Department of Chemistry, QOPNA, University of Aveiro, Campus of Santiago, Portugal.
Photochem Photobiol Sci. 2011 Nov;10(11):1735-43. doi: 10.1039/c1pp05174a. Epub 2011 Aug 22.
This work reports the photophysical and biological evaluation of five cationic porphyrins as photosensitizers (PS) for the photodynamic inactivation (PDI) of Penicillium chrysogenum conidia. Two different cationic porphyrin groups were synthesized from 5,10,15,20-tetrakis(4-pyridyl)porphyrin and 5,10,15,20-tetrakis(pentafluorophenyl)porphyrin. The photostability and singlet oxygen generation studies showed that these molecules are photostable and efficient singlet oxygen generators. PDI experiments of P. chrysogenum conidia conducted with 50 μmol L(-1) of photosensitiser under white light at a fluence rate of 200 mW cm(-2) over 20 min showed that the most effective PS caused a 4.1 log reduction in the concentration of viable conidia. The present results show that porphyrins 1a and 1b are more efficient PSs than porphyrin 2a while porphyrins 1c and 2b show no inactivation of P. chrysogenum. It is also clear that the effectiveness of the molecule as PS for antifungal PDI is strongly related with the porphyrin substituent groups, and consequently their solubility in physiological media. The average amount of PS adsorbed per viable conidium was a determining factor in the photoinactivation efficiency and varied between the different studied PSs. Cationic PSs 1a and 1b might be promising anti-fungal PDI agents with potential applications in phytosanitation, biofilm control, bioremediation, and wastewater treatment.
这项工作报道了五种阳离子卟啉作为光敏剂(PS)用于青霉孢子光动力灭活(PDI)的光物理和生物学评价。两种不同的阳离子卟啉基团是由 5,10,15,20-四(4-吡啶基)卟啉和 5,10,15,20-四(五氟苯基)卟啉合成的。光稳定性和单线态氧生成研究表明,这些分子具有光稳定性和高效的单线态氧生成能力。在 200 mW cm(-2) 的光强度下,用 50 μmol L(-1) 的光敏剂在白光下对青霉孢子进行 20 分钟的 PDI 实验表明,最有效的 PS 导致可存活孢子的浓度降低了 4.1 个对数。目前的结果表明,卟啉 1a 和 1b 比卟啉 2a 更有效 PS,而卟啉 1c 和 2b 对青霉没有灭活作用。显然,分子作为 PS 用于抗真菌 PDI 的有效性与卟啉取代基密切相关,因此也与它们在生理介质中的溶解度有关。每个存活孢子吸附的 PS 平均量是光灭活效率的决定因素,并且在不同研究的 PS 之间有所不同。阳离子 PS 1a 和 1b 可能是有前途的抗真菌 PDI 试剂,具有在植物检疫、生物膜控制、生物修复和废水处理中的潜在应用。