JP6259410B2 - 酸化還元活性治療剤を用いての広汎性発達障害の処置 - Google Patents
酸化還元活性治療剤を用いての広汎性発達障害の処置 Download PDFInfo
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- VBEQCZHXXJYVRD-GACYYNSASA-N uroanthelone Chemical compound C([C@@H](C(=O)N[C@H](C(=O)N[C@@H](CS)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CS)C(=O)N[C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)NCC(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CS)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O)C(C)C)[C@@H](C)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@@H](NC(=O)[C@H](CC=1NC=NC=1)NC(=O)[C@H](CCSC)NC(=O)[C@H](CS)NC(=O)[C@@H](NC(=O)CNC(=O)CNC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CS)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)CNC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@H]1N(CCC1)C(=O)[C@H](CS)NC(=O)CNC(=O)[C@H]1N(CCC1)C(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@@H](N)CC(N)=O)C(C)C)[C@@H](C)CC)C1=CC=C(O)C=C1 VBEQCZHXXJYVRD-GACYYNSASA-N 0.000 description 1
- 229960005486 vaccine Drugs 0.000 description 1
- 229940072690 valium Drugs 0.000 description 1
- MSRILKIQRXUYCT-UHFFFAOYSA-M valproate semisodium Chemical compound [Na+].CCCC(C(O)=O)CCC.CCCC(C([O-])=O)CCC MSRILKIQRXUYCT-UHFFFAOYSA-M 0.000 description 1
- 229960000604 valproic acid Drugs 0.000 description 1
- 229960004688 venlafaxine Drugs 0.000 description 1
- QYRYFNHXARDNFZ-UHFFFAOYSA-N venlafaxine hydrochloride Chemical compound [H+].[Cl-].C1=CC(OC)=CC=C1C(CN(C)C)C1(O)CCCCC1 QYRYFNHXARDNFZ-UHFFFAOYSA-N 0.000 description 1
- 230000002861 ventricular Effects 0.000 description 1
- 230000009385 viral infection Effects 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 230000001755 vocal effect Effects 0.000 description 1
- 229940074158 xanax Drugs 0.000 description 1
- FJHBOVDFOQMZRV-XQIHNALSSA-N xanthophyll Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CC(O)CC1(C)C)C=CC=C(/C)C=CC2C=C(C)C(O)CC2(C)C FJHBOVDFOQMZRV-XQIHNALSSA-N 0.000 description 1
- 229940063682 zarontin Drugs 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229960000607 ziprasidone Drugs 0.000 description 1
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 1
Classifications
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- 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
- A61K31/12—Ketones
- A61K31/122—Ketones having the oxygen directly attached to a ring, e.g. quinones, vitamin K1, anthralin
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- 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
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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 COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/40—Complete food formulations for specific consumer groups or specific purposes, e.g. infant formula
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- 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
- A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
- A61K31/05—Phenols
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/02—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring monocyclic with no unsaturation outside the aromatic ring
- C07C39/08—Dihydroxy benzenes; Alkylated derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C50/00—Quinones
- C07C50/02—Quinones with monocyclic quinoid structure
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C50/00—Quinones
- C07C50/02—Quinones with monocyclic quinoid structure
- C07C50/06—Quinones with monocyclic quinoid structure with unsaturation outside the quinoid structure
-
- 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
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
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- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
本出願は、2008年9月10日に出願された米国仮特許出願大61/191,696号の優先権の利益を主張する。この出願の内容は、その全体が本明細書中において参考として援用される。
本出願は、疾患、発育遅延、および広汎性発達障害(自閉症スペクトル障害および/または注意欠陥/多動性障害を含む)の症候の処置、予防、あるいは抑制に有用な酸化還元活性組成物ならびに方法を開示する。
広汎性発達障害(PDD)は、発育のいくつかの領域(社会的交流とコミュニケーション能力を含む)における重度の広汎性機能障害を特徴とする、神経障害の1つのカテゴリーである。PDDに含まれる5種類の障害は、自閉障害(自閉症)、アスペルガー症候群、小児期崩壊性統合障害(CDD)、レット障害、および特定不能のPDD(PDD−NOS)である。これらの障害のそれぞれに関する具体的な診断基準は米国精神医学協会(American Psychiatric Association)(APA)により配布された精神疾患の診断・統計マニュアル(Diagnostic & Statistical Manual of Mental Disorders)(DSM−IV−TR)の中に見ることができる。自閉症スペクトル障害(ASD)は、自閉性障害、アスペルガー症候群、およびPDD−NOSをまとめて1つのグループとすることにより、広範囲の異質的障害を示すために使用される包括的用語である。
本発明は、ヒト患者において自閉症の症候を軽減することができる方法と酸化還元活性組成物を提供する。簡単に説明すると、上記方法および組成物は、自閉症の作用を少なくするために十分な量で、一方または両方の生理学的有効量を投与することを含む。自閉症に罹患しているヒト患者に、患者の普通の食事を制限することなく投与されると、上記組成物および方法は、自閉症の1つまたは複数の症候を軽減するかまたは改善する、例えば、アイコンタクトが増える、歯切れが良くなるおよび代名詞の使い方が良くなる、倦怠感が少なくなる、初めてメロディーと歌詞とともに歌を歌い、そして歌全体を理解できる、初めて年齢が適している友人と遊ぶ、癇癪が少なくなる、睡眠パターンが良くなる、礼儀および共調性(coordination)が改善される、より愛情を抱く、別のヒトの感情を認める、ならびに声が大きくなり、そして言葉の連想が増える。本発明の酸化還元活性のある化合物は、ミトコンドリア機能障害を有している自閉症患者の細胞に対してだけではなく、ミトコンドリアのエネルギー代謝について何の機能的障害も示していない患者の細胞に対しても防護作用を示すので、優れている。
点線で示した結合は、独立して、単結合または二重結合であり得る;
R1、R2、およびR3は、独立して、H、(C1−C6)アルキル、(C1−C6)ハロアルキル、(C1−C6)アルコキシ、ハロゲン、およびCNから選択される];
ならびにそれらの全ての塩、立体異性体、立体異性体の混合物、プロドラッグ、代謝産物、溶媒和物、および水和物を含む。別の実施形態においては、点線で示した結合は、全て単結合である。別の実施形態においては、点線で示した結合は、全て二重結合である。
点線で示した結合は、独立して、単結合または二重結合であり得る;
R1、R2、およびR3は、独立して、H、(C1−C6)アルキル、(C1−C6)ハロアルキル、(C1−C6)アルコキシ、ハロゲン、およびCNから選択される];
ならびにそれらの全ての塩、立体異性体、立体異性体の混合物、プロドラッグ、代謝産物、溶媒和物、および水和物を投与することによる。別の実施形態においては、点線で示した結合は、全て単結合である。別の実施形態においては、点線で示した結合は、全て二重結合である。
点線で示した結合は、独立して、単結合または二重結合であり得る;
R1、R2、およびR3は、独立して、H、(C1−C4)アルキル、および(C1−C4)アルコキシから選択される];
ならびにそれらの全ての塩、立体異性体、立体異性体の混合物、プロドラッグ、代謝産物、溶媒和物、および水和物を投与することによる。別の実施形態においては、点線で示した結合は、全て単結合である。別の実施形態においては、点線で示した結合は、全て二重結合である。
ならびにその全ての塩、立体異性体、立体異性体の混合物、プロドラッグ、代謝産物、溶媒和物、および水和物を投与することによる。具体的には、立体異性体2−((3R,6E,10E)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデカ−6,10−ジエニル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオンおよび2−((3S,6E,10E)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデカ−6,10−ジエニル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(それぞれ、Ib−RおよびIb−Sと略される)が、この実施形態に含まれる。
ならびにその全ての塩、立体異性体、立体異性体の混合物、プロドラッグ、代謝産物、溶媒和物、および水和物を投与することによる。具体的には、立体異性体2−((3R,7R,11R)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン;2−((3S,7R,11R)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン;2−((3R,7S,11R)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン;2−((3R,7R,11S)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン;2−((3S,7S,11R)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン;2−((3S,7R,11S)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン;2−((3R,7S,11S)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン;および2−((3S,7S,11S)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン;(それぞれ、Ic−RRR、Ic−SRR、Ic−RSR、Ic−RRS、Ic−SSR、Ic−SRS、Ic−RSS、およびIc−SSSと呼ばれる)がこの実施形態に含まれる。
点線で示した結合は、独立して、単結合または二重結合であり得る;
R1、R2、およびR3は、独立して、H、(C1−C6)アルキル、および(C1−C6)アルコキシから選択される];
ならびにそれらの全ての塩、立体異性体、立体異性体の混合物、プロドラッグ、代謝産物、溶媒和物、および水和物を投与することによる。別の実施形態においては、点線で示した結合は、全て単結合である。別の実施形態においては、点線で示した結合は、全て二重結合である。
ならびにその全ての塩、立体異性体、立体異性体の混合物、プロドラッグ、代謝産物、溶媒和物、および水和物を投与することによる。
ならびにその全ての塩、立体異性体、立体異性体の混合物、プロドラッグ、代謝産物、溶媒和物、および水和物を投与することによる。具体的には、立体異性体2,3,5−トリメチル−6−((3R,7R,11R)−3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン;2,3,5−トリメチル−6−((3S,7R,11R)−3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン;2,3,5−トリメチル−6−((3R,7S,11R)−3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン;2,3,5−トリメチル−6−((3R,7R,11S)−3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン;2,3,5−トリメチル−6−((3S,7S,11R)−3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン;2,3,5−トリメチル−6−((3S,7R,11S)−3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン;2,3,5−トリメチル−6−((3R,7S,11S)−3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン;および2,3,5−トリメチル−6−((3S,7S,11S)−3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン(それぞれ、IIIc−RRR、IIIc−SRR、IIIc−RSR、IIIc−RRS、IIIc−SSR、IIIc−SRS、IIIc−RSS、およびIIIc−SSSと略される)がこの実施形態に含まれる。
ならびにその全ての塩、立体異性体、立体異性体の混合物、プロドラッグ、代謝産物、溶媒和物、および水和物を投与することによる。
点線で示した結合は、独立して、単結合または二重結合であり得る;
R1、R2、およびR3は、独立して、H、(C1−C6)アルキル、(C1−C6)ハロアルキル、(C1−C6)アルコキシ、ハロゲン、およびCNから選択される];
ならびにそれらの全ての塩、立体異性体、立体異性体の混合物、プロドラッグ、代謝産物、溶媒和物、および水和物の、以下の処置が必要な患者において広汎性発達障害(PDD)と関係がある症候を軽減するため、あるいは、広汎性発達障害(PDD)を処置または抑制するための使用を含む。別の実施形態においては、点線で示した結合は、全て単結合である。別の実施形態においては、点線で示した結合は、全て二重結合である。
例えば、本発明は以下を提供する。
(項目1)
以下の処置が必要な患者において、広汎性発達障害(PDD)または注意欠陥/多動性障害(ADHD)と関係がある症候を軽減するため、あるいは広汎性発達障害(PDD)または注意欠陥/多動性障害(ADHD)を処置もしくは抑制するための組成物であって、式I、式II、式III、式IV、式V、もしくは式VIの1つまたは複数の化合物、またはそれらの混合物:
[式中、
点線で示した結合は、全て単結合であるか、または全て二重結合である;
R1、R2、およびR3は、独立して、H、(C1−C6)アルキル、(C1−C6)ハロアルキル、(C1−C6)アルコキシ、ハロゲン、およびCNから選択される];
または、それらの立体異性体、立体異性体の混合物、溶媒和物、もしくは水和物を含有する、組成物。
(項目2)
式Ia、式IIa、式IIIa、式IVa、式Va、式VIaの1つもしくは複数の化合物、またはそれらの混合物:
または、それらの立体異性体、立体異性体の混合物、溶媒和物、もしくは水和物を含有する、項目1に記載の組成物。
(項目3)
前記化合物が以下から選択される、項目2に記載の組成物:2−(3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデカ−6,10,14−トリエニル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ib);2−((3R,6E,10E)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデカ−6,10−ジエニル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ib−R);2−((3S,6E,10E)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデカ−6,10−ジエニル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ib−S);2−(3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ic);2−((3R,7R,11R)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ic−RRR);2−((3S,7R,11R)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ic−SRR);2−((3R,7S,11R)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ic−RSR);2−((3R,7R,11S)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ic−RRS);2−((3S,7S,11R)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ic−SSR);2−((3S,7R,11S)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ic−SRS);2−((3R,7S,11S)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ic−RSS);2−((3S,7S,11S)−3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ic−SSS);2,3,5−トリメチル−6−(3,7,11,15−テトラメチルヘキサデカ−2,6,10,14−テトラエニル)シクロヘキサ−2,5−ジエン−1,4−ジオン(III−b);2,3,5−トリメチル−6−(3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン(IIIc);2,3,5−トリメチル−6−((3R,7R,11R)−3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン(IIIc−RRR);2,3,5−トリメチル−6−((3S,7R,11R)−3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン(IIIc−SRR);2,3,5−トリメチル−6−((3R,7S,11R)−3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン(IIIc−RSR);2,3,5−トリメチル−6−((3R,7R,11S)−3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン(IIIc−RRS);2,3,5−トリメチル−6−((3S,7S,11R)−3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン(IIIc−SSR);2,3,5−トリメチル−6−((3S,7R,11S)−3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン(IIIc−SRS);2,3,5−トリメチル−6−((3R,7S,11S)−3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン(IIIc−RSS);2,3,5−トリメチル−6−((3S,7S,11S)−3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン(IIIc−SSS);または2,3,5−トリメチル−6−ノニルシクロヘキサ−2,5−ジエン−1,4−ジオン、または、それらの立体異性体、立体異性体の混合物、溶媒和物、もしくは水和物。
(項目4)
前記組成物が、自閉症スペクトル障害(ASD)と関係がある症候を軽減するため、または自閉症スペクトル障害(ASD)を処置もしくは抑制するための組成物である、項目1に記載の組成物。
(項目5)
前記組成物が、自閉症スペクトル障害(ASD)と関係がある症候を軽減するため、または自閉症スペクトル障害(ASD)を処置もしくは抑制するための組成物である、項目2に記載の組成物。
(項目6)
前記化合物が以下から選択される、項目4に記載の組成物:2−(3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデカ−6,10,14−トリエニル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ib);Ib−R;Ib−S;2−(3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ic);Ic−RRR;Ic−SRR;Ic−RSR;Ic−RRS;Ic−SSR;Ic−SRS;Ic−RSS;Ic−SSS;2,3,5−トリメチル−6−(3,7,11,15−テトラメチルヘキサデカ−2,6,10,14−テトラエニル)シクロヘキサ−2,5−ジエン−1,4−ジオン(III−b);2,3,5−トリメチル−6−(3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン(IIIc);IIIc−RRR;IIIc−SRR;IIIc−RSR;IIIc−RRS;IIIc−SSR;IIIc−SRS;IIIc−RSS;IIIc−SSS;または2,3,5−トリメチル−6−ノニルシクロヘキサ−2,5−ジエン−1,4−ジオン、または、それらの立体異性体、立体異性体の混合物、溶媒和物、もしくは水和物。
(項目7)
前記組成物が、注意欠陥/多動性障害(ADHD)と関係がある症候を軽減するため、または注意欠陥/多動性障害(ADHD)を処置もしくは抑制するための組成物である、項目1に記載の組成物。
(項目8)
前記組成物が、注意欠陥/多動性障害(ADHD)と関係がある症候を軽減するため、または注意欠陥/多動性障害(ADHD)を処置もしくは抑制するための組成物である、項目2に記載の組成物。
(項目9)
前記化合物が以下から選択される、項目8に記載の組成物:2−(3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデカ−6,10,14−トリエニル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ib);Ib−R;Ib−S;2−(3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ic);Ic−RRR;Ic−SRR;Ic−RSR;Ic−RRS;Ic−SSR;Ic−SRS;Ic−RSS;Ic−SSS;2,3,5−トリメチル−6−(3,7,11,15−テトラメチルヘキサデカ−2,6,10,14−テトラエニル)シクロヘキサ−2,5−ジエン−1,4−ジオン(III−b);2,3,5−トリメチル−6−(3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン(IIIc);IIIc−RRR;IIIc−SRR;IIIc−RSR;IIIc−RRS;IIIc−SSR;IIIc−SRS;IIIc−RSS;IIIc−SSS;または2,3,5−トリメチル−6−ノニルシクロヘキサ−2,5−ジエン−1,4−ジオン、または、それらの立体異性体、立体異性体の混合物、溶媒和物、もしくは水和物。
(項目10)
以下の処置が必要な患者において、広汎性発達障害(PDD)または注意欠陥/多動性障害(ADHD)と関係がある症候を軽減するため、あるいは広汎性発達障害(PDD)または注意欠陥/多動性障害(ADHD)を処置もしくは抑制するための、式I、式II、式III、式IV、式V、式VI、式Ia、式IIa、式IIIa、式IVa、式Va、式VIa、式Ib、式Ib−R、式Ib−S、式Ic、式Ic−RRR、式Ic−SRR、式Ic−RSR、式Ic−RRS、式Ic−SSR、式Ic−SRS、式Ic−RSS、式Ic−SSS、式IIIb、式IIIc、式IIIc−RRR、式IIIc−SRR、式IIIc−RSR、式IIIc−RRS、式IIIc−SSR、式IIIc−SRS、式IIIc−RSS、式IIIc−SSS、式Id、式IId、式IIId、もしくは式IVdのうちの1つまたは複数の化合物と、生理学的または栄養学的に許容される担体、アジュバント、賦形剤、緩衝剤、および希釈剤からなる群の少なくとも1種との組成物を含有する、医療用食品、機能性食品、栄養補助食品、またはサプリメント。
(項目11)
前記化合物が以下から選択される、項目10に記載の医療用食品、機能性食品、栄養補助食品、またはサプリメント:2−(3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデカ−6,10,14−トリエニル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ib);Ib−R;Ib−S;2−(3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ic);Ic−RRR;Ic−SRR;Ic−RSR;Ic−RRS;Ic−SSR;Ic−SRS;Ic−RSS;Ic−SSS;2,3,5−トリメチル−6−(3,7,11,15−テトラメチルヘキサデカ−2,6,10,14−テトラエニル)シクロヘキサ−2,5−ジエン−1,4−ジオン(III−b);2,3,5−トリメチル−6−(3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン(IIIc);IIIc−RRR;IIIc−SRR;IIIc−RSR;IIIc−RRS;IIIc−SSR;IIIc−SRS;IIIc−RSS;IIIc−SSS;または2,3,5−トリメチル−6−ノニルシクロヘキサ−2,5−ジエン−1,4−ジオン、または、それらの立体異性体、立体異性体の混合物、溶媒和物、もしくは水和物。
(項目12)
自閉症スペクトル障害(ASD)から選択された広汎性発達障害(PDD)と関係がある症候を軽減するため、または自閉症スペクトル障害(ASD)から選択された広汎性発達障害(PDD)を処置もしくは抑制するための、項目10に記載の医療用食品、機能性食品、栄養補助食品、またはサプリメント。
(項目13)
注意欠陥/多動性障害(ADHD)と関係がある症候を軽減するため、または注意欠陥/多動性障害(ADHD)を処置もしくは抑制するための、項目10に記載の医療用食品、機能性食品、栄養補助食品、またはサプリメント。
(項目14)
治療有効量あるいは生理学的有効量の式I、式II、式III、式IV、式V、式VIの1つもしくは複数の化合物、またはそれらの混合物:
[式中、
点線で示した結合は、全て単結合であるか、または全て二重結合である;
R1、R2、およびR3は、独立して、H、(C1−C6)アルキル、(C1−C6)ハロアルキル、(C1−C6)アルコキシ、ハロゲン、およびCNから選択される];
または、それらの立体異性体、立体異性体の混合物、溶媒和物、もしくは水和物を投与することによる、以下の処置が必要な患者において、広汎性発達障害(PDD)または注意欠陥/多動性障害(ADHD)と関係がある症候を軽減するか、あるいは広汎性発達障害(PDD)または注意欠陥/多動性障害(ADHD)を処置もしくは抑制する方法。
(項目15)
治療有効量あるいは生理学的有効量の式Ia、式IIa、式IIIa、式IVa、式Va、式VIaの1つもしくは複数の化合物、またはそれらの混合物:
または、それらの立体異性体、立体異性体の混合物、溶媒和物、もしくは水和物を投与することを含む、以下の処置が必要な患者において、広汎性発達障害(PDD)または注意欠陥/多動性障害(ADHD)と関係がある症候を軽減するため、あるいは、広汎性発達障害(PDD)または注意欠陥/多動性障害(ADHD)を処置または抑制するための、項目14に記載の方法。
(項目16)
投与される化合物が以下から選択される、以下の処置が必要な患者において、広汎性発達障害(PDD)または注意欠陥/多動性障害(ADHD)と関係がある症候を軽減するため、あるいは広汎性発達障害(PDD)または注意欠陥/多動性障害(ADHD)を処置もしくは抑制するための項目15に記載の方法:2−(3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデカ−6,10,14−トリエニル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ib);Ib−R;Ib−S;2−(3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ic);Ic−RRR;Ic−SRR;Ic−RSR;Ic−RRS;Ic−SSR;Ic−SRS;Ic−RSS;Ic−SSS;2,3,5−トリメチル−6−(3,7,11,15−テトラメチルヘキサデカ−2,6,10,14−テトラエニル)シクロヘキサ−2,5−ジエン−1,4−ジオン(III−b);2,3,5−トリメチル−6−(3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン(IIIc);IIIc−RRR;IIIc−SRR;IIIc−RSR;IIIc−RRS;IIIc−SSR;IIIc−SRS;IIIc−RSS;IIIc−SSS;または2,3,5−トリメチル−6−ノニルシクロヘキサ−2,5−ジエン−1,4−ジオン、または、それらの立体異性体、立体異性体の混合物、溶媒和物、もしくは水和物。
(項目17)
前記広汎性発達障害(PDD)が自閉症スペクトル障害(ASD)である、項目14に記載の方法。
(項目18)
前記広汎性発達障害(PDD)が自閉症スペクトル障害(ASD)である、項目15に記載の方法。
(項目19)
前記広汎性発達障害(PDD)が自閉症スペクトル障害(ASD)である、項目16に記載の方法。
(項目20)
前記障害が注意欠陥/多動性障害(ADHD)である、項目14に記載の方法。
(項目21)
前記障害が注意欠陥/多動性障害(ADHD)である、項目15に記載の方法。
(項目22)
前記障害が注意欠陥/多動性障害(ADHD)である、項目16に記載の方法。
(項目23)
式I、式II、式III、式IV、式V、式VIの1つもしくは複数の化合物、またはそれらの混合物:
[式中、
点線で示した結合は、全て単結合であるか、または全て二重結合である;
R1、R2、およびR3は、独立して、H、(C1−C6)アルキル、(C1−C6)ハロアルキル、(C1−C6)アルコキシ、ハロゲン、およびCNから選択される];
または、それらの立体異性体、立体異性体の混合物、溶媒和物、もしくは水和物の、以下の処置が必要な患者において広汎性発達障害(PDD)または注意欠陥/多動性障害(ADHD)と関係がある症候を軽減するため、あるいは広汎性発達障害(PDD)または注意欠陥/多動性障害(ADHD)を処置もしくは抑制するための使用。
(項目24)
式Ia、式IIa、式IIIa、式IVa、式Va、式VIaの1つもしくは複数の化合物、またはそれらの混合物:
または、それらの立体異性体、立体異性体の混合物、溶媒和物、もしくは水和物の、以下の処置が必要な患者において広汎性発達障害(PDD)または注意欠陥/多動性障害(ADHD)と関係がある症候を軽減するため、あるいは広汎性発達障害(PDD)または注意欠陥/多動性障害(ADHD)を処置もしくは抑制するための、項目23に記載の使用。
(項目25)
2−(3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデカ−6,10,14−トリエニル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ib);Ib−R;Ib−S;2−(3−ヒドロキシ−3,7,11,15−テトラメチルヘキサデシル)−3,5,6−トリメチルシクロヘキサ−2,5−ジエン−1,4−ジオン(Ic);Ic−RRR;Ic−SRR;Ic−RSR;Ic−RRS;Ic−SSR;Ic−SRS;Ic−RSS;Ic−SSS;2,3,5−トリメチル−6−(3,7,11,15−テトラメチルヘキサデカ−2,6,10,14−テトラエニル)シクロヘキサ−2,5−ジエン−1,4−ジオン(III−b);2,3,5−トリメチル−6−(3,7,11,15−テトラメチルヘキサデシル)シクロヘキサ−2,5−ジエン−1,4−ジオン(IIIc);IIIc−RRR;IIIc−SRR;IIIc−RSR;IIIc−RRS;IIIc−SSR;IIIc−SRS;IIIc−RSS;IIIc−SSS;または2,3,5−トリメチル−6−ノニルシクロヘキサ−2,5−ジエン−1,4−ジオン、または、それらの立体異性体、立体異性体の混合物、溶媒和物、もしくは水和物から選択される1つまたは複数の化合物の、以下の処置が必要な患者において広汎性発達障害(PDD)または注意欠陥/多動性障害(ADHD)と関係がある症候を軽減するため、あるいは広汎性発達障害(PDD)または注意欠陥/多動性障害(ADHD)を処置もしくは抑制するための、項目23に記載の使用。
(項目26)
自閉症スペクトル障害(ASD)から選択された広汎性発達障害(PDD)と関係がある症候を軽減するため、または自閉症スペクトル障害(ASD)から選択された広汎性発達障害(PDD)を処置もしくは抑制するための、項目23に記載の使用。
(項目27)
自閉症スペクトル障害(ASD)から選択された広汎性発達障害(PDD)と関係がある症候を軽減するため、または自閉症スペクトル障害(ASD)から選択された広汎性発達障害(PDD)を処置もしくは抑制するための、項目24に記載の使用。
(項目28)
自閉症スペクトル障害(ASD)から選択された広汎性発達障害(PDD)と関係がある症候を軽減するため、または自閉症スペクトル障害(ASD)から選択された広汎性発達障害(PDD)を処置もしくは抑制するための、項目25に記載の使用。
(項目29)
注意欠陥/多動性障害(ADHD)と関係がある症候を軽減するため、または注意欠陥/多動性障害(ADHD)を処置もしくは抑制するための、項目23に記載の使用。
(項目30)
注意欠陥/多動性障害(ADHD)と関係がある症候を軽減するため、または注意欠陥/多動性障害(ADHD)を処置もしくは抑制するための、項目24に記載の使用。
(項目31)
注意欠陥/多動性障害(ADHD)と関係がある症候を軽減するため、または注意欠陥/多動性障害(ADHD)を処置もしくは抑制するための、項目25に記載の使用。
本発明の化合物は、当該分野で公知の様々な方法によって容易に合成することができる。α−トコフェロールキノンの合成は、いくつかの参考文献(例えば、米国特許第3,406,188号および同第4,310,465号)の中で詳細に記載されている。本発明のベンゾキノン型化合物の合成は、共有にかかる米国特許出願公開番号2006/0281809、2007/0072943、および2007/0225261の中に開示されている。
カルニチン欠乏症:Filipek,PAら、J,Autism Dev.Diosrd.(2004)34:615−23によって実証されたように、100人の自閉症の子供について、血清カルニチンレベルを、血清中のピルビン酸塩、乳酸塩、アンモニア、およびアラニンレベルと同時に調べた。遊離の、および全カルニチン(p<0.001)ならびにピルビン酸塩(p=0.006)の値は有意に低下したが、アンモニアおよびアラニンのレベルは、自閉症の被験体においては相当上昇した(p<0.001)。乳酸塩レベルのわずかな上昇と、アラニンおよびアンモニアレベルの有意な上昇を伴う、これらの患者における相対的なカルニチン欠乏症は、ピルビン酸塩、乳酸塩、カルニチン、およびアンモニアのレベルの評価が、ASDの子供の日常的な評価の際に測定されれば有用であり得ることを示唆するであろう。
本明細書中に記載される化合物は、添加剤(例えば、薬学的に許容される賦形剤、薬学的に許容される担体、および薬学的に許容されるビヒクル)を用いた処方により薬学的組成物として、あるいは添加剤(例えば、栄養補助食品としてもしくは栄養的に許容される賦形剤、栄養補助食品としてもしくは栄養的に許容される担体、および栄養補助食品としてもしくは栄養的に許容されるビヒクル)を含む栄養補助食品処方物または栄養処方物として処方され得る。
スクリーニングを、ASDの改善に有効な化合物を同定するために行った。試験試料と溶媒対照を、L−ブチオニン−(S,R)−スルホキシミン(BSO)の添加によりストレスをかけたASD線維芽細胞をレスキュー(rescue)するそれらの能力について試験した。
ASD線維芽細胞を含む培養を、液体窒素の中で保存したおよそ500,000個の細胞を含む1mlのバイアルから開始した。細胞を、9枚のプレートが得られるまで、1週間に1回、1:3の割合で分割することによって10cmの細胞培養皿の中で増殖させた。コンフルエントに達したら、線維芽細胞を収菌した。54枚のマイクロタイタープレート(96ウェル−MTP)について、全部で1430万個の細胞(8代継代)を480mlの培地中に再懸濁した。これは、3,000細胞/ウェルの100μlの培地に相当する。残りの細胞を増殖のために、10cmの細胞培養プレート(500,000細胞/プレート)に広げた。これらのプレートを、大気圧で37℃で、95%の湿度および5%のCO2で一晩インキュベートして、培養プレートに細胞を付着させた。
Claims (11)
- 請求項1に記載の化合物と薬学的に許容される担体とを含む、組成物。
- 請求項2に記載の化合物と薬学的に許容される担体とを含む、組成物。
- 請求項3に記載の化合物と薬学的に許容される担体とを含む、組成物。
- 請求項4に記載の化合物と薬学的に許容される担体とを含む、組成物。
- 請求項5に記載の化合物と薬学的に許容される担体とを含む、組成物。
- 請求項1〜5のいずれか一項に記載の化合物と生理学的または栄養学的に許容される担体、アジュバント、賦形剤、緩衝剤、または希釈剤とを含む、食品、医療用食品、機能性食品、栄養補助食品、またはサプリメント。
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US20210128494A1 (en) | 2021-05-06 |
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