JP2016515535A - 治療用化合物の生物学的利用能を向上させるための産物および方法 - Google Patents
治療用化合物の生物学的利用能を向上させるための産物および方法 Download PDFInfo
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- JP2016515535A JP2016515535A JP2016503442A JP2016503442A JP2016515535A JP 2016515535 A JP2016515535 A JP 2016515535A JP 2016503442 A JP2016503442 A JP 2016503442A JP 2016503442 A JP2016503442 A JP 2016503442A JP 2016515535 A JP2016515535 A JP 2016515535A
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- milk protein
- protein concentrate
- curcumin
- target compound
- solution
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Abstract
Description
本出願は、2013年3月15日出願の、米国仮特許出願番号61/788,200の優先権の恩典を主張する。適用可能な法律および/または規則に許容されるところで、その内容は参照により本明細書に組み入れられる。
この出願は、キャリア組成物を用いる治療用化合物の生物学的利用能を向上させるための産物および方法に関する。より具体的には、本発明は、たとえば、カゼインミセルを用いる、疎水性フェノール化合物といった化合物の生物学的利用能を向上するための産物および方法に関する。
植物由来化合物といった天然資源からの化合物を含む数多くの化合物は、これらが十分に溶解性ではなく、細胞に容易に取り込まれず、消化器官で容易に分解/破壊されるなどの理由で、対象により消費されたときにそれらの完全な恩恵を与えない。換言すれば、これらは、他のタイプの化合物に比べて生物学的利用能が低い。このような化合物の1つの例は、クルクミン((1E,6E)−1,7−ビス(4−ヒドロキシ−3−メトキシフェニル)−1,6−ヘプタジエン−3,5−ジオン)、ターメリック根茎に由来する疎水性ポリフェノールである。クルクミンは、ターメリックの活性成分として同定され、その有益な健康特性により長年の間使われてきた。過去数年にわたり、研究者らは、それが、抗酸化活性、抗炎症活性、抗ウイルス活性、抗菌活性、抗真菌活性、および抗ガン活性といった各種の恩恵を与えることを確認している。各種の研究に基づけば、クルクミンは、糖尿病、アレルギー、関節炎、アルツハイマー症、および他の慢性疾患の治療のための治療可能性を有することが示唆されている。著者らのあるグループは、「クルクミンは、近年発見された腫瘍壊死因子遮断薬(たとえば、HUMIRA(登録商標)、REMICADE(登録商標)、およびENBREL(登録商標))、血管内皮細胞増殖因子遮断薬(たとえば、AVASTIN(登録商標))、ヒト上皮成長因子受容体遮断薬(たとえば、ERBITUX(登録商標)、ERLOTINIB(登録商標)、およびGEFTINIB(登録商標))、およびHER2遮断薬(たとえば、HERCEPTIN(登録商標))と類似の活性を奏する」と結論している。(Aggarwal, B.B. etal., Curcumin: the Indian solid gold. Adv Exp Med Biol. (2007) 595:1-75. (非特許文献1))
本発明者らは、1つまたは複数の標的化合物をカゼインミセルと結合させ、経口投与により投与されたとき、より低い溶解度および/または細胞取込みを一般に示す化合物の生物学的利用能を向上させるための方法を開発し、該方法は、乳タンパク質濃縮物の溶液を、華氏約32度〜華氏約55度に冷却する工程;前記溶液に、約0.1μm〜約50μmの粒径を有する1つまたは複数の標的化合物を混合し、標的化合物/乳タンパク質濃縮物の溶液を形成する工程;標的化合物/乳タンパク質濃縮物の溶液を加温して混合する工程;標的化合物/乳タンパク質濃縮物の溶液を低温殺菌する工程;および、標的化合物/乳タンパク質濃縮物の溶液を乾燥する工程を含む。別の局面において、乳タンパク質濃縮物は、少なくとも約80%のタンパク質の乳タンパク質濃縮物であってもよい。いくつかの局面において、乳タンパク質濃縮物は、少なくとも約85%のタンパク質の乳タンパク質濃縮物であってもよい。さらに、脱脂粉乳が、乳タンパク質濃縮物の代わりに、または乳タンパク質濃縮物とともに用いられてもよい。標的化合物は、固体形態または液体形態を含み、および油の形態であってもよい。別の局面において、約0.1μm〜約50μmの粒径は、1つまたは複数の標的化合物の固体形態を粉砕することにより達成されてもよい。
Claims (14)
- 以下の工程を含む、少なくとも1つの標的化合物のより生物学的に利用可能な形態を製造する方法:
(a)乳タンパク質濃縮物の溶液を、華氏約32度〜華氏約55度に冷却する工程;
(b)前記溶液に、約0.1μm〜約50μmの粒径を有する1つまたは複数の標的化合物を混合し、標的化合物/乳タンパク質濃縮物の溶液を形成する工程;
(c)標的化合物/乳タンパク質濃縮物の溶液を加温して混合する工程;
(d)標的化合物/乳タンパク質濃縮物の溶液を低温殺菌する工程;および、
(e)標的化合物/乳タンパク質濃縮物の溶液を乾燥する工程。 - 乳タンパク質濃縮物が、85%のタンパク質を含む、請求項1に記載の方法。
- 少なくとも1つの標的化合物が、疎水性化合物である、請求項1に記載の方法。
- 少なくとも1つの標的化合物が、フェノール化合物である、請求項1に記載の方法。
- 少なくとも1つの治療用標的化合物が、フェノール酸である、請求項4に記載の方法。
- 少なくとも1つの治療用標的化合物が、フラボノイドである、請求項1に記載の方法。
- 少なくとも1つの治療用標的化合物が、クルクミン、合成クルクミン、クルクミン類縁体、クルクミノイド、少なくとも1つのアジュバント分子と複合したクルクミン、およびこれらの組合せからなる群から選ばれる、請求項1に記載の方法。
- 乳タンパク質濃縮物の溶液が、約5〜約35%の溶液である、請求項1に記載の方法。
- 約0.1μmから約50μmの粒径が、粉砕によって製造される、請求項1に記載の方法。
- 標的化合物/乳タンパク質濃縮物の溶液を乾燥する工程が、噴霧乾燥を含む、請求項1に記載の方法。
- 冷却する工程が、華氏約32度〜華氏約55度の温度で、約1分〜約20時間の間、乳タンパク質濃縮物の溶液を冷却及び保持する工程を含む、請求項1に記載の方法。
- 冷却する工程が、華氏約32度〜華氏約55度の温度で、約30分〜約2時間の間、乳タンパク質濃縮物の溶液を冷却及び保持する工程を含む、請求項1に記載の方法。
- 以下の工程を含む、少なくとも1つの標的化合物を、少なくとも1つのカゼインミセルと結合して製造する方法:
(a)乳タンパク質濃縮物の溶液を、華氏約32度〜華氏約55度に冷却する工程;
(b)前記溶液に、約0.1μm〜約50μmの粒径を有する1つまたは複数の標的化合物を混合し、標的化合物/乳タンパク質濃縮物の溶液を形成する工程;
(c)標的化合物/乳タンパク質濃縮物の溶液を加温して混合する工程;
(d)標的化合物/乳タンパク質濃縮物の溶液を低温殺菌する工程;および、
(e)標的化合物/乳タンパク質濃縮物の溶液を乾燥する工程。 - 以下の工程を含む、ミセル結合クルクミン産物を作成する方法:
(a)乳タンパク質濃縮物の溶液を、華氏約32度〜華氏約55度に冷却する工程;
(b)前記溶液に、約0.1μm〜約50μmの粒径に粉砕されているクルクミン粉末を混合し、クルクミン/乳タンパク質濃縮物の溶液を形成する工程;
(c)クルクミン/乳タンパク質濃縮物の溶液を加温して混合する工程;
(d)クルクミン/乳タンパク質濃縮物の溶液を低温殺菌する工程;および、
(e)クルクミン/乳タンパク質濃縮物の溶液を噴霧乾燥して、ミセル結合クルクミン産物を製造する工程。
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US8865223B2 (en) | 2008-02-11 | 2014-10-21 | Technion Research And Development Foundation Ltd. | Beta-casein assemblies for mucosal delivery of therapeutic bioactive agents |
US8865222B2 (en) | 2008-02-11 | 2014-10-21 | Technion Research And Development Foundation Ltd. | Beta-casein assemblies for enrichment of food and beverages and methods of preparation thereof |
US20110045092A1 (en) | 2008-02-11 | 2011-02-24 | Livney Yoav D | Casein particles encapsulating therapeutically active agents and uses thereof |
US8871276B2 (en) | 2008-02-11 | 2014-10-28 | Technion Research And Development Foundation Ltd. | Beta-casein assemblies for mucosal delivery of therapeutic bioactive agents |
CN101816418B (zh) * | 2009-11-24 | 2012-07-18 | 北京三元食品股份有限公司 | 一种益生菌微胶囊及其制备方法 |
WO2011100983A1 (en) * | 2010-02-17 | 2011-08-25 | El-Sayed Ameen Mahmoud Rezq | Casein, a novel curcumin drug carrier system |
CN102126938B (zh) * | 2010-12-15 | 2013-03-27 | 厦门大学 | 一种姜黄素类似物及其制备方法和应用 |
CN102600063B (zh) * | 2011-06-09 | 2013-10-23 | 天津大学 | 一种高载药量姜黄素胶束的制备方法 |
CN102512404B (zh) | 2011-11-18 | 2014-05-07 | 上海交通大学 | 一种姜黄素类化合物肺靶向制剂及其制备方法与应用 |
CN102743336A (zh) * | 2012-07-04 | 2012-10-24 | 浙江大学 | 姜黄素壳聚糖硬脂酸嫁接物胶束的制备方法及其应用 |
NZ713235A (en) | 2013-03-15 | 2019-12-20 | Glanbia Nutritionals Ireland Ltd | Product and method for improving bioavailability of therapeutic compounds |
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Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2009040722A (ja) * | 2007-08-09 | 2009-02-26 | Fujifilm Corp | 複数のタンパク質からなるカゼインナノ粒子 |
EP2540169A1 (en) * | 2010-02-26 | 2013-01-02 | Universidad de Navarra | Nanoparticles for the encapsulation of compounds, preparation thereof and use of same |
JP2013520191A (ja) * | 2010-02-26 | 2013-06-06 | ウニベルシダ デ ナバーラ | 化合物をカプセル化するためのナノ粒子、その調製およびその使用 |
Non-Patent Citations (2)
Title |
---|
日本農芸化学会大会講演要旨集 , vol. 第69巻臨時増刊号, JPN6017037481, 1995, pages 351 * |
食品と科学, vol. 32(9), JPN6017037480, 1990, pages 121 * |
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EP2968070A1 (en) | 2016-01-20 |
EP2968070A4 (en) | 2016-10-26 |
CN105491988A (zh) | 2016-04-13 |
AU2014232456B2 (en) | 2018-11-15 |
EP2968070B1 (en) | 2019-12-18 |
NZ713235A (en) | 2019-12-20 |
AU2014232456A1 (en) | 2015-11-05 |
CA2911020A1 (en) | 2014-09-18 |
US9452146B2 (en) | 2016-09-27 |
US20140275283A1 (en) | 2014-09-18 |
JP6548632B2 (ja) | 2019-07-24 |
JP2019077699A (ja) | 2019-05-23 |
WO2014145851A1 (en) | 2014-09-18 |
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