JP5998211B2 - マグネシウムのスクロースオクタ硫酸エステル、その製造方法およびその医薬的および美容的使用 - Google Patents
マグネシウムのスクロースオクタ硫酸エステル、その製造方法およびその医薬的および美容的使用 Download PDFInfo
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- JP5998211B2 JP5998211B2 JP2014513184A JP2014513184A JP5998211B2 JP 5998211 B2 JP5998211 B2 JP 5998211B2 JP 2014513184 A JP2014513184 A JP 2014513184A JP 2014513184 A JP2014513184 A JP 2014513184A JP 5998211 B2 JP5998211 B2 JP 5998211B2
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- sucrose octasulfate
- magnesium
- salt
- solution
- sucrose
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Description
a.溶液中、優先的には、水などのような水溶液中へ、酸性型のスクロースオクタ硫酸エステルを入れ、マグネシウム塩と接触させることでマグネシウムのスクロースオクタ硫酸エステルを形成させること、
b.このようにして形成したマグネシウムのスクロースオクタ硫酸エステルを回収すること
を含む方法に関する。
a1.スクロースオクタ硫酸エステルの塩を溶液中へ、優先的には水のような水溶液中へ溶解すること、
a2.そのようにして得られたスクロースオクタ硫酸エステルの塩を脱塩することにより溶液中でスクロースオクタ硫酸エステルの酸性型を形成すること
を行うことにより得られる。
a1.スクロースオクタ硫酸エステル塩を溶液中に溶解すること、
a2.先ほど得られたスクロースオクタ硫酸エステル塩の溶液を脱塩し、溶液中で酸性型のスクロースオクタ硫酸エステルを形成すること、
a.溶液中で酸性型スクロースオクタ硫酸エステルをマグネシウム塩と接触させ、マグネシウムのスクロースオクタ硫酸エステルを形成すること、および
b.先ほど形成させたマグネシウムのスクロースオクタ硫酸エステルを沈殿させること
を含むまたはこれらからなる。
得られた式IIの化合物のNMRスペクトルは次の通りである。
1H NMR (D2O, 300MHz, ppm): δ: 4.13-4.42 (m, 9 H); 4.52 (m, 1 H); 4.63 (m, 2 H); 5.04 (d, J=8.1Hz, 1 H); 5.73 (d, J=3.3 Hz, 1 H)
標準溶液および試料の用意:
−10mlの目盛り付フラスコ内で、5.2gのMgCl2(純度:97%)を正確に計量し、0.05%TFAの水溶液に完全に溶解させる。最終的な濃度は0.504mg/mlである。
−10mlの目盛り付フラスコ内で、12.1mgのSOS−K(含水比:8.82%)を正確に計量し、0.05%TFAの水溶液に完全に溶解させる。最終的な濃度は1.21mg/mlである。
−10mlの目盛り付フラスコ内で、16.1mgのSOS−Mgを正確に計量し、0.05%TFAの水溶液に完全に溶解させる。最終的な濃度は1.61mg/mlである。
このようにして得られたSOS−Ca、SOS−KおよびCaCl2試料は、次の原料および条件によるHPLCにより特徴付けられる:
カラム:AtlantisT3(4.6×100mm、3.0μm)
カラム温度:30℃
速度:0.6ml/分
注入量:SOS−Mg中のMgの分析用に5μl、SOS−Mg中のSOS分析用に20μl
検出:ELSD(「移送管」温度=50℃、ガスの速度=2.0l/分、移動相A:0.05%TFA/水、移動相B:0.05%/アセトニトリル(勾配:T0 A:100%、T2 A:100%、T5 A:5%、B:95%))
上皮細胞の遊走は、胚形成および瘢痕化のような組織の成長および修復工程の重要なステップである。
用いられるケラチノサイト細胞株は、HaCaTヒトケラチノサイト細胞株であり、自然に不死化されている。この株は、文献において頻繁に参照モデルとして参照されている。
細胞遊走研究に用いられるプロトコルは、96穴Oris細胞遊走アッセイキット(Platypus Technologies−TEBU)の使用により、この細胞プロセスの縮小化および定量化を可能とする。
−33ng/mlにおけるEGF(実施例においては陽性対照)はケラチノサイトの遊走(および拡散)を非常に大きく顕著に誘発した。
−10μMにおけるカリウムのスクロースオクタ硫酸エステルおよびナトリウムのスクロースオクタ硫酸エステルはケラチノサイトの遊走を誘発しない。
−10μMにおけるマグネシウムのスクロースオクタ硫酸エステル(SOS−Mg)はケラチノサイトの遊走を統計学的に有意に誘発した。この遊走はSOS−NaおよびSOS−Kにより誘発されたものより1.4倍大きい。
上皮は、身体に化学的、機械的バリアを提供することにより主要な保護的役割を担う。それは、水密性を維持、すなわち皮膚保護機能を保証する。
用いられたケラチノサイト細胞株は、美容外科的廃棄物(乳房縮小)からの皮膚のストリップから用意した初期のヒトケラチノサイト細胞株またはNHKsである。細胞は、25μg/mlの脳下垂体抽出物(BPE)および1.5ng/mlの上皮成長因子(EGF)が追補された低マグネシウム(0.1mM)KSFM(インビトロゲン)中で成長する。
試験した製品は、10μMのSOS−Mg、10μMのSOS−Na、10μMのSOS−Kである。同時に、1.2mMのCaCl2を陽性対照として加える実験を行う。陰性対照は培地に何も加えないことにより用意する。
様々な濃度における3スクロースのケラチノサイトの分化に対する影響を試験した。
−カルシウム(実施例において陽性対照)は、3mRNA(DEFB103A、RNASE7およびUGCG)の発現を誘導した。
−10μMのSOS−Mgは、4mRNA(DEFB103A、NASE7、CDSNおよびUGCG)の発現を誘導した。コルネオデスモシン(CDSN)発現に及ぼすSOS−Mgの作用は、プロテインバリアの回復にSOS−Mgが関与することを意味する。UGCG発現に及ぼす作用は、脂質バリアの回復に関与することを意味する。更に、RNASE7およびDEFB103Aの誘導は、SOS−Mg化合物の抗菌特性を表す。
−SOS−NaはmRNAの発現を誘導しない。
−10μMのSOS−Kは、SOS−Mgより少ない程度に、DEFB103A、RNASE7、UGCG およびCDSNの発現を誘導する。
Claims (16)
- 請求項1に係る式Iを有する化合物の製造方法であって、次の段階:
a)溶液中へ酸性型のスクロースオクタ硫酸エステルを入れ、マグネシウム塩と接触させることでマグネシウムのスクロースオクタ硫酸エステルを形成させること、
b)このようにして形成されたマグネシウムのスクロースオクタ硫酸エステルを沈殿させること
を含むことを特徴とする、方法。 - 溶液中において、前記酸性型のスクロースオクタ硫酸エステルを次の工程:
a1)スクロースオクタ硫酸エステルの塩を溶液中へ溶解すること、
a2)そのようにして得られたスクロースオクタ硫酸エステルの塩溶液を脱塩し、溶液中で酸性型のスクロースオクタ硫酸エステルを形成すること
により得る、請求項2に記載の方法。 - 前記スクロースオクタ硫酸エステルの塩が、カリウムのスクロースオクタ硫酸エステルまたはナトリウムのスクロースオクタ硫酸エステルである、請求項3に記載の方法。
- 前記スクロースオクタ硫酸エステルの塩溶液の脱塩が、前記溶液にイオン交換カラムを通過させることにより行われる、請求項3または4に記載の方法。
- 前記マグネシウム塩が、Mg(OH)2、MgCl2、MgBr2、MgIr、Mg(NO3)2もしくはMg(BF4)2からなる群より選択されるマグネシウムの無機塩またはMg(CH3CO2)2、Mg(CF3CO2)2、Mg3(C6H5O7)2、Mg(CH3O)2からなる群より選択されるマグネシウムの有機塩である、請求項2〜5のいずれか一項に記載の方法。
- 薬剤製造のための、請求項1に記載の化合物の使用。
- 瘢痕化を促進させる薬剤製造のための、請求項7に記載の化合物の使用。
- 前記瘢痕化がやけどおよび急性または慢性の創傷によるものである、請求項8に記載の化合物の使用。
- 前記やけどおよび急性または慢性の創傷が、熱若しくは日焼けによるやけど、放射線皮膚炎、様々な原因による炎症、皮膚炎、擦り傷、引っ掻き傷、切り傷、例えば下肢もしくは胃潰瘍、褥瘡、糖尿病性創傷、口腔内潰瘍、様々な原因による口腔の創傷、瘢痕性座瘡、凍結療法の瘢痕、外科手術後または皮膚形成外科手術後瘢痕、水泡、口唇炎、湿疹、おむつかぶれ、または皮膚粗鬆症によるものである、請求項9に記載の化合物の使用。
- 微生物感染の予防または治療用薬剤製造のための、請求項7に記載の化合物の使用。
- 化粧品組成物を製造するための、請求項1に記載の化合物の使用。
- 少なくとも1つの請求項1に記載の化合物および少なくとも1つの薬学上許容される賦形剤を含む、医薬品組成物。
- 少なくとも1つの他の有効成分を含む、請求項13に記載の医薬品組成物。
- 少なくとも1つの請求項1に係る化合物および美容学上許容される賦形剤を含む化粧品組成物。
- 肌の状態を改善するための、請求項14に記載の医薬組成物。
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