Amphiphilic poly-n-vinyl-2-pyrrolidone: Synthesis, properties, nanoparticles

Kulikov, Pavel P.; Kuskov, Andrey; Goryachaya, A. V.; Luss, Anna L.; Shtilman, Mikhail I.

doi:10.1134/s199542121703008x

Cited by 14 publications

(16 citation statements)

References 23 publications

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“…Poly(N-vinyl-2-pyrrolidone) (PVP) has also been used to create polymeric micelles and potentially has the ability to cross membranes via biologically independent mechanisms, based on size [1,9,14]. It can be further modified with acrylic acid allowing a broad range of further modifications [15]. A relatively new class of polymer being used as DDS is poly(2-oxazoline) (POz).…”

Section: Introductionmentioning

confidence: 99%

Drug Delivery with Polymeric Nanocarriers—Cellular Uptake Mechanisms

Nelemans

Gurevich

2020

Materials

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Nanocarrier-based systems hold a promise to become “Dr. Ehrlich’s Magic Bullet” capable of delivering drugs, proteins and genetic materials intact to a specific location in an organism down to subcellular level. The key question, however, how a nanocarrier is internalized by cells and how its intracellular trafficking and the fate in the cell can be controlled remains yet to be answered. In this review we survey drug delivery systems based on various polymeric nanocarriers, their uptake mechanisms, as well as the experimental techniques and common pathway inhibitors applied for internalization studies. While energy-dependent endocytosis is observed as the main uptake pathway, the integrity of a drug-loaded nanocarrier upon its internalization appears to be a seldomly addressed problem that can drastically affect the uptake kinetics and toxicity of the system in vitro and in vivo.

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Section: Introductionmentioning

confidence: 99%

Drug Delivery with Polymeric Nanocarriers—Cellular Uptake Mechanisms

Nelemans

Gurevich

2020

Materials

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“…Schemes of the synthesis of compounds for the preparation of the Amph-PVP nanoparticles are shown in Figure 1 . The amphiphilic N -vinylpyrrolidone polymers were synthesized by the originally developed one-step method reported by us earlier [ 25 , 29 ]. Specifically, the amphiphilic PVP containing one end stearoyl group (Amph-PVP-Cl) was prepared by radical polymerization of monomer in dioxane with azobisisobutyronitrile as an initiator and stearoyl chloride as a chain-transfer agent and chain-growth regulator) ( Figure 1 a).…”

Section: Resultsmentioning

confidence: 99%

Amphiphilic Poly(N-vinylpyrrolidone) Nanoparticles Conjugated with DR5-Specific Antitumor Cytokine DR5-B for Targeted Delivery to Cancer Cells

et al. 2021

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Nanoparticles based on the biocompatible amphiphilic poly(N-vinylpyrrolidone) (Amph-PVP) derivatives are promising for drug delivery. Amph-PVPs self-aggregate in aqueous solutions with the formation of micellar nanoscaled structures. Amph-PVP nanoparticles are able to immobilize therapeutic molecules under mild conditions. As is well known, many efforts have been made to exploit the DR5-dependent apoptosis induction for cancer treatment. The aim of the study was to fabricate Amph-PVP-based nanoparticles covalently conjugated with antitumor DR5-specific TRAIL (Tumor necrosis factor-related apoptosis-inducing ligand) variant DR5-B and to evaluate their in vitro cytotoxicity in 3D tumor spheroids. The Amph-PVP nanoparticles were obtained from a 1:1 mixture of unmodified and maleimide-modified polymeric chains, while DR5-B protein was modified by cysteine residue at the N-end for covalent conjugation with Amph-PVP. The nanoparticles were found to enhance cytotoxicity effects compared to those of free DR5-B in both 2D (monolayer culture) and 3D (tumor spheroids) in vitro models. The cytotoxicity of the nanoparticles was investigated in human cell lines, namely breast adenocarcinoma MCF-7 and colorectal carcinomas HCT116 and HT29. Notably, DR5-B conjugation with Amph-PVP nanoparticles sensitized resistant multicellular tumor spheroids from MCF-7 and HT29 cells. Taking into account the nanoparticles loading ability with a wide range of low-molecular-weight antitumor chemotherapeutics into hydrophobic core and feasibility of conjugation with hydrophilic therapeutic molecules by click chemistry, we suggest further development to obtain a versatile system for targeted drug delivery into tumor cells.

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“…The number average molecular weight (M n ) was determined by end-group analysis as described in (Kulikov et al, 2017). The number average molecular weight was also determined by vapor osmometry.…”

Section: Determination Of the Number Average Molecular Weightmentioning

confidence: 99%

“…In addition, using poly-N-vinylpyrrolidone as an example, itwas demonstrated that this reaction can be used to introduce the necessary terminal functional groups into end-capped copolymers. The high reactivity of mercaptans in the abovementioned radical processes initiated by AIBN is described in detail in a number of papers (e.g.,Kulikov et al, 2017).…”

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confidence: 99%

Synthesis and Study of the Properties of Amphiphilic Poly-N-Vinylpyrrolidone with Terminal Thioalkyl Groups

Shtilman

Kuskov

Kulikov

et al. 2019

Journal of Siberian Federal University. Biology

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Poly-N-vinylpyrrolidone-based amphiphilic polymers, which can be used as drug carriers, were prepared by radical polymerization with a thiol-type chain transfer agent. The polymers did not contain sequences of hydrophilic and hydrophobic fragments in the main chain. Molecules contained only one hydrophilic and one hydrophobic fragment linked by a covalent bond. This facilitated the self-organization of macromolecules into micelles in aqueous media. The critical micelle concentration and its dependence on the molecular weight of the diblock copolymers and the length of the hydrophobic radical were determined

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Amphiphilic poly-n-vinyl-2-pyrrolidone: Synthesis, properties, nanoparticles

Cited by 14 publications

References 23 publications

Drug Delivery with Polymeric Nanocarriers—Cellular Uptake Mechanisms

Drug Delivery with Polymeric Nanocarriers—Cellular Uptake Mechanisms

Amphiphilic Poly(N-vinylpyrrolidone) Nanoparticles Conjugated with DR5-Specific Antitumor Cytokine DR5-B for Targeted Delivery to Cancer Cells

Synthesis and Study of the Properties of Amphiphilic Poly-N-Vinylpyrrolidone with Terminal Thioalkyl Groups

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