JP2020531558A - しわ改善活性を示すペプチド及びその用途 - Google Patents
しわ改善活性を示すペプチド及びその用途 Download PDFInfo
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- JP2020531558A JP2020531558A JP2020512447A JP2020512447A JP2020531558A JP 2020531558 A JP2020531558 A JP 2020531558A JP 2020512447 A JP2020512447 A JP 2020512447A JP 2020512447 A JP2020512447 A JP 2020512447A JP 2020531558 A JP2020531558 A JP 2020531558A
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Landscapes
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Abstract
Description
クロロトリチルクロリドレジン(CTC resin:chloro trityl chloride resin、Nova biochem Cat No.01−64−0021)70gを反応容器に入れ、塩化メチレン(MC)490mlを加えて3分間撹拌した。その後、溶液を除去し、ジメチルホルムアミド(DMF)490mlを入れて3分間撹拌した後、さらに溶媒を除去した。その後、反応器に、700mlのジクロロメタン溶液を入れ、Fmoc−Tyr(tBu)−OH(Bachem、スイス)200mmole及びジイソプロピルエチルアミン(DIEA)400mmoleを入れた後、撹拌して十分に溶解させ、1時間撹拌しながら反応させた。その後、洗浄し、メタノールとDIEAと(2:1)をジクロロメタン(DCM)に溶かし、10分間反応させ、過量のDCM/DMF(1:1)で洗浄した。その後、溶液を除去し、ジメチルホルムアミド(DMF)を490ml入れ、3分間撹拌した後、さらに溶媒を除去した。脱保護溶液(20%のピペリジン(piperidine)/DMF)700mlを反応容器に入れ、10分間常温で撹拌した後、溶液を除去した。同量の脱保護溶液を入れ、さらに10分間反応を維持させた後、溶液を除去し、それぞれ3分ずつDMFで2回、MCで1回、DMFで1回洗浄し、Tyr(tBu)−CTCレジンを製造した。
マウス線維芽細胞NIH3T3を、5x103細胞/ウェルの密度で、96ウェルプレートにシーディングした後、一晩培養した。その後、0.05%血清添加培地(serum-containing media)に替えた後、陽性対照群100nM bFGF、及び配列番号1,2,3または4のアミノ酸配列によってなるペプチド10μMまたは50μMで処理し、3日間培養し、4mg/ml MTTソリューション(solution)処理を行い、4時間反応させた。その後、生成されたホルマザンを、ジメチルスルホキシド(DMSO)処理を介して溶出させた後、マイクロプレートリーダ(microplate reader)を使用して560nmでの吸光度を測定し、その結果を図1ないし図4、及び表2に示した。
ヒト角質形成細胞であるHaCaTを、3x105細胞/ウェルの密度で、6ウェルプレートにシーディングした後、一晩培養した。その後、0.05%血清添加培地に替えた後、陽性対照群10nM EGF、及び配列番号1,2,3または4のアミノ酸配列によってなるペプチド10μMまたは50μMで処理し、3日間培養し、4mg/mlMTTソリューション処理を行い、4時間反応させた。その後、生成されたホルマザンをジメチルスルホキシド(DMSO)処理を介して溶出させた後、マイクロプレートリーダを使用して560nmでの吸光度を測定し、その結果を、図5ないし図8、及び表3に示した。
3−1.線維芽細胞
マウス線維芽細胞NIH3T3を、5x103細胞/ウェルの密度で、6ウェルプレートにシーディングした後、一晩培養した。その後、0.05% FBS含有培地(FBS−containing media)に替えた後、陽性対照群100nM bFGF、及び配列番号1,2,3または4のアミノ酸配列によってなるペプチド10μMまたは50μMで処理し、30分培養して細胞を回収し、細胞溶解物(cell lysate)を準備した。その後、P−MAPK(p−Erk、p−JNK、p−p38)抗体、p−Akt抗体またはActin抗体(Santa Cruz Biotechnology、米国)を利用してウェスタンブロッティングを行い、リン酸化様相を比較し、その結果を、図9ないし図12に示した。
ヒト角質形成細胞であるHaCaTを、3x105細胞/ウェルの密度で、6ウェルプレートにシーディングした後、一晩培養した。その後、0.05% FBS含有培地に替えた後、陽性対照群10nM EGF、及び配列番号1または2のアミノ酸配列によってなるペプチド10μMまたは50μMで処理し、30分培養して細胞を回収して細胞溶解物を準備した。その後、P−MAPK(p−Erk、p−JNK、p−p38)抗体、p−Akt抗体(Santa Cruz Biotechnology、米国)を利用してウェスタンブロッティングを行い、リン酸化様相を比較し、その結果を図13及び図14に示した。
マウス線維芽細胞NIH3T3を、5x103細胞/ウェルの密度で、6ウェルプレートにシーディングした後、一晩培養した。その後、0.05% FBS含有培地に替えて4時間培養した後、陽性対照群100nM IGF−1、及び配列番号1,2,3または4のアミノ酸配列によってなるペプチド10μMまたは50μMで処理し、24時間培養して細胞を回収し、RNAを分離した。RNA定量後、cDNA合成キット(Intron、韓国)を利用してcDNAを合成し、PCR premix(Intron、韓国)、及び下記表4のコラーゲン1a(collagen 1a)、フィブロネクチン(fibronectin)、エラスチン(elastin)、GAPDHそれぞれのプライマーを利用して、PCRを進めた。その後、5%アガロースゲルに泳動させ、各ペプチド処理条件での前記成長因子のmRNA発現程度を比較し、その結果を図15ないし図18に示した。
ヒト角質形成細胞であるHaCaTを、3x105細胞/ウェルの密度で、6ウェルプレートにシーディングした後、一晩培養した。その後、0.05%FBS含有培地に替え、4時間培養した後、陽性対照群100nM EGF、及びそれぞれ配列番号1または2のアミノ酸配列によってなるペプチド10μM、50μMで処理し、24時間培養して細胞を回収し、RNAを分離した。RNA定量後、cDNA合成キット(Intron、韓国)を利用してcDNAを合成し、PCR premix(Intron、韓国)、及び下記表5のAQP3、SIRT1、GAPDHそれぞれのプライマーを利用してPCRを進めた。その後、5%アガロースゲルに泳動させ、各ペプチド処理条件での前記成長因子のmRNA発現程度を比較し、その結果を、図19ないし図21に示した。
マウス線維芽細胞NIH3T3を、5x103細胞/ウェルの密度で、6ウェルプレートにシーディングした後、一晩培養した。その後、無血清培地(serum-free media)に替えた後、陽性対照群100nM bFGF、及び配列番号1または2のアミノ酸配列によってなるペプチドで処理し、24時間培養し、4%パラホルムアルデヒド(paraformaldehyde)で30分間固定した。その後、3回の洗浄後、0.5%Triton X−100下で15分間反応させ、さらに3回洗浄した。その後、3% BSA(bovine serum albumin)下で1時間ブロッキング(blocking)し、コラーゲン1a、フィブロネクチン及びエラスチンに対する一次抗体(1:100)を4℃で一晩反応させた。その後、二次抗体(1:500)を室温で2時間反応させた後、DAPI染色法(DAPI staining)で染色し、蛍光顕微鏡(fluorescent microscope)で観察し、その結果を、図22ないし図27に示した。
マウス線維芽細胞NIH3T3を、5x103細胞/ウェルの密度で、6ウェルプレートにシーディングした後、一晩培養した。その後、0.05% FBS含有培地に替えて4時間培養した後、陽性対照群100nM IGF−1、及び配列番号1,2,3または4のアミノ酸配列によってなるペプチドで処理を行い、72時間培養し、培地を回収する。プロコラーゲン1a ELISA kit(US Biological Life Science、米国)を利用して培地内含量を測定し、その結果を、図28ないし図31、及び表6に示した。
ヒト角質形成細胞であるHaCaTを、3x105細胞/ウェルの密度で、6ウェルプレートにシーディングした後、一晩培養した。0.05% FBS含有培地に替えて4時間培養した後、陽性対照群100nM IGF−1、及び配列番号2のアミノ酸配列によってなるペプチドで処理を行い、72時間培養して培地を回収する。HA ELISAキット(Echelon、米国)を利用して培地内含量を測定し、その結果を、図32及び表7に示した。
Claims (8)
- 配列番号1,2,3または4のアミノ酸配列によってなる、皮膚状態改善活性を有するペプチド。
- 前記皮膚状態改善は、しわ改善、皮膚再生、皮膚弾力改善、皮膚老化抑制、傷再生、にきび改善、皮膚再生または皮膚美白であることを特徴とする請求項1に記載のペプチド。
- 配列番号1のアミノ酸配列によってなるペプチド、配列番号2のアミノ酸配列によってなるペプチド、配列番号3のアミノ酸配列によってなるペプチド、及び配列番号4のアミノ酸配列によってなるペプチドからなる群のうちから選択された1種以上のペプチドを含む皮膚状態改善用化粧品組成物。
- 前記皮膚状態改善は、しわ改善、皮膚再生、皮膚弾力改善、皮膚老化抑制、傷再生、にきび改善、皮膚再生または皮膚美白であることを特徴とする請求項3に記載の皮膚状態改善用化粧品組成物。
- 配列番号1のアミノ酸配列によってなるペプチド、及び配列番号2のアミノ酸配列によってなるペプチドからなる群のうちから選択された1種以上のペプチドを含む、皮膚疾患の予防用または治療用の薬学的組成物。
- 前記皮膚疾患は、乾癬、アトピー性皮膚炎、非アレルギー性皮膚炎及び皮膚乾燥症であることを特徴とする請求項5に記載の皮膚疾患の予防用または治療用の薬学的組成物。
- 配列番号1のアミノ酸配列によってなるペプチド、配列番号2のアミノ酸配列によってなるペプチド、配列番号3のアミノ酸配列によってなるペプチド、及び配列番号4のアミノ酸配列によってなるペプチドからなる群のうちから選択された1種以上のペプチドを含む皮膚状態改善用食品組成物。
- 前記皮膚状態改善は、しわ改善、皮膚再生、皮膚弾力改善、皮膚老化抑制、傷再生、にきび改善、皮膚再生または皮膚美白であることを特徴とする請求項7に記載の皮膚状態改善用食品組成物。
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