Efficient cyanoaromatic photosensitizers for singlet oxygen production: synthesis and characterization of the transient reactive species

2013 ◽  
Vol 15 (40) ◽  
pp. 17219 ◽  
Author(s):  
Filippo Ronzani ◽  
Emmanuel Arzoumanian ◽  
Sylvie Blanc ◽  
Patrice Bordat ◽  
Thierry Pigot ◽  
...  
2020 ◽  
Vol 24 (01n03) ◽  
pp. 330-339
Author(s):  
Flávio Figueira ◽  
Leandro M. O. Lourenço ◽  
Maria G. P. M. S. Neves ◽  
José A. S. Cavaleiro ◽  
João P. C. Tomé

The synthesis of derivatives bearing glucose or galactose units linked by an acrylate spacer to one free meso position of a bis-aryl-porphyrin macrocycle was developed and characterized by standard spectroscopic techniques. The new mono-substituted gluco- and galacto-porphyrin derivatives 5–8 present an alternative to the widespread tetra-aryl porphyrin functionalization. Singlet oxygen studies showed a comparable singlet oxygen production with TPP. Furthermore, the less bulky architectures here synthesized present an opportunity to enhance the PDT and PDI capabilities of glycoporphyrins with a simple synthetic modification at one of the meso positions.


2019 ◽  
Vol 23 (11n12) ◽  
pp. 1542-1550
Author(s):  
Nagihan Kocaağa ◽  
Öznur Dülger Kutlu ◽  
Ali Erdoğmuş

In this study, the synthesis and characterization of mono-(phthalocyaninato) lutetium(III) (1-Cl and 1-F) [Lu[Formula: see text](AcO)(Pc)] (Pc [Formula: see text] phthalocyaninato, AcO [Formula: see text] acetate) and bis-(phthalocyaninato) lutetium(III) (2-Cl and 2-Br) [Lu[Formula: see text]Pc[Formula: see text]] bearing halogenated (F, Cl and Br) phenoxy–phenoxy groups are described and verified by IR, [Formula: see text]H-NMR, UV-vis and mass spectrometry. Photochemical and photophysical properties of 1-F, 1-Cl 2-Cl and 2-Br in DMSO are also presented. A comparison between photophysical and photochemical parameters of mono and bis derivatives showed that mono phthalocyanines are better photosensitizers than bis phthalocyanines. Photophysical and photochemical properties of phthalocyanines are very useful for photodynamic therapy applications. Singlet oxygen quantum yields [Formula: see text] give an indication of the potential of the complexes as photosensitizers in photodynamic therapy applications. The chloro, fluoro, bromo-phenoxy–phenoxy substituted mono-(phthalocyaninato) lutetium(III) complexes (1-Cl and 1-F) gave good singlet oxygen quantum yields (from 0.86 to 0.80) in DMSO. Thus, these complexes show potential as Type II photosensitizers for PDT of cancer.


2019 ◽  
Vol 48 (34) ◽  
pp. 13046-13056 ◽  
Author(s):  
Mücahit Özdemir ◽  
Begümhan Karapınar ◽  
Bahattin Yalçın ◽  
Ümit Salan ◽  
Mahmut Durmuş ◽  
...  

Coumarin functionalized metallo phthalocyanines shows increased singlet oxygen quantum yields when included lipophilic groups.


2005 ◽  
Vol 70 (18) ◽  
pp. 7065-7079 ◽  
Author(s):  
Christian B. Nielsen ◽  
Mette Johnsen ◽  
Jacob Arnbjerg ◽  
Michael Pittelkow ◽  
Sean P. McIlroy ◽  
...  

2005 ◽  
Vol 16 (1) ◽  
pp. 105-110 ◽  
Author(s):  
Kevin D. Belfield ◽  
Claudia C. Corredor ◽  
Alma R. Morales ◽  
Marie A. Dessources ◽  
Florencio E. Hernandez

2019 ◽  
Vol 21 (36) ◽  
pp. 20403-20414 ◽  
Author(s):  
Ruth Prieto-Montero ◽  
Rebeca Sola-Llano ◽  
Raul Montero ◽  
Asier Longarte ◽  
Teresa Arbeloa ◽  
...  

The detailed triplet and singlet state characterization of 3,5-dimethyl-2,6-diiodo-8-thiomethyl-pyrromethene (MeSBDP), a promising standard sensitizer for singlet oxygen production.


2020 ◽  
Vol 24 (04) ◽  
pp. 548-562 ◽  
Author(s):  
Semih Gorduk

In this study, the synthesis and characterization of novel 4-chloro-5-((2,3-dihydrobenzo-1,4-benzodioxin-2-yl)methoxy)phthalonitrile (1) and its peripherally octa-substituted Zn(II) (Pc-Zn), In(III) (PcInCI) and Mg(II) (Pc-Mg) phthalocyanine (Pc) derivatives are reported for the first time. FT-IR, elemental analysis, UV-vis, NMR and MS techniques were used for characterization studies of the compounds. Aggregation properties of the compounds were evaluated in DMF, DMSO and THF solvents in different concentrations, and the compounds did not tend to aggregate in these solvents. In addition, photophysicochemical properties such as fluorescence, photodegradation and singlet oxygen quantum yield of the compounds were examined in DMSO, DMF and THF solvents to show the potential use of these novel compounds as photosensitizers for photodynamic therapy (PDT). The effects of zinc, indium and magnesium metals, octa substitutions in peripheral positions and different types of solvents on photophysicochemical properties were investigated. The singlet oxygen quantum yield values of compounds ranged from 0.27 to 0.77 in different solvents. As a result of the photophysicochemical properties, these compounds can be considered as potential candidates for PDT, applications.


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