Evaluation of Phototoxicity and cytotoxicity for chlorin e6 ester derivatives and their liposomal forms

Zorina, Tatyana E.; Yankovsky, Igor; Кравченко, И. Е.; Шман, Т. В.; Belevtsev, Mikhail; Zorin, Vladimir

doi:10.1134/s0006350915050267

Cited by 6 publications

(6 citation statements)

References 9 publications

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“…The incorporation of DChl e 6 in liposomes preserves the monomeric state of the PSs in an aqueous medium. The fluorescence quantum yield and fluorescence lifetime for DChl e 6 encapsulated in lipid vesicles were close to the maximum value, which is characteristic of pigment solutions in organic solvents [12]. Thus, the fluorescence quantum yield was 16.9 and 17.1% for liposomal forms of DME and TME; the fluorescence lifetime was 5.12 and 5.22 ns, respectively.…”

Section: Resultsmentioning

confidence: 54%

“…The photophysical and spectral-fluorescent characteristics of chlorins. It has been shown that Chl e 6 and its monomeric esterified derivatives in solutions of organic solvents are similar in their spectral and fluorescent characteristics [12]. Major band positions of the studied monomeric chlorins differed by 1-2 nm in absorption and fluorescence spectra.…”

Section: Resultsmentioning

confidence: 97%

“…The fluorescence lifetimes (τ) for Chl e 6 and its derivatives DME and TME in acetone were 5.32, 5.21, and 5.23 ns, respectively. Upon transfer into phosphate-salt buffer, the value of τ was 4.53 ns for Chl e 6 , 2.4 ns, for DME, and the τ value was not determined for TME [12][13][14].…”

Section: Resultsmentioning

confidence: 99%

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Intracellular Localization and Phototoxicity Mechanisms of Chlorin e6 Derivatives and their Liposomal Formulations

et al. 2019

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Confocal microscopy and colocalization analysis using Pearson correlation coefficients were used to show that esterified chlorin e 6 derivatives and their liposomal forms are mainly localized in the endoplasmic reticulum, Golgi complexes, cell mitochondria, and levels of their localization in lysosomes are low. Cellular uptake and accumulation kinetics of chlorin e 6 derivatives were strongly depended on the type of pharmacological formulation used for photosesitizers administration, while intracellular localization was independent on the formulation. Differences in the photodynamic activity and sensitization mechanisms for chlorin e 6 derivatives and their liposomal forms were shown when compared to those of chlorin e 6 photosensitizers in K562 cells. It is assumed that the observed differences in the mechanisms of cellular damage are to a greater extent due to specific photosensitizer localization.

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Section: Resultsmentioning

confidence: 54%

Section: Resultsmentioning

confidence: 97%

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Intracellular Localization and Phototoxicity Mechanisms of Chlorin e6 Derivatives and their Liposomal Formulations

et al. 2019

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“…This effect may increase photocytotoxicity of the Ce6–PC. Such an effect of increasing the photocytotoxicity of liposomal forms of Ce6 derivatives has been described .…”

Section: Resultsmentioning

confidence: 99%

Comparison of a new nanoform of the photosensitizer chlorin e6, based on plant phospholipids, with its free form

et al. 2018

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Photodynamic therapy is an advanced method of treating cancer and various benign diseases, including infections. It uses light‐activated molecules [photosensitizers (PSs)] to generate reactive oxygen species ( ROS ) when irradiated with light of a specific wavelength. This study examined the photophysical and photosensitizing activity of the PS chlorin e6 incorporated in a delivery system based on plant phospholipids. This new nanoform of chlorin e6 comprised particles with a diameter of 18.4 ± 2.5 nm and zeta potential of −34.6 ± 3.0 mV. Incorporation of chlorin e6 in phospholipid nanoparticles was observed to cause a bathochromic shift of Q‐band absorption maximum by 14 nm without an absorption change in the range of the Soret band. Fluorescence intensity of chlorin e6 embedded in the phospholipid nanoparticles increased 1.7‐fold. Chlorin e6 in phospholipid nanoparticles, when irradiated, was able to generate ROS as shown by oxidation of polyunsaturated fatty acids of the phospholipid matrix of the delivery system and reduced l ‐glutathione. In vivo it was demonstrated that the new nanoform of chlorin e6 provides more accumulation of PSs in tumor tissue than its free form. Moreover, its accumulation in the skin was lower and its elimination from the skin almost five times faster than when administered in free form. The observed differences of this new nanoform of chlorin e6 should lead to enhancement of antitumor efficacy and a decrease in phototoxicity.

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“…It should be noted that chlorin molecules also tend to form aggregates in water solutions that leads to considerable decrease in photodynamic activity [5,7]. Besides, the aggregation processes of the porphyrine pigments take place in polar solvents because of hydrophobic and π-π interactions of tetrapyrrol structures [8]. To avoid these it's reasonable to develop and study the new effective systems with the optimum photophysical and pharmacological properties.…”

Section: Introductionmentioning

confidence: 99%

Photosensitizing properties of supramolecular systems based on chlorin e6

Клименко

Лобанов

2016

JBPE

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Abstract. The novel supramolecular systems based on chlorine e6 (Ce6) are presented, and their optical absorption and fluorescence have been investigated. The influence of different excipients as poly-N-vinylpyrrolidone (PVP), polyethyleneglycol (PEG), bovine serum albumin (BSA), chitosan, Triton X-100 (TX-100) on spectral characteristics of these systems has been studied. The obtained spectral-fluorescence characteristics of Ce6-PVP, Ce6-PEG, Ce6-BSA, Ce6-TX-100 indicate disaggregation of chlorine e6 molecules and their consecutive interaction with excipients in solutions and formation of molecular associates and molecular complexes. The system Ce6-chitosan is characterized by aggregation of pigments in solution that reduces photochemical activity of a photosensitizer. The fluorescence quantum yield k of mentioned above supramolecular systems has been calculated. The results can be useful during the new method of controlled aggregation of photosensitizers as a part of supramolecular complexes development as well as for the purposes of new medicines of predictable photodynamic activity creation.

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Evaluation of Phototoxicity and cytotoxicity for chlorin e6 ester derivatives and their liposomal forms

Cited by 6 publications

References 9 publications

Intracellular Localization and Phototoxicity Mechanisms of Chlorin e6 Derivatives and their Liposomal Formulations

Intracellular Localization and Phototoxicity Mechanisms of Chlorin e6 Derivatives and their Liposomal Formulations

Comparison of a new nanoform of the photosensitizer chlorin e6, based on plant phospholipids, with its free form

Photosensitizing properties of supramolecular systems based on chlorin e6

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