New amphiphilic terpolymers of N-vinylpyrrolidone with poly(ethylene glycol) methyl ether methacrylate and triethylene glycol dimethacrylate as carriers of the hydrophobic fluorescent dye

Kurmaz, S. V.; Фадеева, Н. В.; Komendant, Adelina V.; Ignatiev, Vladislav M.; Emel’yanova, N. S.; Шилов, Г. В.; Stupina, Tatyana S.; Filatova, N. V.; Lapshina, M. A.; Terentyev, A. A.

doi:10.1007/s00289-021-03936-y

Cited by 5 publications

(4 citation statements)

References 41 publications

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“…The copolymers of different monomer compositions, such as VP-TEGDM copolymer (CPL1), VP-PEGMEM-TEGDM copolymer (CPL5), and VP-CHM-TEGDM (CPL12) were obtained by radical copolymerization in toluene at monomer molar ratio of 100:5 and 98:2:5, respectively, without any chain growth regulators. The VP-PEGMEM-TEGDM copolymer (CPL3) was synthesized from the 95:5:5:5 monomer mixture in toluene in the presence of 1-decanethiol (DT) as a chain transfer agent [ 19 ]. The copolymers were isolated from the reaction mixture by precipitation with a 10-fold excess of hexane.…”

Section: Methodsmentioning

confidence: 99%

“…The copolymers were isolated from the reaction mixture by precipitation with a 10-fold excess of hexane. The obtained copolymers were described in detail elsewhere [ 17 , 18 , 19 , 29 , 30 ].…”

Section: Methodsmentioning

confidence: 99%

“…Here, we propose the N -vinylpyrrolidone (VP) copolymer and terpolymers branched with triethylene glycol dimethacrylate (TEGDM) as the carrier of hydrophobic PS for PDT. We have previously demonstrated that branched VP copolymers of different compositions, molecular weight, and topology do not significantly affect the viability of Vero cells and tumor cells A-172 and Hela, and such polymers are biocompatible [ 17 , 18 , 19 , 20 ]. Furthermore, the organic complex of platinum(IV) [ 18 ] and anticancer drug doxorubicin [ 21 ] encapsulated in these copolymers have less cytotoxicity than the free ones.…”

Section: Introductionmentioning

confidence: 99%

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Nanoparticles of N-Vinylpyrrolidone Amphiphilic Copolymers and Pheophorbide a as Promising Photosensitizers for Photodynamic Therapy: Design, Properties and In Vitro Phototoxic Activity

et al. 2023

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A series of nanoparticles (NPs) with a hydrodynamic radius from 20 to 100 nm in PBS was developed over the solubilization of hydrophobic dye methyl pheophorbide a (chlorin e6 derivative) by amphiphilic copolymers of N-vinylpyrrolidone with (di)methacrylates. Photophysical properties and biological activity of the NPs aqueous solution were studied. It was found that the dye encapsulated in the copolymers is in an aggregated state. However, its aggregation degree decreases sharply, and singlet oxygen quantum yield and the fluorescence signal increase upon the interaction of these NPs with model biological membranes—liposomes or components of a tissue homogenate. The phototoxic effect of NPs in HeLa cells exceeds by 1.5–2 times that of the reference dye chlorin e6 trisodium salt—one of the most effective photosensitizers used in clinical practice. It could be explained by the effective release of the hydrophobic photosensitizer from the NPs into biological structures. The demonstrated approach can be used not only for the encapsulation of hydrophobic photosensitizers for PDT but also for other drugs, and N-vinylpyrrolidone amphiphilic copolymers show promising potential as a modern platform for the design of targeted delivery vehicles.

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Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Nanoparticles of N-Vinylpyrrolidone Amphiphilic Copolymers and Pheophorbide a as Promising Photosensitizers for Photodynamic Therapy: Design, Properties and In Vitro Phototoxic Activity

et al. 2023

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“…Our studies have shown that amphiphilic copolymers based on N -vinylpyrrolidone (VP) with branches in polymer chains proved to be promising as platforms for lipophilic compounds (zinc tetraphenylporphyrinate, iron nitrosyl complexes, fullerenes, methyl pheophorbide a, etc.) [ 39 , 40 , 41 , 42 , 43 ] with low cytotoxicity and ability to penetrate cells in vitro to deliver the active agent [ 39 , 44 ].…”

Section: Introductionmentioning

confidence: 99%

Design and Investigation of New Water-Soluble Forms of α-Tocopherol with Antioxidant and Antiglycation Activity Using Amphiphilic Copolymers of N-Vinylpyrrolidone

et al. 2023

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Water-soluble forms of α-tocopherol (TP) as an effective antioxidant were obtained by encapsulating it into nanoparticles (NPs) of amphiphilic copolymers of N-vinylpyrrolidone with triethylene glycol dimethacrylate (CPL1-TP) and N-vinylpyrrolidone with hexyl methacrylate and triethylene glycol dimethacrylate (CPL2-TP) synthesized by radical copolymerization in toluene. The hydrodynamic radii of NPs loaded with TP (3.7 wt% per copolymers) were typically ca. 50 or 80 nm depending on copolymer composition, media, and temperature. Characterization of NPs was accomplished by transmission electron microscopy (TEM), IR-, and 1H NMR spectroscopy. Quantum chemical modeling showed that TP molecules are capable to form hydrogen bonds with donor groups of the copolymer units. High antioxidant activity of both obtained forms of TP has been found by the thiobarbituric acid reactive species and chemiluminescence assays. CPL1-TP and CPL2-TP effectively inhibited the process of spontaneous lipid peroxidation as well as α-tocopherol itself. The IC50 values of luminol chemiluminescence inhibition were determined. Antiglycation activity against vesperlysine and pentosidine-like AGEs of TP water-soluble forms was shown. The developed NPs of TP are promising as materials with antioxidant and antiglycation activity and can be used in various biomedical applications.

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Nanoscale systems folic acid—amphiphilic copolymer of N-vinylpyrrolidone with methacrylic acid, branched with triethylene glycol dimethacrylate

et al. 2023

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New amphiphilic terpolymers of N-vinylpyrrolidone with poly(ethylene glycol) methyl ether methacrylate and triethylene glycol dimethacrylate as carriers of the hydrophobic fluorescent dye

Cited by 5 publications

References 41 publications

Nanoparticles of N-Vinylpyrrolidone Amphiphilic Copolymers and Pheophorbide a as Promising Photosensitizers for Photodynamic Therapy: Design, Properties and In Vitro Phototoxic Activity

Nanoparticles of N-Vinylpyrrolidone Amphiphilic Copolymers and Pheophorbide a as Promising Photosensitizers for Photodynamic Therapy: Design, Properties and In Vitro Phototoxic Activity

Design and Investigation of New Water-Soluble Forms of α-Tocopherol with Antioxidant and Antiglycation Activity Using Amphiphilic Copolymers of N-Vinylpyrrolidone

Nanoscale systems folic acid—amphiphilic copolymer of N-vinylpyrrolidone with methacrylic acid, branched with triethylene glycol dimethacrylate

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