Imprinting Pentaphyrin on Conductive Electropolymerized Dipyrromethane Films: A New Strategy towards the Synthesis of Photokilling Materials.,ChemPlusChem

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Imprinting Pentaphyrin on Conductive Electropolymerized Dipyrromethane Films: A New Strategy towards the Synthesis of Photokilling Materials.
ChemPlusChem ( IF 3.0 ) Pub Date : 2020-03-23 , DOI: 10.1002/cplu.202000137
Clara Comuzzi ₁ , Andrea Fiorot ₁ , Anna Baggio ₁ , Michela Maifreni ₁ , Paolo Strazzolini ₁ , Marilena Marino ₁ , Sabina Susmel ₁

Affiliation

We report herein the synthesis and photoinduced bactericidal activity of two new polymeric materials, obtained by imprinting the photosensitizer 20-(4-carboxyphenyl)-2,13-dimethyl-3,12-diethyl-[22]pentaphyrin (PCox, 1) into suitable electropolymerized dipyrromethane films. 5-Phenyl-dipyrromethane (5-ph-DP) and 5-(4-pyridyl)dipyrromethane (5-py-DP) have been selected as the monomers for the synthesis of the materials in order to assess the correlation between the substituent in C5 and the capability in Pcox uptake. Both films have been tested in their photokilling ability toward Staphylococcus aureus by using a multi-LED blue lamp at a fluence rate of 40 W/m2 . Poly-5-py-DP/PCox, with a PCox load of 10-8 mol/cm2 , achieved a 4-log reduction in microbial viability after 60 min of irradiation. The polymeric films proved to be stable over time and under oxidation conditions; in addition, no loss of photosensitizer was observed during the experiments, thus demonstrating that the bactericidal action was effectively brought by the ROS generated by PCox immobilized in the material. After use, the films were recharged with PCox, with almost complete recovery of their photodynamic efficiency.

中文翻译：

在导电电聚合的二吡咯甲烷膜上印制五氯卟啉：合成光杀死材料的新策略。

我们在这里报告了两种新的聚合材料的合成和光诱导的杀菌活性，这两种材料是通过将光敏剂20-（4-羧苯基）-2,13-二甲基-3,12-二乙基-[22]五aphyrin（PCox，1）压印而获得的合适的电聚合二吡咯甲烷薄膜。选择5-苯基二吡咯甲烷（5-ph-DP）和5-（4-吡啶基）二吡咯甲烷（5-py-DP）作为合成材料的单体，以评估取代基之间的相关性。 C5和Pcox吸收能力。通过使用40 W / m2的能量通量的多LED蓝灯，对这两种膜对金黄色葡萄球菌的杀光能力进行了测试。辐照60分钟后，PCox负载为10-8 mol / cm2的Poly-5-py-DP / PCox使微生物活力降低了4-log。聚合物薄膜经证明在氧化条件下随时间稳定。另外，在实验过程中没有观察到光敏剂的损失，因此证明了由固定在材料中的PCox产生的ROS有效地带来了杀菌作用。使用后，用PCox给薄膜充电，使其光动力效率几乎完全恢复。

更新日期：2020-04-22

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