JP7033197B2 - セサモールとペプチドの結合体を有効成分として含む二日酔い解消用組成物 - Google Patents
セサモールとペプチドの結合体を有効成分として含む二日酔い解消用組成物 Download PDFInfo
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- JP7033197B2 JP7033197B2 JP2020520795A JP2020520795A JP7033197B2 JP 7033197 B2 JP7033197 B2 JP 7033197B2 JP 2020520795 A JP2020520795 A JP 2020520795A JP 2020520795 A JP2020520795 A JP 2020520795A JP 7033197 B2 JP7033197 B2 JP 7033197B2
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Description
本発明の一側面は、セサモールとペプチドの結合体を有効成分として含む二日酔い予防又は解消用薬学的組成物を提供する。
本発明のまた他の側面は、セサモールとペプチドの結合体を有効成分として含む二日酔い予防又は解消用健康機能食品を提供する。
本発明のまた他の側面は、セサモールとペプチドの結合体又は前記結合体を有効成分として含む組成物を、これを要する個体に投与する段階を含む二日酔い予防又は解消の方法を提供する。
但し、下記製造例及び実験例は本発明を具体的に例示するものであり、本発明の内容が下記製造例及び実験例により限定されない。
自動ペプチド合成器(Milligen 9050、Millipore、米国)を用いて、下記[表1]に記載された、配列番号1のアミノ酸配列を有するペプチド、及び配列番号2のアミノ酸配列を有するペプチドをそれぞれ合成し、それぞれのペプチド(1mmol)と無水コハク酸(succinic anhydride、200mg、2.0equiv.)をN,N-ジメチルホルムアミド(DMF、10ml)に溶かし、N,N-ジイソプロピルエチルアミン(DIEA)(388mg、3.0equiv.)を添加して常温で2時間反応させ、前記それぞれのペプチドをスクシニル化させた。C18逆相高性能液体クロマトグラフィー(HPLC)(Waters Associates、米国)を用いて、これら合成されたスクシニル化ペプチドをそれぞれ分離精製した。カラムは、ACQUITY UPLC BEH300 C18(2.1 100mm、1.7um、Waters Co、米国)を用いた。
ペプチド反応器で、前記[製造例1]で製造したスクシニル化ペプチド(1mmol)をジメチルホルムアミド(DMF、10ml)に溶かし、1-ヒドロキシベンゾトリアゾール(HOBt、270mg、2.0equiv.)、(ベンゾトリアゾール-1-イルオキシ)トリピロリジノホスホニウムヘキサフルオロホスファート(PyBOP、1.04g、2.0equiv.)及びセサモール(sesamol、277mg、2.0equiv.)を添加して30分間撹拌させた。N,N-ジイソプロピルエチルアミン(DIEA、388mg、3equiv.)を添加して常温で4時間反応させた後、ジエチルエーテル(10ml、10mmol)を用いて、再結晶化、濾過及び乾燥の過程を経て、セサモールと配列番号1のアミノ酸配列を有するペプチドの結合体、及びセサモールと配列番号2のアミノ酸配列を有するペプチドの結合体をそれぞれ得た。
アルコールは、アルコール分解酵素であるアルコール加水分解酵素(alcohol dehydrogenase;ADH)によりアセトアルデヒド(acetaldehyde)に転換され、転換されたアセトアルデヒドは、アルデヒド加水分解酵素(aldehyde dehydrogenase;ALDH)によりアセテート(acetate)に転換され分解される。よって、アルコール分解過程に関与するALDH活性増加の効果を確認するために、前記[製造例2]で製造された2種のセサモールとペプチドの結合体を肝癌細胞にそれぞれ処理した後、ALDH活性分析を行った。
△T:反応時間(分)
V:反応ウェルで用いられた実験群の体積(ml)
アルコール分解過程に関与するADH及びALDH発現増加の効果を確認するために、前記[製造例2]で製造された2種のセサモールとペプチドの結合体を肝癌細胞にそれぞれ処理した後、RT-PCRを行った。
アルコールを投与した動物モデルでの運動性向上の効果を確認するために、マウスモデルに前記[製造例2]で製造されたセサモールとペプチドの結合体及びアルコールを投与した後、Rota-rod機器を用いて行動試験を行った。
アルコールを投与した動物モデルでのアルコール分解効果を確認するために、マウス血清内アルデヒドの分析を行った。
二日酔い解消効能を確認するために、前記結合体複合物を用いて臨床試験を行った。
Claims (9)
- セサモール(sesamol)及びペプチドの結合体(conjugate)を有効成分として含み、
前記ペプチドは、配列番号1又は配列番号2のアミノ酸配列からなるペプチドである、二日酔い予防又は解消用薬学的組成物。 - 前記セサモールと前記ペプチドは、リンカーを介して連結される、請求項1に記載の二日酔い予防又は解消用薬学的組成物。
- 前記リンカーは、ジカルボン酸である、請求項2に記載の二日酔い予防又は解消用薬学的組成物。
- 前記結合体は、セサモールと配列番号1のアミノ酸配列からなるペプチドの結合体、セサモールと配列番号2のアミノ酸配列からなるペプチドの結合体、又はこれらの混合物である、請求項1に記載の二日酔い予防又は解消用薬学的組成物。
- 前記組成物は、アルコール加水分解酵素(alcohol dehydrogenase;ADH)又はアルデヒド加水分解酵素(aldehyde dehydrogenase;ALDH)活性を増加させる、請求項1から3のいずれか一項に記載の二日酔い予防又は解消用薬学的組成物。
- 前記組成物は、アルコール性運動障害を改善する、請求項1から3のいずれか一項に記載の二日酔い予防又は解消用薬学的組成物。
- 前記組成物は、散剤、顆粒剤、錠剤、カプセル剤、懸濁液、エマルジョン、シロップ、外用剤、坐剤及び滅菌注射溶液よりなる群から選択される剤形を有する、請求項1から3のいずれか一項に記載の二日酔い予防又は解消用薬学的組成物。
- セサモールとペプチドの結合体を有効成分として含み、
前記ペプチドは、配列番号1又は配列番号2のアミノ酸配列からなるペプチドである、二日酔い予防又は解消用健康機能食品。 - 前記結合体は、セサモールと配列番号1のアミノ酸配列からなるペプチドの結合体、セサモールと配列番号2のアミノ酸配列からなるペプチドの結合体、又はこれらの混合物である、請求項8に記載の二日酔い予防又は解消用健康機能食品。
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