-19 |
| CN115466776B (zh) * | 2022-09-26 | 2025-06-27 | 中国医学科学院基础医学研究所 | 检测嗜酸性粒细胞的试剂、嗜酸性粒细胞及其胞质内容物和羟基二十二碳六烯酸的应用 |
| CN116139122B (zh) * | 2023-02-28 | 2025-11-07 | 武汉大学人民医院（湖北省人民医院） | 消退素d2在制备缓解和/或治疗心肌梗死及其相关疾病的药物中的应用 |
| WO2025023183A1 (ja) * | 2023-07-21 | 2025-01-30 | 国立大学法人大阪大学 | 炎症性腸疾患を抑制する脂肪酸代謝産物 |
| WO2025233510A1 (en) | 2024-05-10 | 2025-11-13 | Chemo Research, S.L. | Specialized pro-resolving lipid mediators for treating depression, anxiety, and/or stress |
Family Cites Families (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4235871A (en) | 1978-02-24 | 1980-11-25 | Papahadjopoulos Demetrios P | Method of encapsulating biologically active materials in lipid vesicles |
| US4501728A (en) | 1983-01-06 | 1985-02-26 | Technology Unlimited, Inc. | Masking of liposomes from RES recognition |
| US4837028A (en) | 1986-12-24 | 1989-06-06 | Liposome Technology, Inc. | Liposomes with enhanced circulation time |
| JPH01169354A (ja) * | 1987-12-25 | 1989-07-04 | Hitachi Ltd | 超臨界炭酸ガス抽出物の分取方法 |
| US5133902A (en) | 1989-08-22 | 1992-07-28 | Viswanatha Sankaran | Transesterification of triglycerides |
| US4966876A (en) | 1989-08-22 | 1990-10-30 | Viswanatha Sankaran | Transesterification of triglycerides |
| IT1274734B (it) | 1994-08-25 | 1997-07-24 | Prospa Bv | Composizioni farmaceutiche contenenti acidi grassi poliinsaturi, loro esteri o sali, unitamente a vitamine o provitamine antiossidanti |
| KR100234947B1 (ko) | 1997-06-05 | 1999-12-15 | 이형도 | 멀티 탭 고주파 모듈레이터 |
| ATE497384T1 (de) | 1997-12-10 | 2011-02-15 | Cyclosporine Therapeutics Ltd | Omega-3 fettsäure enthaltende pharmazeutische zusammensetzungen |
| JP4175698B2 (ja) * | 1998-06-19 | 2008-11-05 | サントリー株式会社 | 新規なトリグリセリド及びそれを含む組成物 |
| IL151299A0 (en) * | 2000-02-16 | 2003-04-10 | Brigham & Womens Hospital | Aspirin-triggered lipid mediators |
| PT1243262E (pt) * | 2001-03-20 | 2006-10-31 | Sanol Arznei Schwarz Gmbh | Nova utilizacao de uma classe de compostos peptideos para o tratamento da dor inflamatoria nao neuropatica |
| JPWO2002102364A1 (ja) * | 2001-06-18 | 2004-09-30 | 山田 幸子 | ＰＰＡＲγ作動性医薬組成物 |
| US7759395B2 (en) | 2002-08-12 | 2010-07-20 | The Brigham And Women's Hospital, Inc. | Use of docosatrienes, resolvins and their stable analogs in the treatment of airway diseases and asthma |
| KR20110053281A (ko) | 2002-11-22 | 2011-05-19 | 니폰스이산가부시키가이샤 | 산화 안정성이 향상된 이중결합을 가진 유기물을 함유하는 조성물 |
| JP4280158B2 (ja) | 2002-12-27 | 2009-06-17 | 富士フイルム株式会社 | ドコサヘキサエン酸生産能を有する微生物及びその利用 |
| US20090318394A1 (en) | 2004-11-19 | 2009-12-24 | Julie Nauroth | Long Chain Polyunsaturated Fatty Acids and Methods of Making and Using the Same |
| KR20070090928A (ko) * | 2004-11-19 | 2007-09-06 | 마텍 바이오싸이언스스 코포레이션 | 장쇄 다가불포화 지방산으로부터의 옥시리핀, 및 이의 제조방법 및 사용 방법 |
| JP2009051732A (ja) * | 2005-12-13 | 2009-03-12 | Meiji Seika Kaisha Ltd | Ｐｐａｒリガンド活性を有する組成物 |
| US20110190389A1 (en) | 2007-02-20 | 2011-08-04 | Linda Arterburn | Oxylipins from long chain polyunsaturated fatty acids and methods of making and using the same |
| AU2008269989B2 (en) * | 2007-06-29 | 2014-02-27 | Dsm Ip Assets B.V. | Production and purification of esters of polyunsaturated fatty acids |
| KR101650680B1 (ko) | 2007-08-31 | 2016-08-23 | 디에스엠 아이피 어셋츠 비.브이. | 다중불포화된 지방산 함유 고체 지방 조성물 및 그의 용도 및 생산 |
| US8927747B2 (en) * | 2008-09-16 | 2015-01-06 | The Brigham And Women's Hospital, Inc. | 14-hydroxy-docosahexaenoic acid compounds |
| WO2010095706A1 (ja) | 2009-02-20 | 2010-08-26 | 国立大学法人東京大学 | 新規抗炎症性化合物 |
| US20110071090A1 (en) | 2009-03-11 | 2011-03-24 | Stable Solutions Llc | Method of mitigating adverse drug events using omega-3-fatty acids as a parenteral therapeutic drug vehicle |
| CL2009001343A1 (es) * | 2009-06-02 | 2009-07-10 | Golden Omega S A | Proceso de obtencion concentrado de esteres de epa y dha a partir de aceite marino, que comprende agregar al aceite alcali y agua a menos de 100 grados celsius, agregar solvente, separar fase de refinado, agregar acido, separar la fase no acuosa y agregar alcohol y un catalizador a menos de 150 grados celsius, desolventilizar y destilar. |
| US8479921B2 (en) | 2009-12-09 | 2013-07-09 | Amcor Flexibles, Inc. | Child resistant blister package |
| WO2011087981A2 (en) | 2010-01-15 | 2011-07-21 | E. I. Du Pont De Nemours And Company | Clinical benefits of eicosapentaenoic acid in humans |
| WO2012023254A1 (ja) | 2010-08-19 | 2012-02-23 | 国立大学法人 東京大学 | オメガ３系脂肪酸由来の新規抗炎症性代謝物 |
| US8865685B2 (en) | 2011-06-30 | 2014-10-21 | Johnson & Johnson Vision Care, Inc. | Esters for treatment of ocular inflammatory conditions |
| WO2013096993A1 (en) | 2011-12-27 | 2013-07-04 | Commonwealth Scientific And Industrial Research Organisation | Processes for producing lipids |
| CN110478342A (zh) * | 2012-05-10 | 2019-11-22 | 索卢泰克斯Na有限责任公司 | 含有天然专门促消退介质及其前体的具有抗炎活性的油 |
| AU2014299410B2 (en) | 2013-06-27 | 2017-12-21 | Smartfish As | Use of a composition comprising fish oil and juice for the treatment of inflammation |
| MX2016008953A (es) | 2014-01-10 | 2017-02-02 | Dignity Sciences Ltd | Composiciones farmaceuticas que comprenden i5-hidroxi-eicosa- 5,8,11,13,17-pentaenoico ( 15-hepe ) y metodos para tratar el asma y trastornos pulmonares que usan las mismas. |
| WO2017041094A1 (en) | 2015-09-03 | 2017-03-09 | Solutex Na Llc | Compositions comprising omega-3 fatty acids, 17-hdha and 18- hepe and methods of using same |
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2013
- 2013-05-09 CN CN201910864506.XA patent/CN110478342A/zh active Pending
- 2013-05-09 WO PCT/US2013/040314 patent/WO2013170006A2/en not_active Ceased
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