329026-37-1Relevant articles and documents
Breaching the wall: morphological control of efficacy of phthalocyanine-based photoantimicrobials
Galstyan, Anzhela,Dobrindt, Ulrich
, p. 4630 - 4637 (2018)
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.
The effect of substitutents at alkylsulfanyl/arylsulfanyl non-peripherally substituted phthalocyanines: Spectral and photophysical properties, basicity and photostability
Cidlina, Antonin,Pausimova, Zuzana,Miletin, Miroslav,Zimcik, Petr,Novakova, Veronika
, p. 1095 - 1106 (2016/01/15)
A series of magnesium, zinc and metal-free derivatives of non-peripherally substituted phthalocyanines (Pcs) bearing alkylsulfanyl or arylsulfanyl groups of different bulkiness was synthesized. Their spectral and photophysical properties including also th
Routes to some 3,6-disubstituted phthalonitriles and examples of phthalocyanines derived therefrom. An overview
Heeney, Martin J.,Al-Raqa, Shaya A.,Auger, Aurélien,Burnham, Paul M.,Cammidge, Andrew N.,Chambrier, Isabelle,Cook, Michael J.
, p. 649 - 664 (2013/09/24)
The paper reviews a selection of synthetic pathways that provide access to 3,6-disubstituted phthalonitriles, precursors for the synthesis of 1,4,8,11,15,18,22,25-octasubstituted phthalocyanine derivatives. Early routes using Diels-Alder reactions for the