Photophysical properties and photodynamic activity of nanostructured aluminum phthalocyanines

Udartseva, Olga; Лобанов, А. В.; Andreeva, E. R.; Dmitrieva, G. S.; Melnikov, M.Y.; Буравкова, Л. Б.

doi:10.1134/s0006350914060244

Cited by 5 publications

(4 citation statements)

References 25 publications

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“…J-aggregates are rather rarely formed by phthalocyanines and are characterized by redshifted Q-absorption bands and–as opposed to H-aggregates–by intense fluorescence. , Since the total intensity of the fluorescence emission band is still rather low, there is most likely a mixture of mainly H-aggregates (non-emissive), small fractions of monomers (700 nm), and J-aggregates (722 nm) present in Pc1-PVP . Similarly, the presence of mixed monomers/dimers as well as mixed J- and H-type aggregates was suggested for zinc and aluminum phthalocyanines, respectively, when associated with PVP based on their absorption spectra. , …”

Section: Resultsmentioning

confidence: 99%

Comparing PVP and Polymeric Micellar Formulations of a PEGylated Photosensitizing Phthalocyanine by NMR and Optical Techniques

et al. 2023

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Phthalocyanines are ideal candidates as photosensitizers for photodynamic therapy (PDT) of cancer due to their favorable chemical and photophysical properties. However, their tendency to form aggregates in water reduces PDT efficacy and poses challenges in obtaining efficient forms of phthalocyanines for therapeutic applications. In the current work, polyvinylpyrrolidone (PVP) and micellar formulations were compared for encapsulating and monomerizing a water-soluble zinc phthalocyanine bearing four non-peripheral triethylene glycol chains (Pc1). 1H NMR spectroscopy combined with UV–vis absorption and fluorescence spectroscopy revealed that Pc1 exists as a mixture of regioisomers in monomeric form in dimethyl sulfoxide but forms dimers in an aqueous buffer. PVP, polyethylene glycol castor oil (Kolliphor RH40), and three different triblock copolymers with varying proportions of polyethylene and polypropylene glycol units (termed P188, P84, and F127) were tested as micellar carriers for Pc1. 1H NMR chemical shift analysis, diffusion-ordered spectroscopy, and 2D nuclear Overhauser enhancement spectroscopy was applied to monitor the encapsulation and localization of Pc1 at the polymer interface. Kolliphor RH40 and F127 micelles exhibited the highest affinity for encapsulating Pc1 in the micellar core and resulted in intense Pc1 fluorescence emission as well as efficient singlet oxygen formation along with PVP. Among the triblock copolymers, efficiency in binding and dimer dissolution decreased in the order F127 > P84 > P188. PVP was a strong binder for Pc1. However, Pc1 molecules are rather surface-attached and exist as monomer and dimer mixtures. The results demonstrate that NMR combined with optical spectroscopy offer powerful tools to assess parameters like drug binding, localization sites, and dynamic properties that play key roles in achieving high host–guest compatibility. With the corresponding adjustments, polymeric micelles can offer simple and easily accessible drug delivery systems optimizing phthalocyanines’ properties as efficient photosensitizers.

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Section: Resultsmentioning

confidence: 99%

Comparing PVP and Polymeric Micellar Formulations of a PEGylated Photosensitizing Phthalocyanine by NMR and Optical Techniques

et al. 2023

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“…Accumulation and photodynamic activity of AlClPc supported on silica nanoparticles were studied in the mesenchymal stromal cells by the method described elsewhere. [18] Results and Discussion Figure 3 shows the electronic absorption spectra of AlClPc in DMF and silica aqueous solution. The absorption spectra of Pc in aqueous silica solutions are significantly broadened with respect to the relevant bands in DMF.…”

Section: Methodsmentioning

confidence: 99%

“…A similar regularity was found in solutions and attributed the appearance of charge transfer processes in the singlet electronic excited states of phthalocyanine J-aggregates, competing with intersystem crossing. [27] Singlet oxygen quantum yield was determined for monomer and J-aggregate of AlClPc (1·10 Experiments with mesenchymal stromal cells [18] have shown that the immobilization of AlClPc on silica nanoparticles leads to increase of AlClPc accumulation in the cells by 8 times. Thus a risk of toxic effects was reduced.…”

Section: Methodsmentioning

confidence: 99%

Aluminum Phthalocyanine on Silica Nanoparticles: Aggregation and Excited States

Лобанов¹,

Sultimova²,

Levin³

et al. 2015

MHC

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“…Calculation of photophysical parameters was performed by known formulas. [18] The binding constants of PS-1 and PS-2 with NP were determined by spectrophotometric titration using Scatchard equation. [19] Oxime N-hydroxybacteriopurpurinimide (2).…”

Section: Methodsmentioning

confidence: 99%

Photosensitizers Based on Bacteriopurpurinimide Derivatives and Silica Nanoparticles: Synthesis and Photophysical Properties

Grin¹,

Pantiushenko²,

Лобанов³

et al. 2017

MHC

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We report the synthesis and optical characterization of photosensitizers related to bacteriopurpurin-N-propoximideФотосенсибилизаторы на основе производных бактериопурпуринимида и наночастиц кремнезема: синтез и фотофизические свойства Ключевые слова: Производные бактериопурпуринимида, фотосенсибилизаторы, наночастицы кремнезема.

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Photophysical properties and photodynamic activity of nanostructured aluminum phthalocyanines

Cited by 5 publications

References 25 publications

Comparing PVP and Polymeric Micellar Formulations of a PEGylated Photosensitizing Phthalocyanine by NMR and Optical Techniques

Comparing PVP and Polymeric Micellar Formulations of a PEGylated Photosensitizing Phthalocyanine by NMR and Optical Techniques

Aluminum Phthalocyanine on Silica Nanoparticles: Aggregation and Excited States

Photosensitizers Based on Bacteriopurpurinimide Derivatives and Silica Nanoparticles: Synthesis and Photophysical Properties

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