Polymer bound pyrrole compounds, IX. Photophysical and singlet molecular oxygen photosensitizing properties of mesoporphyrin IX covalently bound to a low molecular weight polyethylene glycol

Abós, Pilar; Artigas, Carme; Bertolotti, Sonia G.; Braslavsky, Silvia E.; Fors, Pere; Lang, Kamil; Nonell, Santi; Rodríguez, Francisco; Sese, Maria L.; Trull, Francesc R.

doi:10.1016/s1011-1344(97)00080-8

Cited by 13 publications

(3 citation statements)

References 49 publications

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“…Also the intercept is negative for both PS, which suggests a curve with upwarddeviation from linearity. Indeed, a much better fit can be obtained by using the monomer-dimer equilibrium model on, [28] equati indicating that the dimer absorbs more than two monomers. Data reduction yields the absorption coefficients for the monomer and the dimer, and the equilibrium constant for dimerization (K) (Table 2).…”

Section: Photophysical Characterizationmentioning

confidence: 99%

Fluorine-substituted tetracationic ABAB-phthalocyanines for efficient photodynamic inactivation of Gram-positive and Gram-negative bacteria

Revuelta‐Maza

González-Jiménez

Hally

et al. 2020

European Journal of Medicinal Chemistry

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Section: Photophysical Characterizationmentioning

confidence: 99%

Fluorine-substituted tetracationic ABAB-phthalocyanines for efficient photodynamic inactivation of Gram-positive and Gram-negative bacteria

Revuelta‐Maza

González-Jiménez

Hally

et al. 2020

European Journal of Medicinal Chemistry

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“…porphyrins [41,42], phthalocyanines [43,44], porphyrazines [45], subphthalocyanines [46], subnaphthalocyanines [47,48], chlorins [49] is promoted to its excited singlet state ( 1 Sens*) by absorption of light energy. It then either undergoes intersystem crossing to the longer-lived triplet state ( 3 Sens*) or returns to the ground state, often emitting fluorescence light.…”

Section: Characterization Of Photosensitizersmentioning

confidence: 99%

Preclinical photodynamic therapy in Spain 1: Chemical and photophysical studies on porphycenes and other photosensitizers

Sánchez‐García

Borrell

Batllori

et al. 2009

J. Porphyrins Phthalocyanines

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Photosensitizers approved for clinical useTo date only five drugs have been approved for PDT: porfimer sodium, 5-aminolevulinic acid (ALA) and its methyl ester, temoporfin, and verteporfin (Chart 1).ABSTRACT: Photodynamic therapy (PDT) is a rapidly expanding alternative to the treatment of solid tumors and other highly-proliferative diseases due to its many attractive features: high selectivity, repeatability, and lack of serious adverse effects. The five drugs approved for use in PDT to date suffer from different problems that limit their efficacy and safety. Current understanding of cell death mechanisms offers an opportunity for the development of new, more efficient and safer drugs. This highlight describes the efforts of our research group in the PDT field: chemical development of porphycenes as PDT photosensitizers, photophysical screening of new families of potential PDT agents, and development of spectroscopic techniques for directly monitoring singlet oxygen and thus better understand the production, diffusion, and reactivity of this primary cytotoxic species in cells.

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“…[1][2][3][4][5] Hence, immobilization of porphyrins or metalloporphyrins on polymers has been researched intensively. [6][7][8][9][10] Among the various immobilization methods to bind or anchor porphyrin compounds covalently on polymers, use of soluble polymers (such as PEG and PAA [11][12][13] or insoluble resins (such as Merrifield and Argogel resins 14,15 ) is a preferable strategy. The strategy to covalently anchor porphyrins on polymers seems to have the following advantages: (1) drawbacks such as the instability and difficulty of recovery of porphyrins can be overcome because the fixation of porphyrin molecules is very important, especially for their application as catalysts; 16,17 (2) a macromolecular microenvironment around porphyrin molecules can be created, which is beneficial to exerting well the characteristics of porphyrin compounds; 7,9,18 (3) the polymeric materials chemically bound to porphyrin have processing properties such as filming and balling, [19][20][21][22] which are convenient for the application of porphyrin compounds used for example as electrodes, sensors, heterogeneous catalysts, and so on; (4) it can be realized that polymeric materials are functionalized with porphyrins, and a new class of functional polymeric materials can be obtained.…”

Section: Introductionmentioning

confidence: 99%

Preparation of two kinds of porphyrin‐functionalized polymeric materials based on poly(glyceryl methacrylate)

Gao

Zhang

Wang

et al. 2008

Polymers for Advanced Techs

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Poly(glyceryl methacrylate) (PGMA) was reacted with meso-tetra(4-hydroxylphenyl)porphyrin (THPP) in a homogeneous system via the ring opening reaction between epoxy and hydroxyl groups, which exist on the side chain of PGMA and the outside ring of THPP, respectively. Porphyrinfunctionalized PGMA with line-type (denoted as HPP-PGMA), on whose side chains hydroxylphenyl porphyrin (HPP) was bonded, was obtained. Grafting particles PGMA/SiO 2 were also reacted with THPP, and the porphyrin-immobilized particles (denoted as HPP-PGMA/SiO 2 ), on which HPP was supported, were produced. The above two target products were characterized using spectroscopy methods, such as infrared (IR), nuclear magnetic resonance ( 1 H-NMR), electronic absorption, and fluorescence emission. The effects of various factors on the bonding and immobilization reactions of HPP were studied in detail. The experimental results show that the soluble HPP-PGMA has all the spectral characteristics of porphyrins and the absorption or emission intensity is increased with the increase in the bonding degree of HPP. In the preparation process of HPP-PGMA, in order to avoid the occurrence of the crosslinking reaction and to obtain HPP-PGMA with complete line-type, the catalyst should be selected and the reaction time should be controlled. NaHCO 3 is an appropriate catalyst. In the immobilization process of HPP on the grafting particle PGMA/SiO 2 , the greater the used amount of the catalyst triethylamine (TEA), the more rapid is the rate of ring opening reaction, resulting in higher immobilization amount of HPP. Besides, the immobilization amount of HPP is increased with the enhancement of the reaction temperature.

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Polymer bound pyrrole compounds, IX. Photophysical and singlet molecular oxygen photosensitizing properties of mesoporphyrin IX covalently bound to a low molecular weight polyethylene glycol

Cited by 13 publications

References 49 publications

Fluorine-substituted tetracationic ABAB-phthalocyanines for efficient photodynamic inactivation of Gram-positive and Gram-negative bacteria

Fluorine-substituted tetracationic ABAB-phthalocyanines for efficient photodynamic inactivation of Gram-positive and Gram-negative bacteria

Preclinical photodynamic therapy in Spain 1: Chemical and photophysical studies on porphycenes and other photosensitizers

Preparation of two kinds of porphyrin‐functionalized polymeric materials based on poly(glyceryl methacrylate)

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