Breaching the wall: morphological control of efficacy of phthalocyanine-based photoantimicrobials†,Journal of Materials Chemistry B

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Breaching the wall: morphological control of efficacy of phthalocyanine-based photoantimicrobials†
Journal of Materials Chemistry B ( IF 6.1 ) Pub Date : 2018-06-21 00:00:00 , DOI: 10.1039/c8tb01357h
Anzhela Galstyan _{1,

2,

3,

4} , Ulrich Dobrindt _{2,

3,

4,

5}

Affiliation

An efficient treatment of infections using antimicrobial photodynamic therapy (aPDT) anticipates that uptake of photosensitizer (PS) by bacterial cells is very fast and effective. In this work, the design, synthesis, characterization, and photodynamic activity of amphiphilic, water-soluble zinc(II)phthalocyanine (Zn(II)Pc) molecules bearing none, three or six thiophenyl moieties are described. We show that PSs that contain no or flexible substituents on non-peripheral positions can photoinactivate microbes at very low loading concentrations and low light doses. In contrast, a PS derivative that contains non-flexible substituents is rendered less effective, despite an increased generation of cytotoxic singlet oxygen, higher lipophilicity and a lower tendency to aggregate. Our unexpected finding emphasizes the role of the morphology of PSs in bacterial cell–molecule interactions and suggests another relevant and hitherto disregarded characteristic to improve PS design.

中文翻译：

突破壁垒：基于酞菁的光抗菌剂功效的形态控制†

使用抗菌光动力疗法（aPDT）对感染进行有效治疗，可以预期细菌细胞对光敏剂（PS）的吸收非常快速和有效。在这项工作中，两亲，水溶性锌（II）酞菁（Zn（II）描述了不带有，三个或六个硫代苯基部分的）Pc）分子。我们显示，在非外围位置上不包含任何或柔性取代基的PS可以在非常低的负载浓度和低光剂量下使微生物光灭活。相反，尽管增加了细胞毒性单线态氧的产生，更高的亲脂性和更低的聚集趋势，但是包含非柔性取代基的PS衍生物的效力降低。我们出乎意料的发现强调了PS形态在细菌细胞-分子相互作用中的作用，并提出了另一个相关的，迄今被忽视的特性来改善PS设计。

更新日期：2018-06-21

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