KR950032165A - 토코페롤 유도체 - Google Patents
토코페롤 유도체 Download PDFInfo
- Publication number
- KR950032165A KR950032165A KR1019950012327A KR19950012327A KR950032165A KR 950032165 A KR950032165 A KR 950032165A KR 1019950012327 A KR1019950012327 A KR 1019950012327A KR 19950012327 A KR19950012327 A KR 19950012327A KR 950032165 A KR950032165 A KR 950032165A
- Authority
- KR
- South Korea
- Prior art keywords
- pharmacologically acceptable
- acceptable salt
- tocopherol derivative
- thiol group
- amino acid
- Prior art date
Links
- 150000003611 tocopherol derivatives Chemical class 0.000 title claims abstract 11
- 150000001875 compounds Chemical class 0.000 claims abstract description 4
- 150000003839 salts Chemical class 0.000 claims abstract 9
- RWSXRVCMGQZWBV-WDSKDSINSA-N glutathione Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N 0.000 claims abstract 8
- 125000003396 thiol group Chemical group [H]S* 0.000 claims abstract 6
- 108010024636 Glutathione Proteins 0.000 claims abstract 4
- XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 claims abstract 4
- 150000001370 alpha-amino acid derivatives Chemical class 0.000 claims abstract 4
- 235000008206 alpha-amino acids Nutrition 0.000 claims abstract 4
- 235000018417 cysteine Nutrition 0.000 claims abstract 4
- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 claims abstract 4
- 229960003180 glutathione Drugs 0.000 claims abstract 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 3
- 239000001257 hydrogen Substances 0.000 claims abstract 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract 3
- 108090000765 processed proteins & peptides Proteins 0.000 claims 3
- 235000001014 amino acid Nutrition 0.000 claims 2
- 150000001413 amino acids Chemical class 0.000 claims 2
- BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 claims 2
- 102000004196 processed proteins & peptides Human genes 0.000 claims 2
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 claims 2
- OGNSCSPNOLGXSM-UHFFFAOYSA-N (+/-)-DABA Natural products NCCC(N)C(O)=O OGNSCSPNOLGXSM-UHFFFAOYSA-N 0.000 claims 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 235000003704 aspartic acid Nutrition 0.000 claims 1
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 claims 1
- 229960003692 gamma aminobutyric acid Drugs 0.000 claims 1
- 235000013922 glutamic acid Nutrition 0.000 claims 1
- 239000004220 glutamic acid Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229960003080 taurine Drugs 0.000 claims 1
- 229940079593 drug Drugs 0.000 abstract 2
- 239000003814 drug Substances 0.000 abstract 2
- 239000006096 absorbing agent Substances 0.000 abstract 1
- 230000001437 anti-cataract Effects 0.000 abstract 1
- 230000002490 cerebral effect Effects 0.000 abstract 1
- 239000008406 cosmetic ingredient Substances 0.000 abstract 1
- 239000004615 ingredient Substances 0.000 abstract 1
- 239000003381 stabilizer Substances 0.000 abstract 1
- 238000000862 absorption spectrum Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/70—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with two hydrocarbon radicals attached in position 2 and elements other than carbon and hydrogen in position 6
- C07D311/72—3,4-Dihydro derivatives having in position 2 at least one methyl radical and in position 6 one oxygen atom, e.g. tocopherols
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrane Compounds (AREA)
- Cosmetics (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
본 발명은 하기식(I)의 토코페롤 유도체 또는 이의 약리학적으로 허용가능한 염을 제공한다.
(식중, R1및 R2는 같거나 다르며 수소 또는 메틸을 나타내고; R3은 티올기를 갖는 시스테인 또는 글루타티온이 티올기를 통해 결합하는 경우는 제외하고, N 말단을 통해 결합하는 α-아미노산, ω-아미노산 또는 펩티드를 나타낸다)
본 발명의 토코페롤 유도체는 수용성 화합물이며 뇌기능 개선제 및 항백내장제의 용도로 기대할 수 있다. 더우기, 본 화합물은 UV-흡수제, 피부보호 성분 또는 기타 화장품 성분용 안정제로서 중요하다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
제1도는 실시에1에서 합성한 화합물의 적외선 흡수 스펙트럼(IR)이다.
Claims (8)
- 하기식(I)의 토코페롤 유도체 또는 이의 약리학적으로 허용가능한 염:(식중, R1및 R2는 같거나 다르며 수소 또는 메틸을 나타내고;R3은 티올기를 갖는 시스테인 또는 글루타티온이 티올기를 통해 결합하는 경우는 제외하고, N 말단을 통해 결합하는 α-아미노산, ω-아미노산 또는 펩티드를 나타낸다)
- 제1항에 있어서, R3이 시스테인인 토코페롤 유도체 또는 이의 약리학적으로 허용가능한 염.
- 제1항에 있어서, R3이 타우린인 토코페롤 유도체 또는 이의 약리학적으로 허용가능한 염.
- 제1항에 있어서, R3이 γ-아미노부티르산인 토코페롤 유도체 또는 이의 약리학적으로 허용가능한 염.
- 제1항에 있어서, R3이 글루타티온인 토코페롤 유도체 또는 이의 약리학적으로 허용가능한 염.
- 제1항에 있어서, R3이 아스파르트산인 토코페롤 유도체 또는 이의 약리학적으로 허용가능한 염.
- 제1항에 있어서, R3이 글루탐산인 토코페롤 유도체 또는 이의 약리학적으로 허용가능한 염.
- 하기식(Ⅱ)의 화합물과 알칼리 존재하에서 α-아미노산, ω-아미노산 또는 펩티드를 반응시키는 것을 특징으로 하는 하기식(I)의 토코페롤 유도체 또는 약리학적으로 허용 가능한 이의 염의 제조 방법:(식중, R1및 R2는 같거나 다르며 수소 또는 메틸을 나타내고; R3은 티올기를 갖는 시스테인 또는 글루타티온이 티올기를 통해 결합하는 경우는 제외하고, N 말단을 통해 결합하는 α-아미노산, ω-아미노산 또는 펩티드를 나타낸다)※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP94-106484 | 1994-05-20 | ||
JP10648494 | 1994-05-20 |
Publications (1)
Publication Number | Publication Date |
---|---|
KR950032165A true KR950032165A (ko) | 1995-12-20 |
Family
ID=14434754
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019950012327A KR950032165A (ko) | 1994-05-20 | 1995-05-17 | 토코페롤 유도체 |
Country Status (8)
Country | Link |
---|---|
US (1) | US5606080A (ko) |
EP (1) | EP0683164B1 (ko) |
KR (1) | KR950032165A (ko) |
AT (1) | ATE182888T1 (ko) |
CA (1) | CA2148148A1 (ko) |
DE (1) | DE69511163T2 (ko) |
ES (1) | ES2134376T3 (ko) |
TW (1) | TW288014B (ko) |
Families Citing this family (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR100195291B1 (ko) * | 1997-07-12 | 1999-06-15 | 서경배 | 비이온성 비타민 |
JP4346239B2 (ja) * | 1997-12-24 | 2009-10-21 | 千寿製薬株式会社 | ビタミンe誘導体 |
KR20000000840A (ko) * | 1998-06-03 | 2000-01-15 | 김영대 | 신규한 폴리옥시프로필렌폴리옥시에틸렌 비타민 e 및 그의제조방법 |
US6426362B1 (en) | 1999-10-08 | 2002-07-30 | Galileo Laboratories, Inc. | Formulations of tocopherols and methods of making and using them |
US7034054B2 (en) * | 2000-12-15 | 2006-04-25 | Galileo Pharmaceuticals, Inc. | Methods for the prevention and treatment of cerebral ischemia using non-alpha tocopherols |
KR100453727B1 (ko) * | 2001-01-30 | 2004-10-20 | 김영대 | 신규한 폴리옥시프로필렌폴리옥시에틸렌 비타민 e 및그의 제조방법 |
KR100438402B1 (ko) * | 2001-05-30 | 2004-07-02 | 김영대 | 폴리옥시프로필렌-폴리옥시에틸렌 비타민 이를 이용한저점도 수중유형 유화 화장료 |
AU2002352726A1 (en) | 2001-11-15 | 2003-06-10 | Galileo Laboratories, Inc. | Formulations and methods for treatment or amelioration of inflammatory conditions |
US6858227B1 (en) | 2001-11-21 | 2005-02-22 | Sonus Pharmaceuticals, Inc. | Vitamin E conjugates |
KR100488220B1 (ko) * | 2002-05-21 | 2005-05-06 | 김영대 | 폴리옥시프로필렌-폴리옥시에틸렌(pop-poe) 비타민e를 함유한 나노에말션 화장료 조성물 및 그의 제조방법 |
US20080045559A1 (en) * | 2003-10-29 | 2008-02-21 | Sonus Pharmaceuticals, Inc. | Tocopherol-modified therapeutic drug compounds |
DE602004027936D1 (de) * | 2003-10-29 | 2010-08-12 | Sonus Pharmaceutical Inc | Tocopherolmodifizierte therapeutische arzneimittelverbindung |
US7790701B2 (en) | 2006-04-19 | 2010-09-07 | Gelest Technologies, Inc. | Silicon-based tocopherol derivatives |
JP2016530333A (ja) | 2013-09-13 | 2016-09-29 | ザ ボード オブ トラスティーズ オブ ザ ユニバーシティ オブ アーカンソー | 放射線の影響から防護するため及び放射線の影響を緩和するための組成物の調製及び使用 |
US20160324914A1 (en) | 2015-05-05 | 2016-11-10 | Tocol Pharmaceuticals, Llc | Use of rice bran oil distillate extract for prevention and mitigation of the effects of radiation |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH529746A (de) * | 1968-08-01 | 1972-10-31 | Spofa Vereinigte Pharma Werke | Verfahren zur Herstellung von Chromanderivaten |
JPS57175186A (en) * | 1981-04-20 | 1982-10-28 | Fujimoto Seiyaku Kk | Novel vitamin e derivative and its preparation |
-
1995
- 1995-04-28 CA CA002148148A patent/CA2148148A1/en not_active Abandoned
- 1995-05-03 TW TW084104418A patent/TW288014B/zh active
- 1995-05-11 US US08/438,971 patent/US5606080A/en not_active Expired - Fee Related
- 1995-05-17 KR KR1019950012327A patent/KR950032165A/ko not_active Application Discontinuation
- 1995-05-18 DE DE69511163T patent/DE69511163T2/de not_active Expired - Fee Related
- 1995-05-18 AT AT95107593T patent/ATE182888T1/de active
- 1995-05-18 ES ES95107593T patent/ES2134376T3/es not_active Expired - Lifetime
- 1995-05-18 EP EP95107593A patent/EP0683164B1/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
ATE182888T1 (de) | 1999-08-15 |
DE69511163D1 (de) | 1999-09-09 |
US5606080A (en) | 1997-02-25 |
DE69511163T2 (de) | 1999-11-25 |
EP0683164A1 (en) | 1995-11-22 |
ES2134376T3 (es) | 1999-10-01 |
CA2148148A1 (en) | 1995-11-21 |
EP0683164B1 (en) | 1999-08-04 |
TW288014B (ko) | 1996-10-11 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PA0109 | Patent application |
Patent event code: PA01091R01D Comment text: Patent Application Patent event date: 19950517 |
|
PG1501 | Laying open of application | ||
PC1203 | Withdrawal of no request for examination | ||
WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |