JPWO2008096779A1 - C70含有リポソームおよびその製造方法、並びにその利用 - Google Patents
C70含有リポソームおよびその製造方法、並びにその利用 Download PDFInfo
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- JPWO2008096779A1 JPWO2008096779A1 JP2008557136A JP2008557136A JPWO2008096779A1 JP WO2008096779 A1 JPWO2008096779 A1 JP WO2008096779A1 JP 2008557136 A JP2008557136 A JP 2008557136A JP 2008557136 A JP2008557136 A JP 2008557136A JP WO2008096779 A1 JPWO2008096779 A1 JP WO2008096779A1
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- Prior art keywords
- cyclodextrin
- liposome
- liposomes
- fullerene
- complex
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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Abstract
Description
上記光線力学的治療の治療対象が、癌細胞、加齢黄斑変性症、粥状動脈硬化病変、関節リウマチ病変、難治性疣贅、尋常性座瘡、およびパピロマーウイルスからなる群より選択されることを特徴とする〔9〕に記載の組成物。
上記加齢黄斑変性症が滲出型であることを特徴とする〔10〕に記載の組成物。
C70含有リポソームの含有量が2〜20モル%であることを特徴とする〔8〕に記載の組成物。
請求の範囲4〜7のいずれか1に記載のC70含有リポソームを患部に投与する工程、および該患部に光照射する工程を包含することを特徴とする光線力学的治療法。
本発明にかかるC70含有リポソームは、図1に示すようにC70フラーレン(以下、単に「C70」ともいう)を含有するリポソームである。本発明にかかるC70含有リポソームでは、C70は表面が修飾されることなく、リポソーム内に存在する。それゆえ、本発明によれば、C70が本来有する物性を有した状態で、C70を水性溶媒に可溶化させることができる。したがって、本発明にかかるC70含有リポソームは、水溶性のC70を用いることが望まれる技術分野に広く用いることができる。なお、図1では、本発明にかかるC70含有リポソームの一実施形態として、C70がリポソーム膜中に埋め込まれているリポソームが記載されているが、本発明はこれに限定されない。すなわち、本明細書において、「C70を含有するリポソーム」とは、C70がリポソーム膜内部に閉じ込められている水相(内部水相)中に存在しているリポソーム、C70がリポソーム膜中に埋め込まれているリポソーム、および一部のC70が内部水相に存在し、残りのC70がリポソーム膜中に埋め込まれているリポソームが意図される。また、本発明にかかるC70含有リポソームにおいて、C70は互いに相互作用することなく単独分子で存在してもいてもよいし、複数の分子が会合した状態で存在してもいてもよい。さらには、C70の一部の分子のみが会合した状態で存在していてもよい。
また、本発明は、一実施形態として、上述した本発明にかかるC70含有リポソームを含有する組成物を提供する。本発明にかかる組成物は、上述したC70含有リポソームを含んでいればよく、その他の具体的な構成は特に限定されるものではない。例えば、C70含有リポソームが水性溶媒に溶解した溶液は、本発明にかかる組成物に含まれる。また、本発明にかかる溶液の用途も、特に限定されるものではない。以下、本発明にかかる組成物の一実施形態として、薬学的組成物、殺菌用組成物および化粧品用組成物について説明するが、本発明はこれらに限定されるものではない。
本実施形態にかかる組成物は、光照射、好ましくは、波長が350〜800nmの光照射、より好ましくは、波長が350〜700nmの光照射により、活性酸素を発生するC70含有リポソームを含有する。具体的には、C70がカチオン性脂質を含有するリポソームによって包含されたC70含有リポソームであることが好ましい。上記カチオン性脂質としては、例えば、上記例示したカチオン性脂質を含有させることができるが、中でも、上記式(2)で表される脂質を含有させることが好ましい。また、その含有量は、全脂質量の1〜50モル%であることが好ましく、10モル%であることがより好ましい。
本実施形態にかかる組成物は、光照射、好ましくは、波長350〜800nmの光照射、より好ましくは波長350〜700nmの光照射により、活性酸素を発生するC70含有リポソームを含有する。その含有量は、特に限定されず、光照射によりC70含有リポソームが発生する活性酸素により微生物等を死滅させることができる程度の量であればよい。また、本実施形態にかかる組成物の具体的な使用方法は、特に限定されるものではないが、例えば、本実施形態にかかる組成物を微生物が存在する部分に散布し、散布した領域を自然太陽光に曝すか、もしくは人工光源によって一定時間光照射する。人工光源によって照射する場合は、紫外光をフィルター等でカットした光を照射することが好ましい。
本実施形態にかかる組成物は、活性酸素を消去することが可能なC70含有リポソームを含有する。本実施形態にかかる組成物は、該C70含有リポソームに共に、他の化粧品の配合成分を含有することが好ましい。上記他の化粧品の配合成分としては、例えば、ゲル化剤、紫外線吸収剤、抗菌剤、pH調整剤、動植物由来及び微生物由来の抽出物、ビタミン類、アミノ酸類、核酸関連物質、ホルモン、酵素、血行促進剤、皮膚収斂剤、および抗脂漏剤等を挙げることができる。
本発明にかかるC70含有リポソームの製造方法は、上述した本発明にかかるC70含有リポソームを製造するために、好適に用いることができるものである。以下、本発明にかかるC70含有リポソームの製造方法の一実施形態について説明するが、それに先立ち、本発明にかかるC70含有リポソームの製造方法を発明するに至った経緯について説明する。
5.0mgのC70を、8倍モル等量のγ−シクロデキストリン(61mg)と共に、高速振動条件で20分間処理した。これにより得られた混合物を、1.5mlの水で処理し、赤褐色の水溶液を得た。該赤褐色の水溶液を5倍希釈して、UV−vis吸収スペクトルを測定した。その吸収スペクトルは、シクロヘキサンに溶解したC70とほぼ同じであった。上記水溶液の原液を、2×104Mとなるように希釈した。なお、濃度計算では、上記水溶液の381nmにおける分子吸光係数ε381=3.80×104cm2g−1を用いた。
製造例1で製造したγ−シクロデキストリンC70錯体を用いて、C70含有リポソームを製造した。具体的には、まず、製造例1で製造した、0.20mM γ−シクロデキストリンC70錯体溶液(1ml)に、2.0mM脂質溶液(上記式(1)で表される脂質:90モル%、上記式(2)で表される脂質:10モル%)を、室温(25℃)で加え、混合し、C70含有リポソーム水溶液を得た。
実施例1で製造したC70含有リポソームによるDNA切断効果を、DNAとして、ColE1スーパーコイルプラスミドを用いて調べた。プラスミドは、図3の(a)に示すように、全く切断されていないスーパーコイルを形成した状態(図3の(a)中のFormI)、切断によりスーパーコイル構造が解けた環状の状態(図3の(a)中のFormII)、および、さらに切断され、直鎖状となった状態(図3の(a)中のFormIII)をとる。本実施例では、C70含有リポソームにより、FormIのColE1プラスミドが切断され、FormIIまたはFormIIIとなる割合を調べた。
実施例1で製造したC70含有リポソームのHeLa細胞に対する光線力学活性を評価した。また、実験では、C60含有リポソームについても同様の評価を行い、両者の比較も併せて行った。
γ−シクロデキストリンC70錯体溶液に脂質溶液を加えた後、80℃で2時間、加熱撹拌したことを除いて、実施例1と同様の方法で、C70含有リポソーム水溶液を製造した。
Claims (13)
- C70フラーレンを含有するリポソームの製造方法であって、
シクロデキストリンC70錯体を含有する第1溶液と、リポソームを形成可能な脂質を含有する第2溶液とを10〜45℃で混合することを特徴とするC70含有リポソームの製造方法。 - 上記シクロデキストリンC70錯体は、β−シクロデキストリンC70錯体、γ−シクロデキストリンC70錯体、δ−シクロデキストリンC70錯体、およびε−シクロデキストリンC70錯体、並びに、β−シクロデキストリン、γ−シクロデキストリン、δ−シクロデキストリン、もしくはε−シクロデキストリンのモノ、ジ、またはトリメチル化体とC70フラーレンとの錯体からなる群より選択される少なくとも1つのシクロデキストリンC70錯体であることを特徴とする請求の範囲1に記載のC70含有リポソームの製造方法。
- 上記第2溶液は、下記式(1)〜(3)
- C70フラーレンを含有するリポソームであることを特徴とするC70含有リポソーム。
- 上記リポソームは、下記式(1)〜(3)
- 波長が350〜800nmの光の照射により、活性酸素を発生することを特徴とする請求の範囲4に記載のC70フラーレン含有リポソーム。
- 上記リポソームを構成する全脂質に対して、0.1〜20モル%のC70を含有することを特徴とする請求の範囲4に記載のC70含有リポソーム。
- 請求の範囲4〜7のいずれか1に記載のC70含有リポソームを含有することを特徴とする組成物。
- 光線力学的治療に用いられることを特徴とする請求の範囲8に記載の組成物。
- 上記光線力学的治療の治療対象が、癌細胞、加齢黄斑変性症、粥状動脈硬化病変、関節リウマチ病変、難治性疣贅、尋常性座瘡、およびパピロマーウイルスからなる群より選択されることを特徴とする請求の範囲9に記載の組成物。
- 上記加齢黄斑変性症が滲出型であることを特徴とする請求の範囲10に記載の組成物。
- C70含有リポソームの含有量が2〜20モル%であることを特徴とする請求の範囲8に記載の組成物。
- 請求の範囲4〜7のいずれか1に記載のC70含有リポソームを患部に投与する工程、および該患部に光照射する工程を包含することを特徴とする光線力学的治療法。
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JP5463548B2 (ja) * | 2009-09-08 | 2014-04-09 | 学校法人福岡大学 | 超音波治療用リポソーム及び超音波治療促進用リポソーム |
WO2012112730A2 (en) * | 2011-02-15 | 2012-08-23 | Merrimack Pharmaceuticals, Inc. | Compositions and methods for delivering nucleic acid to a cell |
JP2012184199A (ja) * | 2011-03-07 | 2012-09-27 | Nara Institute Of Science & Technology | フラーレン誘導体を用いた水溶性光増感性材料 |
US9685600B2 (en) | 2015-02-18 | 2017-06-20 | Savannah River Nuclear Solutions, Llc | Enhanced superconductivity of fullerenes |
LT3324932T (lt) * | 2015-07-22 | 2021-04-26 | Nitto Denko Corporation | Kompozicijos ir būdai, skirti liofilinėms nanodalelių formoms |
WO2017136809A1 (en) * | 2016-02-04 | 2017-08-10 | The Cleveland Clinic Foundation | Polyhydroxy fullerene sunscreen active agents and compositions |
CN108904302B (zh) * | 2018-08-02 | 2021-01-29 | 北京福纳康生物技术有限公司 | 水溶性富勒烯外用组合物 |
CN110408272A (zh) * | 2019-07-05 | 2019-11-05 | 浙江大学 | 一种基于主客体作用制备光动力抗菌涂层的方法及其产品和应用 |
US11484508B2 (en) | 2019-08-08 | 2022-11-01 | Innovation for Success, LLC | Dissolved C60 and method of producing dissolved C60 |
US11400113B2 (en) | 2019-08-08 | 2022-08-02 | Innovation for Success, LLC | Dissolved C60 and method of producing dissolved C60 |
US10842742B1 (en) * | 2019-08-08 | 2020-11-24 | Innovation for Success, LLC | Dissolved C60 and method of producing dissolved C60 |
CN113943676A (zh) * | 2021-10-29 | 2022-01-18 | 济南紫金玫瑰股份有限公司 | 一种菌液的培养基 |
CN115040505B (zh) * | 2022-06-24 | 2024-01-30 | 河南科技大学 | 一种光甘草定复合物及其制备方法和应用 |
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JPH0748302A (ja) | 1993-07-30 | 1995-02-21 | Tokyo Gas Co Ltd | フラロールの合成方法 |
JPH08143478A (ja) | 1994-11-18 | 1996-06-04 | Otsuka Pharmaceut Co Ltd | 磁気共鳴造影剤 |
JPH09235235A (ja) | 1996-02-29 | 1997-09-09 | Res Inst For Prod Dev | 光線力学的治療用フラーレン−水溶性高分子結合体光増感剤 |
JP4291551B2 (ja) | 2002-06-19 | 2009-07-08 | 独立行政法人科学技術振興機構 | ホスト−ゲスト錯体を含有する光電変換素子用材料 |
DE60335279D1 (de) | 2002-06-26 | 2011-01-20 | Medigene Ag | Neues verfahren zur stabilisierung von diagnostischen und therapeutischen verbindungen in einem kationischen trägersystem |
JP2004099293A (ja) | 2002-09-12 | 2004-04-02 | Matsushita Electric Ind Co Ltd | 画像形成装置 |
US20060134095A1 (en) | 2003-01-27 | 2006-06-22 | Shinobu Ito | Antioxidative composition and composition for external use |
JP4360925B2 (ja) | 2003-01-27 | 2009-11-11 | ビタミンC60バイオリサーチ株式会社 | 外用組成物 |
JP4644430B2 (ja) | 2004-02-10 | 2011-03-02 | 独立行政法人科学技術振興機構 | 炭素化合物の封入された微小粒子の複合体 |
KR100977697B1 (ko) | 2003-10-10 | 2010-08-24 | 도쿠리쓰교세이호징 가가쿠 기주쓰 신코 기코 | 탄소 화합물이 봉입된 미소 입자의 복합체 |
JP2006069812A (ja) * | 2004-08-31 | 2006-03-16 | Nara Institute Of Science & Technology | フラーレンの水性化方法 |
JP2006124378A (ja) | 2004-09-29 | 2006-05-18 | Nof Corp | 化粧料用リポソーム |
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JP5334170B2 (ja) | 2013-11-06 |
ATE507835T1 (de) | 2011-05-15 |
EP2123288A1 (en) | 2009-11-25 |
DE602008006684D1 (de) | 2011-06-16 |
WO2008096779A1 (ja) | 2008-08-14 |
US8263117B2 (en) | 2012-09-11 |
EP2123288A4 (en) | 2010-03-24 |
US20100278885A1 (en) | 2010-11-04 |
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