JP7116682B2 - 3-o-ガロイル-3,3’,5,5’,7-ペンタヒドロキシフラボンを含む認知機能改善用組成物 - Google Patents
3-o-ガロイル-3,3’,5,5’,7-ペンタヒドロキシフラボンを含む認知機能改善用組成物 Download PDFInfo
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- JP7116682B2 JP7116682B2 JP2018526256A JP2018526256A JP7116682B2 JP 7116682 B2 JP7116682 B2 JP 7116682B2 JP 2018526256 A JP2018526256 A JP 2018526256A JP 2018526256 A JP2018526256 A JP 2018526256A JP 7116682 B2 JP7116682 B2 JP 7116682B2
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- JADVWWSKYZXRGX-UHFFFAOYSA-M thioflavine T Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C1=[N+](C)C2=CC=C(C)C=C2S1 JADVWWSKYZXRGX-UHFFFAOYSA-M 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- BWHOZHOGCMHOBV-BQYQJAHWSA-N trans-benzylideneacetone Chemical compound CC(=O)\C=C\C1=CC=CC=C1 BWHOZHOGCMHOBV-BQYQJAHWSA-N 0.000 description 1
- XMLSXPIVAXONDL-UHFFFAOYSA-N trans-jasmone Natural products CCC=CCC1=C(C)CCC1=O XMLSXPIVAXONDL-UHFFFAOYSA-N 0.000 description 1
- OKKJLVBELUTLKV-FIBGUPNXSA-N trideuteriomethanol Chemical compound [2H]C([2H])([2H])O OKKJLVBELUTLKV-FIBGUPNXSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- DCSCXTJOXBUFGB-UHFFFAOYSA-N verbenone Natural products CC1=CC(=O)C2C(C)(C)C1C2 DCSCXTJOXBUFGB-UHFFFAOYSA-N 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
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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
- A61K31/33—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
- A61K31/352—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 condensed with carbocyclic rings, e.g. methantheline
-
- 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
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/03—Organic compounds
- A23L29/035—Organic compounds containing oxygen as heteroatom
-
- 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
-
- 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
-
- 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
- A23V2200/00—Function of food ingredients
- A23V2200/30—Foods, ingredients or supplements having a functional effect on health
- A23V2200/322—Foods, ingredients or supplements having a functional effect on health having an effect on the health of the nervous system or on mental function
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- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
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- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Food Science & Technology (AREA)
- Nutrition Science (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Psychiatry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Hospice & Palliative Care (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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- Coloring Foods And Improving Nutritive Qualities (AREA)
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Description
緑茶(Camellia sinensis var. Yabukita)の葉で作った緑茶に水を添加して水分含量を40質量%に調整した。これにバチルス・サブチリス(Bacillus subtillis)5×106cfu/gを接種し、50℃で3日間醗酵させてから80℃で4日間醗酵させた。発酵された茶を70℃~80℃の熱風で水分含量4質量%~6質量%まで乾燥させた後、10℃で100日間熟成した。
前記後発酵茶試料150gをアセトンで分画してカテキン誘導体及びカフェインをできるだけ除去し、フラボノイドが濃縮された可溶物を収得した。前記アセトン可溶物40gに対し、一次的にシリカゲルカラムクロマトグラフィーを利用して、クロロホルム:メタノールの混合物を溶媒として、10:1、5:1、1:1(v/v)の順に溶出して各分画を得た。
前記Trans-3-O-ガロイル-3,3’,5,5’,7-ペンタヒドロキシフラボンのベータアミロイド凝集阻害効果を蛍光分析法(ThioflavinT assay)にて確認した。
SH-SY5Y(神経芽細胞腫、韓国細胞株銀行)細胞株を6ウェルプレート(well plate、FALCON)にウェル当たり2×106ずつシーディングし(seeding)、24時間、37℃、5%CO2インキュベータに培養後、GCG 10μM、EGCG 10μM、既存の緑茶抽出物(green tea extract、GTE)10μg/ml、Trans-3-O-ガロイル-3,3’,5,5’,7-ペンタヒドロキシフラボン10μg/ml、陽性対照群として5-Aza-2’deoxycytidine(5-Aza、Sigma-aldrich)1μMで処理して24時間更に培養した。次いで、培地を全て除去し、RNA抽出キット(RNeasy mini kit、Quiagen社)を利用してRNAを抽出した。抽出したmRNAを紫外線検出器(TECAN社)を利用して定量後、1μgのmRNAをキット(SuperScript VILO cDNA Synthesis Kit、Thermofisher scientific社)を利用して相補的なDNAに合成した。約1μgの相補的なDNAを取り、Taqman probe(Life technology社)とQuantitect Probe PCR Kit(Quiagen社)を利用してリアルタイム定量連鎖重合反応を実施した。これにより、BDNF及びDNMT1の発現量を確認した。このとき、補正基準mRNAとしては、ハウスキーピング遺伝子(housekeeping gene)であるGAPDHを用いた。
本発明の実施例2に係る後発酵茶アセトン分画物150mg、ラクトース440mg、とうもろこし澱粉430mg及びステアリン酸マグネシウム2mgを混合して軟質カプセル充填液を製造した。そして、該充填液とは別にゼラチン66質量部、グリセリン24質量部及びソルビトール液10質量部の割合で軟質カプセルシートを製造し、前記充填液を充填して、軟質カプセルを製造した。
本発明の実施例2に係る後発酵茶アセトン分画物150mg、ビタミンE 15mg、ビタミンC 15mg、ガラクトオリゴ糖250mg、乳糖60mg及び麦芽糖140mgを混合し、流動層乾燥機を利用して造粒した後、糖エステル(sugar ester)8mgを添加した。この組成物を通常の方法にて打錠して錠剤を製造した。
本発明の実施例2に係る後発酵茶アセトン分画物80mg、ビタミンE 9mg、ビタミンC 9mg、ブドウ糖10g、クエン酸0.6g、及び液状オリゴ糖25gを混合し、これに精製水400mlを加えて、ビンに充填した。ビンに充填した後、30℃で4~5秒間殺菌してドリンク剤を製造した。
本発明の実施例2に係る後発酵茶アセトン分画物150mg、ビタミンE 9mg、ビタミンC 9mg、無水結晶ブドウ糖250mg及び澱粉550mgを混合し、流動層顆粒機を使用して料粒に造粒した後、包みに充填して顆粒剤を製造した。
下記の表3に表わされた組成に従い、通常の方法にて注射剤を製造した。
下記の表4に表わした組成に従い、通常の方法にて健康食品を製造した。
Claims (11)
- 当該組成物中の3-O-ガロイル-3,3’,5,5’,7-ペンタヒドロキシフラボン、その薬学的に許容可能な塩、その水和物、又はその溶媒和物の含量は、当該組成物の総質量に対して0.000001質量%~5質量%である、請求項1に記載の組成物。
- 当該組成物の投与による3-O-ガロイル-3,3’,5,5’,7-ペンタヒドロキシフラボン(3-O-galloyl-3,3’,5,5’,7-pentahydroxyflavan)、その薬学的に許容可能な塩、その水和物、又はその溶媒和物の投与量は、0.0001mg/kg/日~15mg/kg/日である、請求項1に記載の組成物。
- 前記認知機能低下は、ベータアミロイド(β-amyloid)の凝集(aggregation)、脳由来神経栄養因子(brain-derived neurotrophic factor、BDNF)発現低下、及びDNMT1(DNA(cytosine-5)-methyltransferase 1)発現増加からなる群より選ばれた一つ以上に起因する、請求項1~4のいずれか一項に記載の組成物。
- 前記認知機能低下は、記憶力減退、認知減退、識別力減退、鬱病、及び健忘症からなる群より選ばれた一つ以上を含む、請求項1~4のいずれか一項に記載の組成物。
- 前記改善は、ベータアミロイドの凝集抑制、凝集したベータアミロイドの分解、BDNF発現増進、及びDNMT1発現減少からなる群より選ばれた一つ以上によってなされる、請求項1~4のいずれか一項に記載の組成物。
- 当該組成物は、神経退行性疾病を予防又は治療するための薬学組成物である、請求項1~4のいずれか一項に記載の組成物。
- 前記神経退行性疾病は、ベータアミロイド(β-amyloid)の凝集(aggregation)、BDNF発現低下、及びDNMT1発現増加からなる群より選ばれた一つ以上に起因する、薬学組成物である、請求項8に記載の組成物。
- 前記神経退行性疾病はアルツハイマー病である、薬学組成物である、請求項8に記載の組成物。
- 当該組成物は食品組成物である、請求項1~4のいずれか一項に記載の組成物。
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
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KR20160090765 | 2016-07-18 | ||
KR10-2016-0090765 | 2016-07-18 | ||
KR1020170089449A KR102441381B1 (ko) | 2016-07-18 | 2017-07-14 | 3-O-갈로일-3,3',5,5',7-펜타하이드록시플라반(3-O-galloyl-3,3',5,5',7- pentahydroxyflavan)을 포함하는 인지 기능 개선용 조성물 |
KR10-2017-0089449 | 2017-07-14 | ||
PCT/KR2017/007664 WO2018016826A1 (ko) | 2016-07-18 | 2017-07-17 | 3-o-갈로일-3,3',5,5',7-펜타하이드록시플라반을 포함하는 인지 기능 개선용 조성물 |
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JP2003532634A (ja) | 1999-12-30 | 2003-11-05 | プロテオテック・インコーポレイテッド | アミロイド症およびα−シヌクレイン線維疾患の処置用ポリヒドロキシル化芳香族化合物 |
JP2004537576A (ja) | 2001-03-15 | 2004-12-16 | プロテオテック・インコーポレーテッド | アルツハイマー病、パーキンソン病、全身性aaアミロイド症、および他のアミロイド疾患における線維新生の治療のためのカテキン類 |
JP2013253071A (ja) | 2012-05-08 | 2013-12-19 | Antiaging Bank:Kk | Oph活性増強剤 |
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CA2441099C (en) * | 2001-03-15 | 2011-04-19 | Proteotech, Inc. | Proanthocyanidins for the treatment of amyloid and alpha-synuclein diseases |
WO2009053857A2 (en) * | 2007-10-26 | 2009-04-30 | Csir | Management and treatment of benign prostatic hyperplasia |
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JP2003532634A (ja) | 1999-12-30 | 2003-11-05 | プロテオテック・インコーポレイテッド | アミロイド症およびα−シヌクレイン線維疾患の処置用ポリヒドロキシル化芳香族化合物 |
JP2004537576A (ja) | 2001-03-15 | 2004-12-16 | プロテオテック・インコーポレーテッド | アルツハイマー病、パーキンソン病、全身性aaアミロイド症、および他のアミロイド疾患における線維新生の治療のためのカテキン類 |
JP2013253071A (ja) | 2012-05-08 | 2013-12-19 | Antiaging Bank:Kk | Oph活性増強剤 |
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JP2019521076A (ja) | 2019-07-25 |
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