JP6974450B2 - 後発酵茶由来の新規なケンペロール系化合物を含む認知機能改善用組成物 - Google Patents
後発酵茶由来の新規なケンペロール系化合物を含む認知機能改善用組成物 Download PDFInfo
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Description
緑茶(Camellia sinensis var. Yabukita)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日間醗酵させた後に80℃で4日間醗酵させた。
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除去し、他の化合物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コ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5:1(v/v)混合物を溶媒として分画物を得た。
ケンペロール3−O−[2−O’’−(E)−p−クマロイル][β−D−グルコピラノシル−(1→3)−O−α−L−ラムノピラノシル−(1→6)−O−β−D−グルコピラノシド]の化学式及びNMRデータは以下のとおりである。
前記ケンペロール3−O−[2−O’’−(E)−p−クマロイル][β−D−グルコピラノシル−(1→3)−O−α−L−ラムノピラノシル−(1→6)−O−β−D−グルコピラノシド]のベータ−アミロイド凝集阻害効果を蛍光分析法(Thioflavin T assay)で確認した。
前記ケンペロール3−O−[2−O’’−(E)−p−クマロイル][β−D−グルコピラノシル−(1→3)−O−α−L−ラムノピラノシル−(1→6)−O−β−D−グルコピラノシド]の皮膚累積刺激性の有無を確認し、皮膚に使用できる濃度範囲を算出するために、HRIPT(Human repeated insult patch tests)を実施した。
前記新規物質33が細胞内でも効能を奏するかを確認した。
ケンペロール3−O−[2−O’’−(E)−p−クマロイル][β−D−グルコピラノシル−(1→3)−O−α−L−ラムノピラノシル−(1→6)−O−β−D−グルコピラノシド]20mg、L−カルニチン80〜140mg、大豆油180mg、パーム油2mg、植物性硬化油8mg、黄蝋4mg及びレシチン6mgを混合し、通常の方法に従い1カプセルに充填して軟質カプセル剤を製造した。
ケンペロール3−O−[2−O’’−(E)−p−クマロイル][β−D−グルコピラノシル−(1→3)−O−α−L−ラムノピラノシル−(1→6)−O−β−D−グルコピラノシド]30mg、ガラクトオリゴ糖200mg、乳糖60mg及び麦芽糖140mgを混合して流動層乾燥機を利用して顆粒した後、糖エステル(sugar ester)を6mg添加して、打錠機で打錠して錠剤を製造した。
ケンペロール3−O−[2−O’’−(E)−p−クマロイル][β−D−グルコピラノシル−(1→3)−O−α−L−ラムノピラノシル−(1→6)−O−β−D−グルコピラノシド]50mg、無水結晶ブドウ糖250mg及び澱粉550mgを混合し、流動層造粒機を使用して顆粒に成形した後、包に充填して顆粒剤を製造した。
ケンペロール3−O−[2−O’’−(E)−p−クマロイル][β−D−グルコピラノシル−(1→3)−O−α−L−ラムノピラノシル−(1→6)−O−β−D−グルコピラノシド]20mg、ブドウ糖10g、クエン酸0.6g、及び液状オリゴ糖25gを混合した後、精製水300mlを加えて各瓶に200mlずつ充填する。瓶に充填した後、130℃で4〜5秒間殺菌してドリンク剤を製造した。
ケンペロール3−O−[2−O’’−(E)−p−クマロイル][β−D−グルコピラノシル−(1→3)−O−α−L−ラムノピラノシル−(1→6)−O−β−D−グルコピラノシド]50mg、適量の注射用滅菌蒸留水、適量のpH調節剤を用いて通常的な方法に従い注射剤を製造した。
下記の表6に記載された組成にて通常の方法に従い健康食品を製造した。
Claims (16)
- 前記化合物は、ケンペロール3−O−[2−O’’−(E)−p−クマロイル][β−D−グルコピラノシル−(1→3)−O−α−L−ラムノピラノシル−(1→6)−O−β−D−グルコピラノシド](Kaempferol3−O−[2−O’’-(E)−p−coumaroyl][beta−D−glucopyranosyl−(1→3)−O−alpha−L−rhamnopyranosyl−(1→6)−O−beta−D−glucopyranoside])である、請求項1に記載の組成物。
- 前記抽出は、熱水、C1〜C6の低級アルコール、及びこれらの混合溶媒から選ばれた一つ以上の溶媒による抽出である、請求項1又は2に記載の組成物。
- 前記低級アルコールはエタノールである、請求項3に記載の組成物。
- 前記抽出物は、抽出後にケトンで分画した分画物である、請求項1〜4のいずれか一項に記載の組成物。
- 前記ケトンはアセトンである、請求項5に記載の組成物。
- 前記組成物中の化学式1で表される化合物、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、前記組成物の総質量に対し、0.00001質量%〜10質量%の範囲である、請求項1〜6のいずれか一項に記載の組成物。
- 前記組成物中の後発酵茶抽出物の含量は、前記組成物の総質量に対し、0.1質量%〜90質量%の範囲である、請求項1〜7のいずれか一項に記載の組成物。
- 前記抽出物は、前記化学式1で表される化合物、その薬学的に許容可能な塩、その水和物、又はその溶媒和物が、抽出物の総質量を基準に、0.0001質量%〜20質量%の範囲で含まれたものである、請求項1〜8のいずれか一項に記載の組成物。
- 前記組成物の投与による前記化学式1で表される化合物、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、0.001mg/kg/日〜100mg/kg/日の範囲である、請求項1〜9のいずれか1項に記載の組成物。
- 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したものである、請求項1〜10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る一つ以上を含むものである、請求項1〜11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の発現増進及びDNMT1の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1〜12のいずれか一項に記載の組成物。
- 当該組成物は神経細胞保護用組成物である、請求項1〜13のいずれか一項に記載の組成物。
- 前記神経細胞保護は、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)の発現低下、及びDNMT1(DNA(cytosine−5)−methyltransferase1)の発現増加からなる群より選ばれた一つ以上による影響から神経細胞を保護することである、請求項14に記載の組成物。
- 前記組成物は食品又は薬学組成物である、請求項1〜15のいずれか一項に記載の組成物。
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KR10-2017-0119273 | 2017-09-18 | ||
KR1020170119273A KR102394643B1 (ko) | 2016-10-18 | 2017-09-18 | 후발효차 유래의 신규한 캄페롤계 화합물을 포함하는 인지기능 개선용 조성물 |
PCT/KR2017/011401 WO2018074793A1 (ko) | 2016-10-18 | 2017-10-16 | 후발효차 유래의 신규한 캄페롤계 화합물을 포함하는 인지기능 개선용 조성물 |
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