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Amphiphilic phthalocyanines in polymeric micelles: a supramolecular approach toward efficient third-generation photosensitizers.
Journal of Materials Chemistry B ( IF 6.1 ) Pub Date : 2019-11-26 , DOI: 10.1039/c9tb02014d
Francesca Setaro 1 , Jos W H Wennink 2 , Petri I Mäkinen 3 , Lari Holappa 3 , Panagiotis N Trohopoulos 4 , Seppo Ylä-Herttuala 3 , Cornelus F van Nostrum 2 , Andres de la Escosura 5 , Tomas Torres 6
Affiliation  

In this paper we describe a straightforward supramolecular strategy to encapsulate silicon phthalocyanine (SiPc) photosensitizers (PS) in polymeric micelles made of poly(ε-caprolactone)-b-methoxypoly(ethylene glycol) (PCL–PEG) block copolymers. While PCL–PEG micelles are promising nanocarriers based on their biocompatibility and biodegradability, the design of our new PS favors their encapsulation. In particular, they combine two axial benzoyl substituents, each of them carrying either three hydrophilic methoxy(triethylenoxy) chains (1), three hydrophobic dodecyloxy chains (3), or both kinds of chains (2). The SiPc derivatives 1 and 2 are therefore amphiphilic, with the SiPc unit contributing to the hydrophobic core, while lipophilicity increases along the series, making it possible to correlate the loading efficacy in PCL–PEG micelles with the hydrophobic/hydrophilic balance of the PS structure. This has led to a new kind of third-generation nano-PS that efficiently photogenerates 1O2, while preliminary in vitro experiments demonstrate an excellent cellular uptake and a promising PDT activity.

中文翻译:

聚合物胶束中的两亲酞菁:一种用于高效第三代光敏剂的超分子方法。

在本文中,我们描述了一种直接的超分子策略,将酞菁硅(SiPc)光敏剂(PS)封装在由聚(ε-己内酯)-b-甲氧基聚(乙二醇)(PCL-PEG)嵌段共聚物制成的聚合物胶束中。尽管PCL–PEG胶束具有生物相容性和可生物降解性,但它们有望成为纳米载体,但我们新型PS的设计却有利于其封装。特别地,它们结合两个轴向苯甲酰基取代基,它们各自带有三个亲水性甲氧基(三乙氧基)链(1),三个疏水性十二烷氧基链(3)或两种链(2)。SiPc衍生物12因此,它们是两亲性的,而SiPc单元是疏水性核心,而亲脂性沿系列增加,这使得将PCL-PEG胶束的负载效率与PS结构的疏水性/亲水性平衡联系起来成为可能。这导致了一种新型的第三代纳米PS,该纳米PS可以有效地光生1 O 2,而初步的体外实验显示出优异的细胞吸收能力和有希望的PDT活性。
更新日期:2019-11-26
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