Self-Assembled Nanoparticles Based on Block-Copolymers of Poly(2-Deoxy-2-methacrylamido-d-glucose)/Poly(N-Vinyl Succinamic Acid) with Poly(O-Cholesteryl Methacrylate) for Delivery of Hydrophobic Drugs

The self-assembly of amphiphilic block-copolymers is a convenient way to obtain soft nanomaterials of different morphology and scale. In turn, the use of a biomimetic approach makes it possible to synthesize polymers with fragments similar to natural macromolecules but more resistant to biodegradati...

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Autores principales:	Mariia Levit, Alena Vdovchenko, Apollinariia Dzhuzha, Natalia Zashikhina, Elena Katernyuk, Alexey Gostev, Eugene Sivtsov, Antonina Lavrentieva, Tatiana Tennikova, Evgenia Korzhikova-Vlakh
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	amphiphilic copolymers block-copolymers bio-inspired copolymers controlled radical polymerization polymer nanoparticles drug delivery systems Biology (General) QH301-705.5 Chemistry QD1-999
Acceso en línea:	https://doaj.org/article/2e066881cbed4139b1927dc63783ea81
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spelling	oai:doaj.org-article:2e066881cbed4139b1927dc63783ea812021-11-11T16:55:14ZSelf-Assembled Nanoparticles Based on Block-Copolymers of Poly(2-Deoxy-2-methacrylamido-<span style="font-variant: small-caps">d</span>-glucose)/Poly(<i>N</i>-Vinyl Succinamic Acid) with Poly(<i>O</i>-Cholesteryl Methacrylate) for Delivery of Hydrophobic Drugs10.3390/ijms2221114571422-00671661-6596https://doaj.org/article/2e066881cbed4139b1927dc63783ea812021-10-01T00:00:00Zhttps://www.mdpi.com/1422-0067/22/21/11457https://doaj.org/toc/1661-6596https://doaj.org/toc/1422-0067The self-assembly of amphiphilic block-copolymers is a convenient way to obtain soft nanomaterials of different morphology and scale. In turn, the use of a biomimetic approach makes it possible to synthesize polymers with fragments similar to natural macromolecules but more resistant to biodegradation. In this study, we synthesized the novel bio-inspired amphiphilic block-copolymers consisting of poly(<i>N</i>-methacrylamido-<span style="font-variant: small-caps;">d</span>-glucose) or poly(<i>N</i>-vinyl succinamic acid) as a hydrophilic fragment and poly(<i>O</i>-cholesteryl methacrylate) as a hydrophobic fragment. Block-copolymers were synthesized by radical addition–fragmentation chain-transfer (RAFT) polymerization using dithiobenzoate or trithiocarbonate chain-transfer agent depending on the first monomer, further forming the hydrophilic block. Both homopolymers and copolymers were characterized by <sup>1</sup>H NMR and Fourier transform infrared spectroscopy, as well as thermogravimetric analysis. The obtained copolymers had low dispersity (1.05–1.37) and molecular weights in the range of ~13,000–32,000. The amphiphilic copolymers demonstrated enhanced thermal stability in comparison with hydrophilic precursors. According to dynamic light scattering and nanoparticle tracking analysis, the obtained amphiphilic copolymers were able to self-assemble in aqueous media into nanoparticles with a hydrodynamic diameter of approximately 200 nm. An investigation of nanoparticles by transmission electron microscopy revealed their spherical shape. The obtained nanoparticles did not demonstrate cytotoxicity against human embryonic kidney (HEK293) and bronchial epithelial (BEAS-2B) cells, and they were characterized by a low uptake by macrophages in vitro. Paclitaxel loaded into the developed polymer nanoparticles retained biological activity against lung adenocarcinoma epithelial cells (A549).Mariia LevitAlena VdovchenkoApollinariia DzhuzhaNatalia ZashikhinaElena KaternyukAlexey GostevEugene SivtsovAntonina LavrentievaTatiana TennikovaEvgenia Korzhikova-VlakhMDPI AGarticleamphiphilic copolymersblock-copolymersbio-inspired copolymerscontrolled radical polymerizationpolymer nanoparticlesdrug delivery systemsBiology (General)QH301-705.5ChemistryQD1-999ENInternational Journal of Molecular Sciences, Vol 22, Iss 11457, p 11457 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	amphiphilic copolymers block-copolymers bio-inspired copolymers controlled radical polymerization polymer nanoparticles drug delivery systems Biology (General) QH301-705.5 Chemistry QD1-999
spellingShingle	amphiphilic copolymers block-copolymers bio-inspired copolymers controlled radical polymerization polymer nanoparticles drug delivery systems Biology (General) QH301-705.5 Chemistry QD1-999 Mariia Levit Alena Vdovchenko Apollinariia Dzhuzha Natalia Zashikhina Elena Katernyuk Alexey Gostev Eugene Sivtsov Antonina Lavrentieva Tatiana Tennikova Evgenia Korzhikova-Vlakh Self-Assembled Nanoparticles Based on Block-Copolymers of Poly(2-Deoxy-2-methacrylamido-<span style="font-variant: small-caps">d</span>-glucose)/Poly(<i>N</i>-Vinyl Succinamic Acid) with Poly(<i>O</i>-Cholesteryl Methacrylate) for Delivery of Hydrophobic Drugs
description	The self-assembly of amphiphilic block-copolymers is a convenient way to obtain soft nanomaterials of different morphology and scale. In turn, the use of a biomimetic approach makes it possible to synthesize polymers with fragments similar to natural macromolecules but more resistant to biodegradation. In this study, we synthesized the novel bio-inspired amphiphilic block-copolymers consisting of poly(<i>N</i>-methacrylamido-<span style="font-variant: small-caps;">d</span>-glucose) or poly(<i>N</i>-vinyl succinamic acid) as a hydrophilic fragment and poly(<i>O</i>-cholesteryl methacrylate) as a hydrophobic fragment. Block-copolymers were synthesized by radical addition–fragmentation chain-transfer (RAFT) polymerization using dithiobenzoate or trithiocarbonate chain-transfer agent depending on the first monomer, further forming the hydrophilic block. Both homopolymers and copolymers were characterized by <sup>1</sup>H NMR and Fourier transform infrared spectroscopy, as well as thermogravimetric analysis. The obtained copolymers had low dispersity (1.05–1.37) and molecular weights in the range of ~13,000–32,000. The amphiphilic copolymers demonstrated enhanced thermal stability in comparison with hydrophilic precursors. According to dynamic light scattering and nanoparticle tracking analysis, the obtained amphiphilic copolymers were able to self-assemble in aqueous media into nanoparticles with a hydrodynamic diameter of approximately 200 nm. An investigation of nanoparticles by transmission electron microscopy revealed their spherical shape. The obtained nanoparticles did not demonstrate cytotoxicity against human embryonic kidney (HEK293) and bronchial epithelial (BEAS-2B) cells, and they were characterized by a low uptake by macrophages in vitro. Paclitaxel loaded into the developed polymer nanoparticles retained biological activity against lung adenocarcinoma epithelial cells (A549).
format	article
author	Mariia Levit Alena Vdovchenko Apollinariia Dzhuzha Natalia Zashikhina Elena Katernyuk Alexey Gostev Eugene Sivtsov Antonina Lavrentieva Tatiana Tennikova Evgenia Korzhikova-Vlakh
author_facet	Mariia Levit Alena Vdovchenko Apollinariia Dzhuzha Natalia Zashikhina Elena Katernyuk Alexey Gostev Eugene Sivtsov Antonina Lavrentieva Tatiana Tennikova Evgenia Korzhikova-Vlakh
author_sort	Mariia Levit
title	Self-Assembled Nanoparticles Based on Block-Copolymers of Poly(2-Deoxy-2-methacrylamido-<span style="font-variant: small-caps">d</span>-glucose)/Poly(<i>N</i>-Vinyl Succinamic Acid) with Poly(<i>O</i>-Cholesteryl Methacrylate) for Delivery of Hydrophobic Drugs
title_short	Self-Assembled Nanoparticles Based on Block-Copolymers of Poly(2-Deoxy-2-methacrylamido-<span style="font-variant: small-caps">d</span>-glucose)/Poly(<i>N</i>-Vinyl Succinamic Acid) with Poly(<i>O</i>-Cholesteryl Methacrylate) for Delivery of Hydrophobic Drugs
title_full	Self-Assembled Nanoparticles Based on Block-Copolymers of Poly(2-Deoxy-2-methacrylamido-<span style="font-variant: small-caps">d</span>-glucose)/Poly(<i>N</i>-Vinyl Succinamic Acid) with Poly(<i>O</i>-Cholesteryl Methacrylate) for Delivery of Hydrophobic Drugs
title_fullStr	Self-Assembled Nanoparticles Based on Block-Copolymers of Poly(2-Deoxy-2-methacrylamido-<span style="font-variant: small-caps">d</span>-glucose)/Poly(<i>N</i>-Vinyl Succinamic Acid) with Poly(<i>O</i>-Cholesteryl Methacrylate) for Delivery of Hydrophobic Drugs
title_full_unstemmed	Self-Assembled Nanoparticles Based on Block-Copolymers of Poly(2-Deoxy-2-methacrylamido-<span style="font-variant: small-caps">d</span>-glucose)/Poly(<i>N</i>-Vinyl Succinamic Acid) with Poly(<i>O</i>-Cholesteryl Methacrylate) for Delivery of Hydrophobic Drugs
title_sort	self-assembled nanoparticles based on block-copolymers of poly(2-deoxy-2-methacrylamido-<span style="font-variant: small-caps">d</span>-glucose)/poly(<i>n</i>-vinyl succinamic acid) with poly(<i>o</i>-cholesteryl methacrylate) for delivery of hydrophobic drugs
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/2e066881cbed4139b1927dc63783ea81
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Self-Assembled Nanoparticles Based on Block-Copolymers of Poly(2-Deoxy-2-methacrylamido-<span style="font-variant: small-caps">d</span>-glucose)/Poly(<i>N</i>-Vinyl Succinamic Acid) with Poly(<i>O</i>-Cholesteryl Methacrylate) for Delivery of Hydrophobic Drugs

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