CA2116198A1 - Lipid metabolism improving medicinal composition - Google Patents
Lipid metabolism improving medicinal compositionInfo
- Publication number
- CA2116198A1 CA2116198A1 CA002116198A CA2116198A CA2116198A1 CA 2116198 A1 CA2116198 A1 CA 2116198A1 CA 002116198 A CA002116198 A CA 002116198A CA 2116198 A CA2116198 A CA 2116198A CA 2116198 A1 CA2116198 A1 CA 2116198A1
- Authority
- CA
- Canada
- Prior art keywords
- cholesterol
- lipid metabolism
- lipid
- medicinal composition
- metabolism improving
- 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.)
- Abandoned
Links
- 230000037356 lipid metabolism Effects 0.000 title claims abstract description 17
- 239000000203 mixture Substances 0.000 title claims abstract description 15
- -1 phosphoric acid diester compound Chemical class 0.000 claims abstract description 15
- 150000003839 salts Chemical class 0.000 claims abstract description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims abstract description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 3
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 abstract description 39
- 235000012000 cholesterol Nutrition 0.000 abstract description 19
- 208000031226 Hyperlipidaemia Diseases 0.000 abstract description 12
- 150000003626 triacylglycerols Chemical class 0.000 abstract description 11
- 150000002632 lipids Chemical class 0.000 abstract description 10
- 235000021588 free fatty acids Nutrition 0.000 abstract description 9
- 108010010234 HDL Lipoproteins Proteins 0.000 abstract description 8
- 102000015779 HDL Lipoproteins Human genes 0.000 abstract description 8
- 108010007622 LDL Lipoproteins Proteins 0.000 abstract description 8
- 102000007330 LDL Lipoproteins Human genes 0.000 abstract description 8
- 150000005830 nonesterified fatty acids Chemical class 0.000 abstract description 8
- 108010062497 VLDL Lipoproteins Proteins 0.000 abstract description 5
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract description 5
- 201000010099 disease Diseases 0.000 abstract description 4
- 208000026106 cerebrovascular disease Diseases 0.000 abstract 2
- 206010002383 Angina Pectoris Diseases 0.000 abstract 1
- 206010065559 Cerebral arteriosclerosis Diseases 0.000 abstract 1
- 206010020772 Hypertension Diseases 0.000 abstract 1
- 206010029164 Nephrotic syndrome Diseases 0.000 abstract 1
- 208000008589 Obesity Diseases 0.000 abstract 1
- 206010008118 cerebral infarction Diseases 0.000 abstract 1
- 206010012601 diabetes mellitus Diseases 0.000 abstract 1
- 201000005851 intracranial arteriosclerosis Diseases 0.000 abstract 1
- 208000010125 myocardial infarction Diseases 0.000 abstract 1
- 208000009928 nephrosis Diseases 0.000 abstract 1
- 231100001027 nephrosis Toxicity 0.000 abstract 1
- 235000020824 obesity Nutrition 0.000 abstract 1
- 230000036470 plasma concentration Effects 0.000 abstract 1
- 238000011321 prophylaxis Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 description 21
- 241000700159 Rattus Species 0.000 description 9
- FYPMFJGVHOHGLL-UHFFFAOYSA-N probucol Chemical compound C=1C(C(C)(C)C)=C(O)C(C(C)(C)C)=CC=1SC(C)(C)SC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 FYPMFJGVHOHGLL-UHFFFAOYSA-N 0.000 description 8
- 229960003912 probucol Drugs 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- ZSJLQEPLLKMAKR-UHFFFAOYSA-N Streptozotocin Natural products O=NN(C)C(=O)NC1C(O)OC(CO)C(O)C1O ZSJLQEPLLKMAKR-UHFFFAOYSA-N 0.000 description 5
- 239000008280 blood Substances 0.000 description 5
- 210000004369 blood Anatomy 0.000 description 5
- 239000003814 drug Substances 0.000 description 5
- ZSJLQEPLLKMAKR-GKHCUFPYSA-N streptozocin Chemical compound O=NN(C)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O ZSJLQEPLLKMAKR-GKHCUFPYSA-N 0.000 description 5
- 229960001052 streptozocin Drugs 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- MDYZKJNTKZIUSK-UHFFFAOYSA-N tyloxapol Chemical compound O=C.C1CO1.CC(C)(C)CC(C)(C)C1=CC=C(O)C=C1 MDYZKJNTKZIUSK-UHFFFAOYSA-N 0.000 description 5
- 206010003210 Arteriosclerosis Diseases 0.000 description 4
- 208000011775 arteriosclerosis disease Diseases 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 229940079593 drug Drugs 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 108010023302 HDL Cholesterol Proteins 0.000 description 3
- 102000004895 Lipoproteins Human genes 0.000 description 3
- 108090001030 Lipoproteins Proteins 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 150000003904 phospholipids Chemical class 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000003826 tablet Substances 0.000 description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 241000700157 Rattus norvegicus Species 0.000 description 2
- MSCCTZZBYHQMQJ-AZAGJHQNSA-N Tocopheryl nicotinate Chemical compound C([C@@](OC1=C(C)C=2C)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)CC1=C(C)C=2OC(=O)C1=CC=CN=C1 MSCCTZZBYHQMQJ-AZAGJHQNSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003708 ampul Substances 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 230000000069 prophylactic effect Effects 0.000 description 2
- 238000011552 rat model Methods 0.000 description 2
- 235000021055 solid food Nutrition 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 229950009883 tocopheryl nicotinate Drugs 0.000 description 2
- 210000003462 vein Anatomy 0.000 description 2
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 1
- 241000725101 Clea Species 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- 239000011627 DL-alpha-tocopherol Substances 0.000 description 1
- 235000001815 DL-alpha-tocopherol Nutrition 0.000 description 1
- 239000004129 EU approved improving agent Substances 0.000 description 1
- 239000002211 L-ascorbic acid Substances 0.000 description 1
- 235000000069 L-ascorbic acid Nutrition 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- 206010027304 Menopausal symptoms Diseases 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical class [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 230000001437 anti-cataract Effects 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 229940124599 anti-inflammatory drug Drugs 0.000 description 1
- 239000003699 antiulcer agent Substances 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 229940115445 ascorbyl tocopheryl phosphate Drugs 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 238000010876 biochemical test Methods 0.000 description 1
- 230000037396 body weight Effects 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 210000000170 cell membrane Anatomy 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 235000005911 diet Nutrition 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 201000001421 hyperglycemia Diseases 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 230000000302 ischemic effect Effects 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 235000001968 nicotinic acid Nutrition 0.000 description 1
- 239000011664 nicotinic acid Substances 0.000 description 1
- 239000007935 oral tablet Substances 0.000 description 1
- 229940096978 oral tablet Drugs 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 230000008506 pathogenesis Effects 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000002831 pharmacologic agent Substances 0.000 description 1
- 229940093429 polyethylene glycol 6000 Drugs 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 229940043274 prophylactic drug Drugs 0.000 description 1
- 230000009103 reabsorption Effects 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 229940126585 therapeutic drug Drugs 0.000 description 1
- 238000011285 therapeutic regimen Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 230000002792 vascular 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
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
-
- 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
- A61K31/665—Phosphorus compounds having oxygen as a ring hetero atom, e.g. fosfomycin
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7381493 | 1993-03-31 | ||
| JP73814/1993 | 1993-03-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2116198A1 true CA2116198A1 (en) | 1994-10-01 |
Family
ID=13529009
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002116198A Abandoned CA2116198A1 (en) | 1993-03-31 | 1994-02-22 | Lipid metabolism improving medicinal composition |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5474991A (en:Method) |
| EP (1) | EP0617963B1 (en:Method) |
| KR (1) | KR100272483B1 (en:Method) |
| AT (1) | ATE141508T1 (en:Method) |
| CA (1) | CA2116198A1 (en:Method) |
| DE (1) | DE69400382T2 (en:Method) |
| ES (1) | ES2091057T3 (en:Method) |
| TW (1) | TW252918B (en:Method) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2244535A1 (en) * | 1995-05-15 | 2000-01-30 | Avon Products, Inc. | Novel uses for ascorbyl-phosphoryl-cholesterol in topical compositions |
| US6162450A (en) * | 1995-05-15 | 2000-12-19 | Avon Products, Inc. | Uses of ascorbyl-phosphoryl-cholesterol and compositions for practicing same |
| US5866147A (en) * | 1995-05-15 | 1999-02-02 | Avon Products, Inc. | Ascorbyl-phosphoryl-cholesterol |
| AUPR549901A0 (en) | 2001-06-06 | 2001-07-12 | Vital Health Sciences Pty Ltd | Topical formulation containing tocopheryl phosphates |
| MXPA03003585A (es) * | 2000-11-14 | 2003-07-14 | Vital Health Sciences Pty Ltd | Complejos de derivados de fosfato. |
| WO2003011303A1 (en) * | 2001-07-27 | 2003-02-13 | Vital Health Sciences Pty Ltd | Dermal therapy using phosphate derivatives of electron transfer agents |
| US20050089495A1 (en) * | 2001-12-13 | 2005-04-28 | West Simon M. | Transdermal transport of compounds |
| WO2003092614A2 (en) * | 2002-05-02 | 2003-11-13 | Hickle Randall S | Lipid removal from the body |
| AU2002950713A0 (en) * | 2002-08-09 | 2002-09-12 | Vital Health Sciences Pty Ltd | Carrier |
| EP1589964B1 (en) * | 2003-01-17 | 2011-11-23 | Vital Health Sciences Pty Ltd. | Compounds having anti-proliferative properties |
| AU2003901815A0 (en) * | 2003-04-15 | 2003-05-01 | Vital Health Sciences Pty Ltd | Phosphate derivatives |
| NZ549567A (en) * | 2004-03-03 | 2009-10-30 | Vital Health Sciences Pty Ltd | Formulations comprising a tocopheryl phosphate tertiary amine alkaloid complex |
| EP1858508A4 (en) * | 2005-03-03 | 2009-01-07 | Vital Health Sciences Pty Ltd | COMPOUNDS HAVING ANTICANCER PROPERTIES |
| MX2007010493A (es) * | 2005-03-03 | 2007-11-08 | Vital Health Sciences Pty Ltd | Compuestos que tienen propiedades reductoras de lipidos. |
| EP2548581A3 (en) * | 2005-06-17 | 2013-02-20 | Vital Health Sciences Pty Ltd. | A carrier comprising one or more di and/or mono-(electron transfer agent) phosphate derivatives or complexes thereof |
| BRPI0621081A2 (pt) * | 2005-12-23 | 2011-11-29 | Vital Health Sciences Pty Ltd | método de modulação de uma ou mais citocinas imuno-reguladoras, uso de um ou mais derivados de fosfato de um ou mais hidróxi cromanos ou complexos dos mesmos, método de inibição de uma resposta inflamatória e/ou de estimulação de uma resposta anti-inflamatória, método de tratamento e/ou de profilaxia de distúbios imunológicos, distúrbios inflamatórios e/ou distúrbios proliferativos celulares, agente imuno-modulador, agente anti-inflamatório ou agente anti-cáncer e um ou mais derivado de fosfato de um ou mais hidróxi cromanos ou complexos dos mesmos |
| ES2999020T3 (en) | 2010-02-05 | 2025-02-24 | Phosphagenics Ltd | Carrier comprising non-neutralised tocopheryl phosphate |
| RU2553350C2 (ru) | 2010-03-30 | 2015-06-10 | Фосфейдженикс Лимитед | Трансдермальные пластыри |
| EP2685992A4 (en) | 2011-03-15 | 2014-09-10 | Phosphagenics Ltd | AMINOCHINOLINE AS A KINASEHEMMER |
| CA3007587C (en) | 2015-12-09 | 2023-12-05 | Phosphagenics Limited | Pharmaceutical formulation |
| EP3558903B1 (en) | 2016-12-21 | 2024-07-03 | Avecho Biotechnology Limited | Process for phosphorylating a complex alcohol |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59219295A (ja) * | 1983-05-30 | 1984-12-10 | Senjiyu Seiyaku Kk | リン酸ジエステルまたはその塩およびそれらの製造法 |
| JPS62205091A (ja) * | 1986-03-04 | 1987-09-09 | Senjiyu Seiyaku Kk | 新規なリン酸ジエステルならびにその塩、その製造法およびそれを含有する製剤 |
| JPH0781138B2 (ja) * | 1986-12-02 | 1995-08-30 | 株式会社資生堂 | 抗酸化剤 |
| JP2526059B2 (ja) * | 1987-04-28 | 1996-08-21 | 千寿製薬株式会社 | 抗潰瘍剤 |
| PH25859A (en) * | 1988-01-11 | 1991-12-02 | Takeda Chemical Industries Ltd | Composition for treatment of ischemic disorder |
| UA19385A1 (uk) * | 1989-04-27 | 1997-12-25 | Сендзю Фармасьютікал Ко. Лтд. | Фофоліпідhі похідhі та композиція, яка має аhтиоксидаhтhу та іhгібуючу активhість щодо пероксидів ліпідів |
| US5053222A (en) * | 1989-06-07 | 1991-10-01 | Shiseido Company Ltd. | Hair cosmetic composition |
| US5231090A (en) * | 1990-07-30 | 1993-07-27 | University Of Miami | Treatment for hypercholesterolemia |
| CA2099346A1 (en) * | 1992-07-17 | 1994-01-18 | Shinji Ohmori | Lipid metabolism improving composition |
-
1994
- 1994-02-19 TW TW083101420A patent/TW252918B/zh active
- 1994-02-22 CA CA002116198A patent/CA2116198A1/en not_active Abandoned
- 1994-03-22 US US08/215,814 patent/US5474991A/en not_active Expired - Fee Related
- 1994-03-27 ES ES94104839T patent/ES2091057T3/es not_active Expired - Lifetime
- 1994-03-27 EP EP94104839A patent/EP0617963B1/en not_active Expired - Lifetime
- 1994-03-27 AT AT94104839T patent/ATE141508T1/de not_active IP Right Cessation
- 1994-03-27 DE DE69400382T patent/DE69400382T2/de not_active Expired - Fee Related
- 1994-03-31 KR KR1019940006835A patent/KR100272483B1/ko not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| TW252918B (en:Method) | 1995-08-01 |
| KR100272483B1 (ko) | 2000-11-15 |
| EP0617963A1 (en) | 1994-10-05 |
| ES2091057T3 (es) | 1996-10-16 |
| EP0617963B1 (en) | 1996-08-21 |
| DE69400382T2 (de) | 1996-12-19 |
| DE69400382D1 (de) | 1996-09-26 |
| US5474991A (en) | 1995-12-12 |
| ATE141508T1 (de) | 1996-09-15 |
| KR940021059A (ko) | 1994-10-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |