scholarly journals Photophysical Properties of Protoporphyrin IX, Pyropheophorbide-a, and Photofrin® in Different Conditions

2021 ◽  
Vol 14 (2) ◽  
pp. 138
Author(s):  
Bauyrzhan Myrzakhmetov ◽  
Philippe Arnoux ◽  
Serge Mordon ◽  
Samir Acherar ◽  
Irina Tsoy ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Photophysical Properties ◽  
Protoporphyrin Ix ◽  
Fluorescence Emission ◽  
Solvent Polarity ◽  
Visible Absorption ◽  
Light Dosimetry ◽  
Time Resolved ◽  
Pyropheophorbide A ◽  
Influence Of Solvent

Photodynamic therapy (PDT) is an innovative treatment of malignant or diseased tissues. The effectiveness of PDT depends on light dosimetry, oxygen availability, and properties of the photosensitizer (PS). Depending on the medium, photophysical properties of the PS can change leading to increase or decrease in fluorescence emission and formation of reactive oxygen species (ROS) especially singlet oxygen (1O2). In this study, the influence of solvent polarity, viscosity, concentration, temperature, and pH medium on the photophysical properties of protoporphyrin IX, pyropheophorbide-a, and Photofrin® were investigated by UV-visible absorption, fluorescence emission, singlet oxygen emission, and time-resolved fluorescence spectroscopies.

scholarly journals Photophysical properties and fluorosolvatochromism of D–π–A thiophene based derivatives

RSC Advances ◽  
2020 ◽  
Vol 10 (71) ◽  
pp. 43459-43471
Author(s):  
Hussain A. Z. Sabek ◽  
Ahmed M. M. Alazaly ◽  
Dina Salah ◽  
Hesham S. Abdel-Samad ◽  
Mohamed A. Ismail ◽  
...  
Keyword(s):  
Photophysical Properties ◽  
Fluorescence Emission ◽  
Time Resolved ◽  
Time Resolved Spectroscopy ◽  
Solvation Models

Solvation-dependent photophysical properties of two push–pull thiophene-based compounds with donor–π–acceptor (D–π–A) structures were investigated using absorption, fluorescence emission and time resolved spectroscopy, and supported by different solvation models.

The Photophysical Properties of Pyropheophorbide-a in Different Laser Light and PDT Efficiency for Eca-109 Cell In Vitro

2011 ◽  
Vol 393-395 ◽  
pp. 1029-1032
Author(s):  
Hui Jing Mao ◽  
Zhi Long Chen ◽  
Ying Ye
Keyword(s):  
Singlet Oxygen ◽  
Laser Light ◽  
Photophysical Properties ◽  
Oxygen Probe ◽  
Oxygen Production ◽  
Light Power ◽  
Oxygen Generation ◽  
Pyropheophorbide A ◽  
Single Oxygen

Pyropheophorbid-a (PyroPheo) is one of the well-known photosensitizers which can be useful for future clinical applications. This work is aimed to compare and measure generation rates of single oxygen through activation of pyropheophorbide-a by four different wavelength, and observe the sensitivity of pyropheophorbide-a mediated photodynamic therapy for eca-109 cell. Methods: UV-vis spectrophotometrics was used to measure decrease of singlet oxygen probe 9,10-dimethylanthracene(DPBF) so as to evaluate singlet oxygen production generation. The Eca-109 cells were were exposed to light (650nm) with a constant light power of 200mW/cm2, at a distance of 5cm, for 25 to 200 seconds. The results were measured by MTT assay. Results: pyropheophorbide-a in DMF solution irradiation by different light power can produce singlet oxygen quickly. Comparison of single oxygen generation rate has proved that photodynamic effect at 532nm is fastest, followed by 650nm, 635nm, 690nm which has correlation with absorbance of pyropheophorbide-a. The survival rate of cells dropped after irradiation by light what was significantly different from other groups. Conclusion: pyropheophorbide-a is an excellent photosensitizer and prooxidant. Through activated by different wavelength it could be apply to different disease

scholarly journals Effect of the Substitution Position on the Electronic and Solvatochromic Properties of Isocyanoaminonaphthalene (ICAN) Fluorophores

Molecules ◽  
2019 ◽  
Vol 24 (13) ◽  
pp. 2434 ◽  
Author(s):  
Sándor Lajos Kovács ◽  
Miklós Nagy ◽  
Péter Pál Fehér ◽  
Miklós Zsuga ◽  
Sándor Kéki
Keyword(s):  
Radiative Decay ◽  
Fluorescence Emission ◽  
Solvent Polarity ◽  
Decay Rates ◽  
Quantum Yields ◽  
Time Resolved Fluorescence ◽  
Solvatochromic Shift ◽  
Fluorescence Emission Spectra ◽  
Time Resolved ◽  
Donor And Acceptor

The properties of 1,4-isocyanoaminonaphthalene (1,4-ICAN) and 2,6-isocyanoaminonaphthalene (2,6-ICAN) isomers are discussed in comparison with those of 1,5-isocyanoaminonaphthalene (1,5-ICAN), which exhibits a large positive solvatochromic shift similar to that of Prodan. In these isocyanoaminonaphthalene derivatives, the isocyano and the amine group serve as the donor and acceptor moieties, respectively. It was found that the positions of the donor and the acceptor groups in these naphthalene derivatives greatly influence the Stokes and solvatochromic shifts, which decrease in the following order: 1,5-ICAN > 2,6-ICAN > 1,4-ICAN. According to high-level quantum chemical calculations, this order is well correlated with the charge transfer character of these compounds upon excitation. Furthermore, unlike 1,5-ICAN, the 1,4-ICAN and 2,6-ICAN isomers showed relatively high quantum yields in water, that were determined to be 0.62 and 0.21, respectively. In addition, time-resolved fluorescence experiments revealed that both the radiative and non-radiative decay rates for these three ICAN isomers varied unusually with the solvent polarity parameter ET(30). The explanations of the influence of the solvent polarity on the resulting steady-state and time-resolved fluorescence emission spectra are also discussed.

Synthesis, characterization and photophysical properties of ferrocenyl and mixed sandwich cobaltocenyl ester linked meso-triaryl corrole dyads

2017 ◽  
Vol 21 (10) ◽  
pp. 646-657 ◽  
Author(s):  
B. Shivaprasad Achary ◽  
A. R. Ramya ◽  
Rajiv Trivedi ◽  
P. R. Bangal ◽  
L. Giribabu
Keyword(s):  
Transient Absorption ◽  
Photophysical Properties ◽  
Heavy Atom ◽  
Parent Compound ◽  
Fluorescence Emission ◽  
Soret Band ◽  
Transient Absorption Spectroscopy ◽  
Ferrocene Derivatives ◽  
Time Resolved ◽  
Design And Synthesis

We report here the design and synthesis of corrole-metallocene dyads consisting of a metallocene (either ferrocene (Dyad 1) or mixed sandwich [Formula: see text]-[C[Formula: see text]H[Formula: see text](COOH)]Co([Formula: see text]-C[Formula: see text]Ph[Formula: see text] (Dyad 2)) connected via an ester linkage at meso phenyl position. Both the dyads were characterized by [Formula: see text]H NMR, MALDI-TOF, UV-visible, fluorescence spectroscopies (steady-state, picosecond time-resolved), femtosecond transient absorption spectroscopy (fs-TA) and electrochemical methods. The absorption spectra of these dyads showed slight broadening and splitting of the Soret band that indicates a weak ground state interaction between the corrole macrocycle and metallocene part of the present donor–acceptor (D–A) system. However, in both the dyad systems, fluorescence emission of the corrole was quenched in polar solvents as compared to its parent compound 10-(4-hydroxyphenyl)-5,15-bis-(pentafluorophenyl ) corrole (Ph-Corr). The quenching was more pronounced in ferrocene derivatives than in cobaltocenyl derivatives. Transient absorption studies confirm the absence of photoinduced electron transfer from metallocene to correl for these dyad systems and the quenching of singlet state of corrole is found to enhance intersystem crossing due to heavy atom effect.

scholarly journals Facile Synthesis of Photofunctional Nanolayer Coatings on Titanium Substrates

2016 ◽  
Vol 2016 ◽  
pp. 1-9
Author(s):  
Kyong-Hoon Choi ◽  
Jung-Gil Kim ◽  
Byungman Kang ◽  
Ho-Joong Kim ◽  
Bong Joo Park
Keyword(s):  
Singlet Oxygen ◽  
Photophysical Properties ◽  
Coupling Reaction ◽  
Decomposition Reaction ◽  
Facile Synthesis ◽  
Visible Absorption ◽  
X Ray ◽  
Oxygen Generation ◽  
Good Biocompatibility ◽  
Titanium Substrates

We developed a two-step chemical bonding process using photosensitizer molecules to fabricate photofunctional nanolayer coatings on hematoporphyrin- (HP-) coated Ti substrates. In the first step, 3-aminopropyltriethoxysilane was covalently functionalized onto the surface of the Ti substrates to provide heterogeneous sites for immobilizing the HP molecules. Then, HP molecules with carboxyl groups were chemically attached to the amine-terminated nanolayer coatings via a carbodiimide coupling reaction. The microstructure and elemental and phase composition of the HP-coated Ti substrates were investigated using field-emission scanning electron microscopy and energy-dispersive X-ray spectrometry. The photophysical properties of the photofunctional nanolayer coatings were confirmed using reflectance ultraviolet-visible absorption and emission spectrophotometry. The singlet oxygen generation efficiency of the photofunctional nanolayer coatings was determined using the decomposition reaction of 1,3-diphenylisobenzofuran. The HP-coated Ti substrates exhibited good biocompatibility without any cytotoxicity, and these nanolayer coatings generated singlet oxygen, which can kill microorganisms using only visible light.

Benzimidazole quinoline derivatives — An effective green fluorescent dye for bacterial imaging

2009 ◽  
Vol 87 (12) ◽  
pp. 1692-1703 ◽  
Author(s):  
Mahalingam Malathi ◽  
Palathurai Subramaniam Mohan ◽  
Raymond J. Butcher ◽  
Chidambaram Kulandaisamy Venil
Keyword(s):  
Solvent Polarity ◽  
Quinoline Derivatives ◽  
One Pot ◽  
Time Resolved ◽  
Mass Spectral ◽  
Gram Staining ◽  
Dta Analysis ◽  
Green Fluorescent ◽  
Yield Formula ◽  
Influence Of Solvent

A one-pot synthesis of benzimidazoles by condensing naphthyl or quinoline aldehyde with benzene-1,2-diamine has been reported. IR, 1H and 13C NMR, mass spectral, and CHN analyses were used to elucidate the structures of the products. The molecular structural correlation in the optical properties of the quinoline and naphthalene benzimidazoles was explored. The fluorescence quantum yield ([Formula: see text]) and time-resolved fluorescent lifetime of the quinoline benzimidazoles derivatives were estimated. The influence of solvent polarity and pH on the optical property of quinoline derivatives was illustrated. To explore the bioanalytical applicability, the thermal stability by TG–DTA analysis and the cytogenetic analysis of 3-(1H-benzoimidazol-2-yl)-2-chloro-8-methyl-quinoline (1b) compound were carried out. The fluorescent staining ability of 1b was analyzed and also compared with the normal Gram staining in the bacterium.

Synthesis, Photophysical Properties and Photoinduced Intermolecular Electron Transfer of a Novel Aryl Benzyl Ester Dendritic Axially Substituted Silicon (IV) Phthalocyanine

2014 ◽  
Vol 998-999 ◽  
pp. 99-102 ◽  
Author(s):  
Xiu Qin Chen ◽  
Dong Dong Ma ◽  
Su Juan Pan ◽  
Yu Hua Wang ◽  
Kui Zhi Chen ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Photophysical Properties ◽  
Dendritic Structure ◽  
Fluorescence Emission ◽  
Benzyl Ester ◽  
Intermolecular Electron Transfer ◽  
Time Resolved ◽  
H Nmr ◽  
Methoxycarbonyl Group ◽  
Photoinduced Intermolecular Electron Transfer

An aryl benzyl ester dendritic axially substituted silicon (IV) phthalocyanine, a di-{3,5-di-(4-methoxycarbonyl group benzyloxy) benzyloxy) benzyloxy} axially substituted silicon (IV) phthalocyanine (DSiPc) was synthesized. Its structure was characterized by elemental analysis, 1H NMR, IR and ESI-MS. The photophysical property of DSiPc was studied by steady and time-resolved spectroscopic methods. The steric hindrance of dendritic structure can reduced the aggregation efficiently. The photoinduced intermolecular electron transfer between this novel macromolecule and benzoquinone was studied. The results showed that the fluorescence emission of this dendritic phthalocyanine could be quenched by BQ. Therefore, this novel dendritic phthalocyanine was an effective new electron donor and transmission complex could be used as a potential artificial photosynthesis system.

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.

Host-guest complexes of anionic porphyrin sensitizers with cyclodextrins

2002 ◽  
Vol 06 (08) ◽  
pp. 514-526 ◽  
Author(s):  
Jiří Mosinger ◽  
Viktor Kliment ◽  
Jan Sejbal ◽  
Pavel Kubát ◽  
Kamil Lang
Keyword(s):  
Singlet Oxygen ◽  
Specific Binding ◽  
Photophysical Properties ◽  
Bathochromic Shift ◽  
Fluorescence Emission ◽  
Binding Constants ◽  
Quantum Yields ◽  
Hydroxyl Groups ◽  
Triplet States ◽  
Binding Modes

The photodynamic sensitizers zinc(II)- and palladium(II)-5,10,15,20-tetrakis(4-sulfonatophenyl)porphyrins and 5,10,15,20-tetrakis(4-carboxyphenyl)porphyrin form 1:1 and/or 1:2 supramolecular complexes with native cyclodextrins (CD) and 2-hydroxypropyl cyclodextrins (hpCD) in aqueous neutral solutions. The formation of these assemblies causes a bathochromic shift of the porphyrin Soret band in the UV-vis spectra and a red shift of the fluorescence emission bands. The binding constants span over three orders of magnitude, from 8.1 × 102 M −1 to 5.4 × 105 M −1 (or 1.1 × 106 M −2) depending on the size of the CD cavity and on the functionalization by adding 2-hydroxypropyl groups. The highest binding constants were obtained for hpβCD and hpγCD. The Nuclear Overhauser spectroscopy signals (ROESY) revealed three binding modes: i) inclusion of the porphyrin 4-sulfonatophenyl or 4-carboxyphenyl groups via the secondary face of βCD and hpβCD with sulfonic or carboxylic groups oriented towards the primary hydroxyl groups. ii) inclusion of the porphyrin groups via the primary face of γCD and hpγCD. iii) non-specific binding of the porphyrin monomers or aggregates on the cyclodextrin exterior. The inclusion host-guest complexation via i) or ii) does not influence the inherent photophysical properties of the monomeric porphyrins such as the quantum yields of fluorescence, the triplet states, and the singlet oxygen formation. Due to the deaggregation effect of cyclodextrins, the inclusion complexes remain efficient supramolecular sensitizers of singlet oxygen even under conditions of extensive aggregation in aqueous solutions.

Sign in / Sign up

Export Citation Format

Share Document