Glycosylated derivatives of tetraphenyl porphyrin: photophysical characterization, self-aggregation and membrane binding

Csı́k, Gabriella; Balog, Erika; Voszka, István; Tölgyesi, F.; Oulmi, Dalila; Maillard, Ph.; Momenteau, M.

doi:10.1016/s1011-1344(98)00147-x

Cited by 49 publications

(29 citation statements)

References 24 publications

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“…They were stored in the dark at 4°C in powder form or as a stock solution in spectroscopic grade ethanol (Aldrich). Concentrations were determined by absorption spectroscopy after dilution in methanol using the following extinction coefficients: ZnPcTS ε 668nm =1.8×10 5 M -1 cm -1 [21] TP(4-OgluOH) 4 P ε 415nm =4.07×10 5 M -1 cm -1 , TP(4-OgluOH) 3 P ε 416nm =5.6×10 5 M -1 cm -1 [22]. Ground-state absorption spectra were recorded on a Perkin-Elmer λ15 UV/VIS spectrophotometer.…”

Section: Chemicalsmentioning

confidence: 99%

Photobiological activity of exogenous and endogenous porphyrin derivatives in Escherichia coli and Enterococcus hirae cells

Gábor

Szocs

Maillard

et al. 2001

Radiation and Environmental Biophysics

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Photodynamic treatment, the combined application of a photosensitiser and visible light, represents a new and promising approach for the inactivation of microorganisms. The photosensitising potentials of exogenous zinc-phthalocyanine-tetrasulphonate (ZnPsTS), tetraphenylporphyrins (TPPs) and endogenous porphyrin derivatives were tested and compared on Gram-negative and Gram-positive bacteria, Escherichia coli B. and Enterococcus hirae, respectively. The synthesis of endogenous porphyrins was induced by 5-aminolevulinic acid (delta-ALA). The porphyrin- or delta-ALA-treated cells were irradiated with white light. The photosensitising efficiency of endogenous derivatives on both types of bacteria is ZnPcTS < TP(4-OGluOH)3P < TP(4-OGluOH)4P. However, neither exogenous derivatives exhibit appreciable photosensitising activity for disinfection application. ALA-induced photodynamic treatment showed good potential for the inactivation of Escherichia coli cells, but not towards Enterococcus hirae cells. The failure of photosensitisation of the Enterococcus hirae strain selected indicates that apart from the Gram-positive character, other structural elements of the membrane can influence the result of photodynamic treatments.

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Section: Chemicalsmentioning

confidence: 99%

Photobiological activity of exogenous and endogenous porphyrin derivatives in Escherichia coli and Enterococcus hirae cells

Gábor

Szocs

Maillard

et al. 2001

Radiation and Environmental Biophysics

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“…m-THPP is totally insoluble in hexane and only slightly soluble in toluene; as a consequence molar absorptivity cannot be calculated in the latter solvent ( Table 1). The halfheight width (o 1/2 ) is small and almost independent of the nature of the organic solvent, suggesting that the dye is present in its monomer form [13]. The maximum of the Soret band presents a pronounced red shift in DMSO with respect to the other solvents.…”

Section: Resultsmentioning

confidence: 98%

Investigating the possible use of a tetra (hydroxyphenyl) porphyrin as a fluorescence probe for the supramolecular detection of phospholipids

Ibrahim¹,

Kasselouri²,

Raynal³

et al. 2011

Journal of Luminescence

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“…Even more importantly for drug delivery with liposomes an amphiphilic character was found to be beneficial. Thus, the A 3 B systems are clearly superior for incorporation into liposomes [341] . Clearly, both photophysics, uptake and photobiological studies must go hand in hand.…”

Section: Glycoporphyrins In Pdtmentioning

confidence: 92%

Chemical Synthesis and Medicinal Applications of Glycoporphyrins

Moylan¹,

Scanlan²,

Senge

2015

CMC

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Abstract:This review presents an in-depth overview of the modification of porphyrins with bioconjugates and their applications in medicine today. Porphyrin bioconjugates ranging from nucleotides to steroids are under active scrutiny. However, carbohydrates have been at the forefront of such research in recent years and offer significant potential. This is attributed to their own selectivity to lectins on the surface of cancer cells and their influence on the amphiphilicity of the porphyrin macrocycle. These characteristics and the tendency of porphyrin photosensitizers to accumulate in tumor tissues make glycoporphyrins promising candidates for use as photosensitizers. Thus, a detailed overview of the synthesis and biological evaluation of glycoporphyrins is given with a particular focus on their applications in photodynamic therapy and their future prospects as drug candidates have been reported.

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Glycosylated derivatives of tetraphenyl porphyrin: photophysical characterization, self-aggregation and membrane binding

Cited by 49 publications

References 24 publications

Photobiological activity of exogenous and endogenous porphyrin derivatives in Escherichia coli and Enterococcus hirae cells

Photobiological activity of exogenous and endogenous porphyrin derivatives in Escherichia coli and Enterococcus hirae cells

Investigating the possible use of a tetra (hydroxyphenyl) porphyrin as a fluorescence probe for the supramolecular detection of phospholipids

Chemical Synthesis and Medicinal Applications of Glycoporphyrins

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