DK2322184T3 - Compositions for the relief of premenstrual symptoms - Google Patents
Compositions for the relief of premenstrual symptoms Download PDFInfo
- Publication number
- DK2322184T3 DK2322184T3 DK10154498.9T DK10154498T DK2322184T3 DK 2322184 T3 DK2322184 T3 DK 2322184T3 DK 10154498 T DK10154498 T DK 10154498T DK 2322184 T3 DK2322184 T3 DK 2322184T3
- Authority
- DK
- Denmark
- Prior art keywords
- lecithin
- pharmaceutical composition
- serine
- phospholipase
- phosphatidyl
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 33
- 208000024891 symptom Diseases 0.000 title claims description 28
- 206010036618 Premenstrual syndrome Diseases 0.000 claims description 35
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 claims description 33
- 235000010445 lecithin Nutrition 0.000 claims description 32
- 239000000787 lecithin Substances 0.000 claims description 32
- 229940067606 lecithin Drugs 0.000 claims description 32
- 229960001153 serine Drugs 0.000 claims description 30
- 102000011420 Phospholipase D Human genes 0.000 claims description 21
- 108090000553 Phospholipase D Proteins 0.000 claims description 21
- 235000016709 nutrition Nutrition 0.000 claims description 14
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 claims description 10
- JQWAHKMIYCERGA-UHFFFAOYSA-N (2-nonanoyloxy-3-octadeca-9,12-dienoyloxypropoxy)-[2-(trimethylazaniumyl)ethyl]phosphinate Chemical compound CCCCCCCCC(=O)OC(COP([O-])(=O)CC[N+](C)(C)C)COC(=O)CCCCCCCC=CCC=CCCCCC JQWAHKMIYCERGA-UHFFFAOYSA-N 0.000 claims description 8
- 125000005313 fatty acid group Chemical group 0.000 claims description 7
- 238000006911 enzymatic reaction Methods 0.000 claims description 5
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 5
- -1 phosphatidyl L-serine Chemical compound 0.000 claims description 5
- 235000013311 vegetables Nutrition 0.000 claims description 5
- 206010000060 Abdominal distension Diseases 0.000 claims description 4
- 208000002874 Acne Vulgaris Diseases 0.000 claims description 4
- 208000006820 Arthralgia Diseases 0.000 claims description 4
- 208000008035 Back Pain Diseases 0.000 claims description 4
- 206010010774 Constipation Diseases 0.000 claims description 4
- 206010012735 Diarrhoea Diseases 0.000 claims description 4
- 206010019233 Headaches Diseases 0.000 claims description 4
- 208000000112 Myalgia Diseases 0.000 claims description 4
- 206010000059 abdominal discomfort Diseases 0.000 claims description 4
- 206010000496 acne Diseases 0.000 claims description 4
- 230000004594 appetite change Effects 0.000 claims description 4
- 208000024330 bloating Diseases 0.000 claims description 4
- 231100000869 headache Toxicity 0.000 claims description 4
- 239000004615 ingredient Substances 0.000 claims description 4
- 235000013336 milk Nutrition 0.000 claims description 4
- 239000008267 milk Substances 0.000 claims description 4
- 210000004080 milk Anatomy 0.000 claims description 4
- 208000013465 muscle pain Diseases 0.000 claims description 4
- 229940005741 sunflower lecithin Drugs 0.000 claims description 4
- 102000004190 Enzymes Human genes 0.000 claims description 3
- 108090000790 Enzymes Proteins 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 229940124531 pharmaceutical excipient Drugs 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 8
- 230000001580 bacterial effect Effects 0.000 claims 2
- 206010006298 Breast pain Diseases 0.000 claims 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 claims 1
- 210000000481 breast Anatomy 0.000 claims 1
- 235000019788 craving Nutrition 0.000 claims 1
- 206010016256 fatigue Diseases 0.000 claims 1
- 206010022437 insomnia Diseases 0.000 claims 1
- 239000008347 soybean phospholipid Substances 0.000 claims 1
- 238000000034 method Methods 0.000 description 16
- 239000002994 raw material Substances 0.000 description 12
- JLPULHDHAOZNQI-ZTIMHPMXSA-N 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC JLPULHDHAOZNQI-ZTIMHPMXSA-N 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 9
- 229940083466 soybean lecithin Drugs 0.000 description 9
- 230000005906 menstruation Effects 0.000 description 8
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 238000011282 treatment Methods 0.000 description 7
- 235000013365 dairy product Nutrition 0.000 description 6
- 230000002255 enzymatic effect Effects 0.000 description 5
- 150000003904 phospholipids Chemical class 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 240000002791 Brassica napus Species 0.000 description 3
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 3
- 206010006312 Breast swelling Diseases 0.000 description 3
- 206010006313 Breast tenderness Diseases 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 206010056465 Food craving Diseases 0.000 description 3
- YLZOPXRUQYQQID-UHFFFAOYSA-N 3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]propan-1-one Chemical compound N1N=NC=2CN(CCC=21)CCC(=O)N1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F YLZOPXRUQYQQID-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 2
- 208000019804 backache Diseases 0.000 description 2
- 230000006399 behavior Effects 0.000 description 2
- 208000013404 behavioral symptom Diseases 0.000 description 2
- 210000000170 cell membrane Anatomy 0.000 description 2
- 230000019771 cognition Effects 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 230000003203 everyday effect Effects 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 230000036651 mood Effects 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 230000027758 ovulation cycle Effects 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- ASWBNKHCZGQVJV-UHFFFAOYSA-N (3-hexadecanoyloxy-2-hydroxypropyl) 2-(trimethylazaniumyl)ethyl phosphate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(O)COP([O-])(=O)OCC[N+](C)(C)C ASWBNKHCZGQVJV-UHFFFAOYSA-N 0.000 description 1
- PORPENFLTBBHSG-MGBGTMOVSA-N 1,2-dihexadecanoyl-sn-glycerol-3-phosphate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC PORPENFLTBBHSG-MGBGTMOVSA-N 0.000 description 1
- ZPDQFUYPBVXUKS-YADHBBJMSA-N 1-stearoyl-sn-glycero-3-phosphoserine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)OC[C@H](N)C(O)=O ZPDQFUYPBVXUKS-YADHBBJMSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical group NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- 241000186046 Actinomyces Species 0.000 description 1
- 244000105624 Arachis hypogaea Species 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 240000000385 Brassica napus var. napus Species 0.000 description 1
- 240000007124 Brassica oleracea Species 0.000 description 1
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
- 208000027534 Emotional disease Diseases 0.000 description 1
- JZNWSCPGTDBMEW-UHFFFAOYSA-N Glycerophosphorylethanolamin Natural products NCCOP(O)(=O)OCC(O)CO JZNWSCPGTDBMEW-UHFFFAOYSA-N 0.000 description 1
- 208000002193 Pain Diseases 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 230000007211 cardiovascular event Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000002354 daily effect Effects 0.000 description 1
- 235000021323 fish oil Nutrition 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000003054 hormonal effect Effects 0.000 description 1
- 229940099578 hydrogenated soybean lecithin Drugs 0.000 description 1
- 238000011221 initial treatment Methods 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- UKVIEHSSVKSQBA-UHFFFAOYSA-N methane;palladium Chemical compound C.[Pd] UKVIEHSSVKSQBA-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
- WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 description 1
- 150000008104 phosphatidylethanolamines Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000009862 primary prevention Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 150000003248 quinolines Chemical group 0.000 description 1
- 230000009863 secondary prevention Effects 0.000 description 1
- 125000003607 serino group Chemical group [H]N([H])[C@]([H])(C(=O)[*])C(O[H])([H])[H] 0.000 description 1
- 239000012064 sodium phosphate buffer Substances 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- 230000003867 tiredness Effects 0.000 description 1
- 208000016255 tiredness Diseases 0.000 description 1
- 238000011269 treatment regimen Methods 0.000 description 1
- 230000005186 women's health Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/66—Phosphorus compounds
- A61K31/683—Diesters of a phosphorus acid with two hydroxy compounds, e.g. phosphatidylinositols
- A61K31/685—Diesters of a phosphorus acid with two hydroxy compounds, e.g. phosphatidylinositols one of the hydroxy compounds having nitrogen atoms, e.g. phosphatidylserine, lecithin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
Landscapes
- Health & Medical Sciences (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Endocrinology (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Diabetes (AREA)
- Reproductive Health (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/606,975 US8399432B2 (en) | 2009-10-27 | 2009-10-27 | Compositions and methods of treatment for alleviating premenstrual syndrome symptoms |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK2322184T3 true DK2322184T3 (en) | 2017-10-02 |
Family
ID=43610927
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK10154498.9T DK2322184T3 (en) | 2009-10-27 | 2010-02-24 | Compositions for the relief of premenstrual symptoms |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US8399432B2 (https=) |
| EP (1) | EP2322184B1 (https=) |
| JP (2) | JP2011093881A (https=) |
| DK (1) | DK2322184T3 (https=) |
| ES (1) | ES2640009T3 (https=) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK2769725T3 (en) | 2013-02-22 | 2016-08-22 | Lipogen Ltd | PREPARATIONS FOR USE AT relief of symptoms associated with premenstrual syndrome and premenstrual dysphoric disorder |
| WO2018057737A1 (en) | 2016-09-22 | 2018-03-29 | Cash Alan B | Method to alleviate the symptoms of pms |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3791951B2 (ja) | 1995-11-08 | 2006-06-28 | 株式会社ヤクルト本社 | 多価不飽和脂肪酸含有ホスファチジルセリンを含む油脂組成物の製造方法 |
| CA2382580C (en) * | 1999-08-31 | 2009-05-19 | Jenapharm Gmbh & Co. Kg | Mesoprogestins (progesterone receptor modulators) for the treatment and prevention of benign hormone dependent gynecological disorders |
| JP2002029967A (ja) * | 2000-02-02 | 2002-01-29 | Nisshin Oil Mills Ltd:The | 月経前症候群症状緩和用食用油脂組成物 |
| US7208180B2 (en) * | 2000-05-08 | 2007-04-24 | N.V. Nutricia | Method and preparation for the preventing and/or treating vascular disorders and secondary disorders associated therewith |
| JP2002302441A (ja) * | 2001-02-02 | 2002-10-18 | Nisshin Oil Mills Ltd:The | 月経前症候群症状緩和用組成物及び飲食物 |
| JP2003055216A (ja) * | 2001-08-03 | 2003-02-26 | Nisshin Oillio Ltd | 月経中症状緩和剤及びそれを含有する飲食物 |
| NZ591627A (en) | 2001-12-05 | 2012-09-28 | Teva Womens Health Inc | Oral contraceptives to prevent pregnancy and diminish premenstrual symptomatology |
| US6939877B2 (en) | 2002-09-12 | 2005-09-06 | Wyeth | Antidepressant piperidine derivatives of heterocycle-fused benzodioxans |
| IL158139A0 (en) * | 2003-09-25 | 2004-09-27 | Enzymotec Ltd | Stabilized formulations of phosphatidyl serine |
| WO2005044176A2 (en) * | 2003-11-10 | 2005-05-19 | Lipogen Ltd. | Compositions containing phosphatidic acid, methods of use thereof, methods of manufacture thereof, and articles of manufacture containing same |
| US20050196434A1 (en) * | 2004-03-04 | 2005-09-08 | Brierre Barbara T. | Pharmaceutical composition and method for the transdermal delivery of magnesium |
| JP2005263668A (ja) * | 2004-03-17 | 2005-09-29 | Nof Corp | ホスファチジルセリン含有水性組成物及び用途 |
| JP2006131572A (ja) * | 2004-11-08 | 2006-05-25 | Tomiyoshi Murakawa | 月経関連症状の緩和剤 |
| JP2006131571A (ja) * | 2004-11-08 | 2006-05-25 | Nakai Kosan:Kk | 月経関連症状の緩和剤 |
| US8846338B2 (en) * | 2008-08-07 | 2014-09-30 | Lipogen Ltd. | Processes for the preparation of phosphatides |
-
2009
- 2009-10-27 US US12/606,975 patent/US8399432B2/en active Active
-
2010
- 2010-02-24 EP EP10154498.9A patent/EP2322184B1/en active Active
- 2010-02-24 DK DK10154498.9T patent/DK2322184T3/en active
- 2010-02-24 ES ES10154498.9T patent/ES2640009T3/es active Active
- 2010-08-02 JP JP2010173298A patent/JP2011093881A/ja not_active Withdrawn
-
2014
- 2014-12-19 JP JP2014258058A patent/JP5840284B2/ja active Active
Also Published As
| Publication number | Publication date |
|---|---|
| US8399432B2 (en) | 2013-03-19 |
| US20110098249A1 (en) | 2011-04-28 |
| JP2011093881A (ja) | 2011-05-12 |
| JP5840284B2 (ja) | 2016-01-06 |
| JP2015057441A (ja) | 2015-03-26 |
| ES2640009T3 (es) | 2017-10-31 |
| EP2322184A1 (en) | 2011-05-18 |
| EP2322184B1 (en) | 2017-06-21 |
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