The effect of amphiphilic polymers on the association, morphology and photophysical properties of hypocrellin coordination polymer/fullerene assemblies

2014 ◽  
Vol 13 (11) ◽  
pp. 1529-1540 ◽  
Author(s):  
Zhize Ou ◽  
Guixia Liu ◽  
Yunyan Gao ◽  
Shayu Li ◽  
Huizhen Li ◽  
...  
Keyword(s):  
Quantum Yield ◽  
Coordination Polymer ◽  
Singlet Oxygen ◽  
Size Range ◽  
Photophysical Properties ◽  
Amphiphilic Polymers

Y3+–PyrHA/fullerene can form nanoparticles in the size range of 10–60 nm and exhibits a higher singlet oxygen quantum yield than Y3+–PyrHA and the corresponding fullerene in 1% P123 solution.

scholarly journals Tritolylporphyrin dimer as a new potent hydrophobic sensitizer for photodynamic therapy of melanoma.

2001 ◽  
Vol 48 (1) ◽  
pp. 277-282 ◽  
Author(s):  
A Drzewiecka ◽  
K Urbańska ◽  
Z Matuszak ◽  
M Pineiro ◽  
L G Arnaut ◽  
...  
Keyword(s):  
Photodynamic Therapy ◽  
Quantum Yield ◽  
Singlet Oxygen ◽  
Biological Effect ◽  
Photophysical Properties ◽  
Red Light ◽  
Human Melanoma ◽  
Oxygen Production ◽  
Absorption And Emission ◽  
Emission Properties

We report the synthesis, photochemical and photophysical properties and preliminary studies on biological effect of a new tritolylporphyrin dimer (T-D). Absorption and emission properties of T-D suggest its possible use in photodynamic therapy. T-D is capable of singlet oxygen production with 0.8 quantum yield. It also has a high photostability. The photodynamic properties of the dimer were examined following the growth of SKMEL 188 (human melanoma) cells irradiated with red light (cut off < 630 nm). The surviving fraction of the cells decreased about 3-fold (vs. non-irradiated cells) for an 81 J/cm dose. Our results suggest that tritolylporphyrine dimer T-D may be an interesting hydrophobic sensitizer for photodynamic therapy.

Synthesis, photophysicochemical studies of adjacently tetrasubstituted binaphthalo-phthalocyanines

2005 ◽  
Vol 09 (05) ◽  
pp. 316-325 ◽  
Author(s):  
Itumeleng Seotsanyana-Mokhosi ◽  
Ji-Yao Chen ◽  
Tebello Nyokong
Keyword(s):  
Excited State ◽  
Quantum Yield ◽  
Triplet State ◽  
Singlet Oxygen ◽  
Photophysical Properties ◽  
Zinc Phthalocyanine ◽  
Quantum Yields ◽  
Triplet Excited State ◽  
General Increase ◽  
Photochemical Behavior

Adjacent binaphthalo-phthalocyanines tetra-substituted with phenoxy (4a), 4-carboxyphenoxy (4b) and 4-t-butylphenoxy (4c) groups, as well as the di-substituted 4-carboxyphenoxy (5b) have been synthesized and characterized. The photophysical and photochemical behavior of 4a-c, were compared with those of the corresponding di-substituted derivatives, (5a-c). The secondary substituents on the phenoxy ring have an influence on the aggregation of the molecules and hence on their photophysical properties. All of the complexes exhibit a relatively good conversion of energy from the triplet-excited state to the singlet oxygen. The less aggregated molecule (4c), has the highest singlet oxygen quantum yield. For all the molecules, fluorescence yields are low and they all have relatively shorter triplet lifetimes compared with the unsubstituted zinc phthalocyanine. Increasing the number of ring substituents on these rigid MPc complexes (from complexes 5 to 4) showed a general increase in the triplet state lifetimes and singlet oxygen quantum yields, and a decrease in stability.

Synthesis, photochemical and photophysical properties of novel unsymmetrically substituted zinc(II) phthalocyanines

2006 ◽  
Vol 10 (01) ◽  
pp. 55-62 ◽  
Author(s):  
Shaya Y. Al-Raqa
Keyword(s):  
Quantum Yield ◽  
Singlet Oxygen ◽  
High Efficiency ◽  
Photophysical Properties ◽  
Coupling Reaction ◽  
Suzuki Coupling ◽  
Boronic Acids ◽  
Free Base ◽  
Suzuki Coupling Reaction ◽  
Biological Substrate

The synthesis of three novel unsymmetrical free base, zinc(II) phthalocyanine derivatives obtained from 3,6-di-(thiophen-3-yl)phthalonitrile and 3,6-didecylphthalonitrile are described. The synthesis of novel 3,6-substituted phthalonitriles bearing heteroaromatic derivatives were achieved through Suzuki-coupling reaction by treatment of 3,6-di(trifluoromethanesulfonyloxy)phthalonitriles and heteroaromatic boronic acids. Two of the newly synthesized complexes showed a high efficiency against a model biological substrate, such as N-acetyl-L-tryptophanamide NATA, and shows a high singlet oxygen quantum yield.

Photophysical properties of sinoporphyrin sodium and explanation of its high photo-activity

2017 ◽  
Vol 21 (01) ◽  
pp. 59-66 ◽  
Author(s):  
Lixin Zang ◽  
Huimin Zhao ◽  
Qicheng Fang ◽  
Ming Fan ◽  
Tong Chen ◽  
...  
Keyword(s):  
Quantum Yield ◽  
Singlet Oxygen ◽  
Extinction Coefficient ◽  
Photophysical Properties ◽  
Generation Efficiency ◽  
High Brightness ◽  
Extinction Coefficients ◽  
Oxygen Generation ◽  
Singlet Oxygen Generation ◽  
Yield Formula

Sinoporphyrin sodium (DVDMS) is a novel photosensitizer with high photodynamic therapy (PDT) effect. Reasons for its high photo-activity were investigated according to the study of photophysical characteristics of DVDMS. Extinction coefficients ([Formula: see text] of DVDMS at 405 nm and 630 nm are 4.36 × 105 and 1.84 × 104 M[Formula: see text].cm[Formula: see text]; fluorescence quantum yield ([Formula: see text] is 0.026; quantum yield of lowest triplet state formation is 0.94 and singlet oxygen quantum yield ([Formula: see text] is 0.92. Although [Formula: see text] of DVDMS is only 10% higher than that of Photofrin[Formula: see text] (0.83), the extinction coefficient of DVDMS at 630 nm is 10-fold greater than that of Photofrin[Formula: see text]. This leads to its higher singlet oxygen generation efficiency ([Formula: see text]. The higher [Formula: see text] of DVDMS can result in an effective reduction of dosage (1/10 of Photofrin[Formula: see text] reaching the same cytotoxic effect as Photofrin[Formula: see text]. Even though [Formula: see text] is approximately equal to that of Photofrin[Formula: see text], brightness ([Formula: see text] of DVDMS is 10-fold greater than that of Photofrin[Formula: see text] because of the 10-fold greater extinction coefficient. Thus, fluorescence diagnosis ability of 0.2 mg/kg DVDMS is comparable to that of 2 mg/kg Photofrin[Formula: see text] used in PDT. Overall, the 10-fold greater extinction coefficients are responsible for the high brightness and singlet oxygen generation efficiency of DVDMS.

scholarly journals Photophysical properties of two novel tetraphenylporphyrins substituted by guanidiniocarbonyl and monocyclic guanidine groups

2001 ◽  
Vol 3 (3) ◽  
pp. 147-151 ◽  
Author(s):  
Pavel Kubát ◽  
Kamil Lang ◽  
Vladimír Král ◽  
Franz P. Schmidtchen
Keyword(s):  
Steady State ◽  
Quantum Yield ◽  
Singlet Oxygen ◽  
Electronic Absorption Spectra ◽  
Photophysical Properties ◽  
Soret Band ◽  
Monomeric Form ◽  
High Quantum Yield ◽  
Time Resolved ◽  
J Aggregates

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.

Influence of cyclodextrins on the fluorescence, photostability and singlet oxygen quantum yields of zinc phthalocyanine and naphthalocyanine complexes

2003 ◽  
Vol 07 (06) ◽  
pp. 439-446 ◽  
Author(s):  
Prudence Tau ◽  
Abimbola O. Ogunsipe ◽  
Suzanne Maree ◽  
M. David Maree ◽  
Tebello Nyokong
Keyword(s):  
Quantum Yield ◽  
Singlet Oxygen ◽  
Inclusion Complexes ◽  
Photophysical Properties ◽  
Zinc Phthalocyanine ◽  
Quantum Yields ◽  
Fluorescence Quantum Yields ◽  
Cyclodextrin Inclusion Complexes ◽  
Cyclodextrin Inclusion ◽  
Zinc Phthalocyanines

The effects of formation of cyclodextrin inclusion complexes on the photochemical and photophysical properties of zinc phthalocyanine ( ZnPc ) and various peripherally substituted zinc phthalocyanines as well as zinc naphthalocyanine ( ZnNPc ) are investigated. The cyclodextrins employed were the hydroxypropyl-γ-cyclodextrin and unsubstituted β-cyclodextrin. Job's plots were employed to confirm the stoichiometry of the inclusion complexes and showed 2:1 and 4:1 (cyclodextrin:phthalocyanine) inclusion behavior. The phthalocyanine inclusion complexes showed larger singlet oxygen quantum yield (ϕΔ) values when compared to the free phthalocyanines before inclusion, for complexes 1 (zinc naphthalocyanine), 2 (zinc tetranitrophthalocyanine) and 4 (zinc tetra-tert-butylphenoxyphthalocyanine). The fluorescence quantum yields generally remained unchanged following inclusion.

scholarly journals Сравнительные исследования фотофизических свойств димегина, фотодитазина и радахлорина

2019 ◽  
Vol 126 (2) ◽  
pp. 162
Author(s):  
И.В. Багров ◽  
А.В. Дадеко ◽  
В.М. Киселев ◽  
Т.Д. Муравьева ◽  
А.М. Стародубцев
Keyword(s):  
Quantum Yield ◽  
Singlet Oxygen ◽  
Fluorescence Quantum Yield ◽  
Photophysical Properties ◽  
Quantum Yields ◽  
Oxygen Generation ◽  
Singlet Oxygen Generation

AbstractThe photophysical properties of three photosensitizers—dimegine, photoditazine, and radachlorin—have been comparatively examined. For dimegine and photoditazine, two techniques have been used to measure the singlet oxygen generation quantum yields and the quenching constants of singlet oxygen by dimegine and photoditazine, as well as the dimegine fluorescence quantum yield.

Asymmetric porphycenes: synthesis and photophysical properties of 9-substituted 2,7,12,17-tetraphenylporphycenes

2009 ◽  
Vol 13 (03) ◽  
pp. 376-381 ◽  
Author(s):  
Ofir Arad ◽  
Noemí Rubio ◽  
David Sánchez-García ◽  
José I. Borrell ◽  
Santi Nonell
Keyword(s):  
Quantum Yield ◽  
Singlet Oxygen ◽  
Electron Donor ◽  
Photophysical Properties ◽  
Quantum Yields ◽  
Blue Color ◽  
Model Compounds ◽  
Meso Position ◽  
Targeted Photodynamic Therapy ◽  
First Time

The effects of 9-substitution on the photophysical properties of tetraphenylporphycenes (TPPo) have been examined using an electron acceptor, an electron donor, and an electroneutral substituent as model compounds. Introduction of the acetoxy group enhances the fluorescence ability of the compound, with only a small reduction in the singlet oxygen quantum yield. The optical and photophysical properties of a nitro-porphycene are reported for the first time. The compound is emerald green, contrasting with the typical blue color of porphycenes. While this compound is much less fluorescent than unsubstituted TPPo, its singlet oxygen quantum yield is only slightly lower, almost identical to that of the 9-acetoxy compound (9-AcOTPPo). Finally, the electron-donor amino group is found to induce the greatest changes in the porphycene photophysics, decreasing strongly its fluorescence and singlet oxygen quantum yields. With the exception of such electron donors, introduction of substituents at the 9 (meso) position of tetraphenylporphycenes is not detrimental to their photophysics and photosensitizing ability and thus can be exploited for targeted photodynamic therapy purposes.

scholarly journals Ruthenium-based PACT agents based on bisquinoline chelates: synthesis, photochemistry, and cytotoxicity

2021 ◽  
Author(s):  
Anja Busemann ◽  
Ingrid Flaspohler ◽  
Xue-Quan Zhou ◽  
Claudia Schmidt ◽  
Sina K. Goetzfried ◽  
...  
Keyword(s):  
Quantum Yield ◽  
Singlet Oxygen ◽  
Cancer Cells ◽  
Cellular Uptake ◽  
Ruthenium Complex ◽  
Human Cancer ◽  
Light Irradiation ◽  
Quantum Yields ◽  
Light Activation ◽  
Human Cancer Cells

AbstractThe known ruthenium complex [Ru(tpy)(bpy)(Hmte)](PF6)2 ([1](PF6)2, where tpy = 2,2’:6’,2″-terpyridine, bpy = 2,2’-bipyridine, Hmte = 2-(methylthio)ethanol) is photosubstitutionally active but non-toxic to cancer cells even upon light irradiation. In this work, the two analogs complexes [Ru(tpy)(NN)(Hmte)](PF6)2, where NN = 3,3'-biisoquinoline (i-biq, [2](PF6)2) and di(isoquinolin-3-yl)amine (i-Hdiqa, [3](PF6)2), were synthesized and their photochemistry and phototoxicity evaluated to assess their suitability as photoactivated chemotherapy (PACT) agents. The increase of the aromatic surface of [2](PF6)2 and [3](PF6)2, compared to [1](PF6)2, leads to higher lipophilicity and higher cellular uptake for the former complexes. Such improved uptake is directly correlated to the cytotoxicity of these compounds in the dark: while [2](PF6)2 and [3](PF6)2 showed low EC50 values in human cancer cells, [1](PF6)2 is not cytotoxic due to poor cellular uptake. While stable in the dark, all complexes substituted the protecting thioether ligand upon light irradiation (520 nm), with the highest photosubstitution quantum yield found for [3](PF6)2 (Φ[3] = 0.070). Compounds [2](PF6)2 and [3](PF6)2 were found both more cytotoxic after light activation than in the dark, with a photo index of 4. Considering the very low singlet oxygen quantum yields of these compounds, and the lack of cytotoxicity of the photoreleased Hmte thioether ligand, it can be concluded that the toxicity observed after light activation is due to the photoreleased aqua complexes [Ru(tpy)(NN)(OH2)]2+, and thus that [2](PF6)2 and [3](PF6)2 are promising PACT candidates. Graphic abstract

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