PEGylated Polyurea Bearing Hindered Urea Bond for Drug Delivery
In recent years, polyureas with dynamic hindered urea bonds (HUBs), a class of promising biomedical polymers, have attracted wide attention as a result of their controlled hydrolytic properties. The effect of the chemical structures on the properties of polyureas and their assemblies has rarely been...
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Published in | Molecules (Basel, Switzerland) Vol. 24; no. 8; p. 1538 |
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Main Authors | , , , , , , |
Format | Journal Article |
Language | English |
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18.04.2019
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ISSN | 1420-3049 1420-3049 |
DOI | 10.3390/molecules24081538 |
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Abstract | In recent years, polyureas with dynamic hindered urea bonds (HUBs), a class of promising biomedical polymers, have attracted wide attention as a result of their controlled hydrolytic properties. The effect of the chemical structures on the properties of polyureas and their assemblies has rarely been reported. In this study, four kinds of polyureas with different chemical groups have been synthesized, and the polyureas from cyclohexyl diisocyanate and tert-butyl diamine showed the fastest hydrolytic rate. The amphiphilic polyurea composed of hydrophobic cyclohexyl-tert-butyl polyurea and hydrophilic poly(ethylene glycol) (PEG) was synthesized for the controlled delivery of the antitumor drug paclitaxel (PTX). The PTX-loaded PEGylated polyurea micelle more effectively entered into the murine breast cancer 4T1 cells and inhibited the corresponding tumor growth in vitro and in vivo. Therefore, the PEGylated polyurea with adjustable degradation might be a promising polymer matrix for drug delivery. |
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AbstractList | In recent years, polyureas with dynamic hindered urea bonds (HUBs), a class of promising biomedical polymers, have attracted wide attention as a result of their controlled hydrolytic properties. The effect of the chemical structures on the properties of polyureas and their assemblies has rarely been reported. In this study, four kinds of polyureas with different chemical groups have been synthesized, and the polyureas from cyclohexyl diisocyanate and tert-butyl diamine showed the fastest hydrolytic rate. The amphiphilic polyurea composed of hydrophobic cyclohexyl-tert-butyl polyurea and hydrophilic poly(ethylene glycol) (PEG) was synthesized for the controlled delivery of the antitumor drug paclitaxel (PTX). The PTX-loaded PEGylated polyurea micelle more effectively entered into the murine breast cancer 4T1 cells and inhibited the corresponding tumor growth in vitro and in vivo. Therefore, the PEGylated polyurea with adjustable degradation might be a promising polymer matrix for drug delivery.In recent years, polyureas with dynamic hindered urea bonds (HUBs), a class of promising biomedical polymers, have attracted wide attention as a result of their controlled hydrolytic properties. The effect of the chemical structures on the properties of polyureas and their assemblies has rarely been reported. In this study, four kinds of polyureas with different chemical groups have been synthesized, and the polyureas from cyclohexyl diisocyanate and tert-butyl diamine showed the fastest hydrolytic rate. The amphiphilic polyurea composed of hydrophobic cyclohexyl-tert-butyl polyurea and hydrophilic poly(ethylene glycol) (PEG) was synthesized for the controlled delivery of the antitumor drug paclitaxel (PTX). The PTX-loaded PEGylated polyurea micelle more effectively entered into the murine breast cancer 4T1 cells and inhibited the corresponding tumor growth in vitro and in vivo. Therefore, the PEGylated polyurea with adjustable degradation might be a promising polymer matrix for drug delivery. In recent years, polyureas with dynamic hindered urea bonds (HUBs), a class of promising biomedical polymers, have attracted wide attention as a result of their controlled hydrolytic properties. The effect of the chemical structures on the properties of polyureas and their assemblies has rarely been reported. In this study, four kinds of polyureas with different chemical groups have been synthesized, and the polyureas from cyclohexyl diisocyanate and tert -butyl diamine showed the fastest hydrolytic rate. The amphiphilic polyurea composed of hydrophobic cyclohexyl- tert -butyl polyurea and hydrophilic poly(ethylene glycol) (PEG) was synthesized for the controlled delivery of the antitumor drug paclitaxel (PTX). The PTX-loaded PEGylated polyurea micelle more effectively entered into the murine breast cancer 4T1 cells and inhibited the corresponding tumor growth in vitro and in vivo. Therefore, the PEGylated polyurea with adjustable degradation might be a promising polymer matrix for drug delivery. In recent years, polyureas with dynamic hindered urea bonds (HUBs), a class of promising biomedical polymers, have attracted wide attention as a result of their controlled hydrolytic properties. The effect of the chemical structures on the properties of polyureas and their assemblies has rarely been reported. In this study, four kinds of polyureas with different chemical groups have been synthesized, and the polyureas from cyclohexyl diisocyanate and tert-butyl diamine showed the fastest hydrolytic rate. The amphiphilic polyurea composed of hydrophobic cyclohexyl-tert-butyl polyurea and hydrophilic poly(ethylene glycol) (PEG) was synthesized for the controlled delivery of the antitumor drug paclitaxel (PTX). The PTX-loaded PEGylated polyurea micelle more effectively entered into the murine breast cancer 4T1 cells and inhibited the corresponding tumor growth in vitro and in vivo. Therefore, the PEGylated polyurea with adjustable degradation might be a promising polymer matrix for drug delivery. |
Author | Xu, Weiguo Wang, Yanqiao Yang, Yanan Ding, Jianxun Jiang, Zhongyu Chen, Meishan Feng, Xiangru |
AuthorAffiliation | 1 Chemical Engineering Institute, Changchun University of Technology, 2055 Yan’an Street, Changchun 130012, China; mschen@ciac.ac.cn 2 Key Laboratory of Polymer Ecomaterials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun 130022, China; xrfeng@ciac.ac.cn (X.F.); wgxu@caic.ac.cn (W.X.); candyqiao77@jlu.edu.cn (Y.W.); jxding@ciac.ac.cn (J.D.) 3 Jilin Biomedical Polymers Engineering Laboratory, 5625 Renmin Street, Changchun 130022, China |
AuthorAffiliation_xml | – name: 1 Chemical Engineering Institute, Changchun University of Technology, 2055 Yan’an Street, Changchun 130012, China; mschen@ciac.ac.cn – name: 2 Key Laboratory of Polymer Ecomaterials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun 130022, China; xrfeng@ciac.ac.cn (X.F.); wgxu@caic.ac.cn (W.X.); candyqiao77@jlu.edu.cn (Y.W.); jxding@ciac.ac.cn (J.D.) – name: 3 Jilin Biomedical Polymers Engineering Laboratory, 5625 Renmin Street, Changchun 130022, China |
Author_xml | – sequence: 1 givenname: Meishan surname: Chen fullname: Chen, Meishan – sequence: 2 givenname: Xiangru orcidid: 0000-0001-7671-3144 surname: Feng fullname: Feng, Xiangru – sequence: 3 givenname: Weiguo orcidid: 0000-0002-0146-8532 surname: Xu fullname: Xu, Weiguo – sequence: 4 givenname: Yanqiao surname: Wang fullname: Wang, Yanqiao – sequence: 5 givenname: Yanan surname: Yang fullname: Yang, Yanan – sequence: 6 givenname: Zhongyu surname: Jiang fullname: Jiang, Zhongyu – sequence: 7 givenname: Jianxun orcidid: 0000-0002-5232-8863 surname: Ding fullname: Ding, Jianxun |
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CitedBy_id | crossref_primary_10_1016_j_supmat_2024_100070 crossref_primary_10_1021_acs_bioconjchem_2c00208 crossref_primary_10_1021_acs_chemmater_2c00415 crossref_primary_10_1002_app_52088 crossref_primary_10_1016_j_xcrp_2024_102010 crossref_primary_10_1177_02670836241293912 crossref_primary_10_1021_acsmacrolett_2c00045 crossref_primary_10_34294_j_jsta_23_14_85 |
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Copyright | 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License. 2019 by the authors. 2019 |
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Keywords | controlled drug delivery micelle amphiphilic copolymer hydrolyzable polyurea cancer chemotherapy |
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SubjectTerms | amphiphilic copolymer Animals cancer chemotherapy Cancer therapies Cell Death - drug effects Cell Line, Tumor Cell Proliferation - drug effects controlled drug delivery Drug Delivery Systems Female hydrolyzable polyurea Mice, Inbred BALB C micelle Micelles Nanoparticles NMR Nuclear magnetic resonance Paclitaxel - pharmacology Plasmids Polyethylene Glycols - chemical synthesis Polyethylene Glycols - chemistry Polymers - chemical synthesis Polymers - chemistry Proton Magnetic Resonance Spectroscopy Spectrum analysis Urea - chemical synthesis Urea - chemistry |
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Title | PEGylated Polyurea Bearing Hindered Urea Bond for Drug Delivery |
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