Syntheses and photochemical properties of a tribenzo-naphtho-condensed porphyrazinatozinc complex

2003 ◽  
Vol 07 (09) ◽  
pp. 630-636 ◽  
Author(s):  
Marcelo M. M. Pelisson ◽  
Fernanda M. Tomé ◽  
Milton Beltrame ◽  
Andreza R. Simioni ◽  
Antonio C. Tedesco

The synthesis of a zinc derivative of tribenzonaphthoporphyrazinato ( Zn -tri- PcNc ) obtained from 6-carboxymethyl-2,3-dicyanonaphthalene and phthalonitrile is described. This new phthalocyanine ( Pc ) compound was characterized by 1 H NMR, elemental analyses, IR and UV-vis. The spectroscopic analysis of this compound show an electronic spectrum in DMSO with characteristic bands in the Soret and ϱ region. Steady state and time-resolved spectral analysis revealed a fluorescence quantum yield and a fluorescence lifetime of Φf=0.22 and τf = 2.56 ns respectively, in agreement with other Pc derivatives. This compound also shows a triplet lifetime in air satured solutions of 1.06 μs and a transient with the maximum absortion located at 610 nm, 120 nm shifted to the red compared to the triplet observed by other Pc compounds.

2021 ◽  
pp. 1-10
Author(s):  
Ibrahim Erden ◽  
Betül Karadoğan ◽  
Fatma Aytan Kılıçarslan ◽  
Göknur Yaşa Atmaca ◽  
Ali Erdoğmuş

This work describes the synthesis, spectral and fluorescence properties of bis 4-(4-formyl-2,6-dimethoxyphenoxy) substituted zinc (ZnPc) and magnesium (MgPc) phthalocyanines. The new compounds have been characterized by elemental analysis, UV-Vis, FT-IR, 1H-NMR and mass spectra. Afterward, the effects of including metal ion on the photophysicochemical properties of the complexes were studied in biocompatible solvent DMSO to analyze their potential to use as a photosensitizer in photodynamic therapy (PDT). The fluorescence and singlet oxygen quantum yields were calculated as 0.04–0.15 and 0.70–0.52 for ZnPc and MgPc, respectively. According to the results, MgPc has higher fluorescence quantum yield than ZnPc, while ZnPc has higher singlet oxygen quantum yield than MgPc. The results show that the synthesized complexes can have therapeutic outcomes for cancer treatment.


1997 ◽  
Vol 45 (9) ◽  
pp. 1279-1292 ◽  
Author(s):  
Richard R. de Haas ◽  
Rob P.M. van Gijlswijk ◽  
Erik B. van der Tol ◽  
Henry J.M.A.A. Zijlmans ◽  
Tom Bakker–Schut ◽  
...  

We investigated phosphorescent metalloporphyrins as potential labels for time-resolved microscopy. On the basis of spectroscopic analysis of their physicochemical properties (quantum yield, molar absorption coefficient, decay times) the best candidates were selected. Next, we synthesized antibody and avidin metalloporphyrin conjugates. The optimal F/P ratio with respect to quantum yield, decay time, and retention of biological activity of these immunoreagents was determined. The reagents were then evaluated by in situ hybridization and immunocytochemical procedures for demonstration of hapten-labeled DNA probes, membrane antigens (CD type), and 28S rRNA. All stained samples exhibited bright phosphorescence that could be selectively detected using time-resolved microscopy, especially when glucose/glucose oxidase was added to the embedding medium to deplete oxygen. Applications of time-resolved detection of phosphorescent porphyrins in strongly autofluorescent material (histological sections) are discussed.


2014 ◽  
Vol 936 ◽  
pp. 950-954
Author(s):  
Hui Min Wei ◽  
Nan Zhao ◽  
Nan Jiang ◽  
Wen Feng Duan ◽  
Bao Xiang Gao

Perylene dicarboximide dimer with electron withdrawing groups were synthesized and fully characterized by 1H-NMR and 13C-NMR spectra. The effects of the substituted groups on the optical and electrochemical properties of the two compounds were investigated. The ∏-∏* absorption peak of the perylene dicarboximide dimer compounds were red shifted from 525nm to 535nm. The band gaps of the dimer could be tuned from 2.28 eV to 2.13 eV. The first reduction wave of the dimer with electron withdrawing groups is shifted by 60 mV to more positive potential compared to that of perylene dicarboximide, suggesting the enhanced electron affinity. Furthemore, the dimer exhibited intermolecular aggregation, and decrease fluorescence quantum yield.


Biochemistry ◽  
1995 ◽  
Vol 34 (45) ◽  
pp. 14712-14721 ◽  
Author(s):  
L. M. P. Beekman ◽  
R. W. Visschers ◽  
R. Monshouwer ◽  
M. Heer-Dawson ◽  
T. A. Mattioli ◽  
...  

2004 ◽  
Vol 18 (06) ◽  
pp. 899-910 ◽  
Author(s):  
K. M. GIRAEV ◽  
N. A. ASHURBEKOV ◽  
R. T. MEDZHIDOV

The steady-state spectra of autofluorescence and the reflection coefficient on the excitation wavelength of some stomach tissues in vivo with various pathological conditions (surface gastritis, displasia, cancer) are measured under excitation by the nitrogen laser irradiation (λ ex =337.1 nm ). The contour expansion of obtained fluorescence spectra into contributions of components is conducted by the Gaussian–Lorentzian curves method. It is shown that at least 7 groups of fluorophores forming a total luminescence spectrum can be distinguished during the development of displasia and tumor processes. The correlation of intensities of flavins and NAD(P)·H fluorescence is determined and the degree of respiratory activity of cells for the functional condition considered is estimated. The evaluations of the fluorescence quantum yield of the tissue's researched are given.


2001 ◽  
Vol 3 (3) ◽  
pp. 147-151 ◽  
Author(s):  
Pavel Kubát ◽  
Kamil Lang ◽  
Vladimír Král ◽  
Franz P. Schmidtchen

Photophysical properties of two novel guanidiniocarbonyl (I) and monocyclic guanidine (II) tetraphenylporphyrins and their interaction with DNA were investigated by steady-state and time-resolved absorption and emission spectroscopies.Istays predominantly monomeric in aqueous solutions. It produces singlet oxygen with high quantum yield(ΦΔ=0.67)that is typical for monomeric porphyrins. The electronic absorption spectra ofIare not influenced by interaction with DNA. This is in contrast with monomeric tetratolylporphyrins bearing phosphonium,ammonium and pyridinium groups where the formation of stable complexes with DNA is accompanied by a characteristic red shift of the Soret band.IIextensively forms Hand J-aggregates,which do not produce singlet oxygen(ΦΔ<0.01). In the presence of DNA only a small fraction ofIIremains in monomeric form that is bound to DNA exterior.


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