Near-infrared and pH responsive molecular machine for controlled encapsulation and release of drugs

It is difficult to form nanoparticles by traditional polymerization methods, using the azobenzene monomer with large hindrance. In this work, distillation precipitation polymerization (DPP) with lowering the monomer content at the beginning and distilling the solvent at a constant speed. Monofunctio...

Full description

Bibliographic Details
Main Authors: Xiaotao Wang, Zhuofan Chen, Yebin Yang, Huiling Guo, Yingkui Yang, Chak-Yin Tang, Xuefeng Li, Wing-Cheung Law
Format: Article
Language:English
Published: Elsevier 2022-08-01
Series:Polymer Testing
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S0142941822001556
_version_ 1811243249099079680
author Xiaotao Wang
Zhuofan Chen
Yebin Yang
Huiling Guo
Yingkui Yang
Chak-Yin Tang
Xuefeng Li
Wing-Cheung Law
author_facet Xiaotao Wang
Zhuofan Chen
Yebin Yang
Huiling Guo
Yingkui Yang
Chak-Yin Tang
Xuefeng Li
Wing-Cheung Law
author_sort Xiaotao Wang
collection DOAJ
description It is difficult to form nanoparticles by traditional polymerization methods, using the azobenzene monomer with large hindrance. In this work, distillation precipitation polymerization (DPP) with lowering the monomer content at the beginning and distilling the solvent at a constant speed. Monofunctional 6-(4-methoxy-4′-oxygen-azobenzene) hexyl methacrylate (Azo) as a photo-responsive monomer and methacrylic acid (MAA) as a pH responsive monomer, were used to synthesize UCNPs@SiO2@PAzo/MAA nanoparticles. After the SiO2 was etched, UCNPs@PAzo/MAA nanocapsules (NCs) were formed. The trans isomer in the PAzo shell is converted into cis under 980 nm near-infrared (NIR) irradiation, leading to a variation of size and hydrophilicity of the nanocapsules. Controlled drug loading (∼17.5%) could be performed using UV irradiation, in which the pendant Azo groups have an cis “open” state and larger hydrophilicity. Under weak acid and NIR irradiation, the pendant Azo group with constant isomerization is like a “molecular impeller” agitator and the cumulative release rate of the doxorubicin (DOX) reaches 67.88%. Furthermore, UCNPs@PAzo/MAA nanocapsules were applied to the intracellular environment, and the cytotoxicity was studied. The cell images and cytotoxicity studies showed that the drug could be efficiently delivered to the nucleus by the UCNPs@PAzo/MAA nanocapsules in a controlled manner.
first_indexed 2024-04-12T14:04:07Z
format Article
id doaj.art-4ddddb4622e145d78f0cd144e7025273
institution Directory Open Access Journal
issn 0142-9418
language English
last_indexed 2024-04-12T14:04:07Z
publishDate 2022-08-01
publisher Elsevier
record_format Article
series Polymer Testing
spelling doaj.art-4ddddb4622e145d78f0cd144e70252732022-12-22T03:30:07ZengElsevierPolymer Testing0142-94182022-08-01112107631Near-infrared and pH responsive molecular machine for controlled encapsulation and release of drugsXiaotao Wang0Zhuofan Chen1Yebin Yang2Huiling Guo3Yingkui Yang4Chak-Yin Tang5Xuefeng Li6Wing-Cheung Law7Hubei Provincial Key Laboratory of Green Materials for Light Industry, Collaborative Innovation Center for Green Light-weight Materials and Processing, School of Materials Science and Engineering, Hubei University of Technology, Wuhan, 430068, ChinaHubei Provincial Key Laboratory of Green Materials for Light Industry, Collaborative Innovation Center for Green Light-weight Materials and Processing, School of Materials Science and Engineering, Hubei University of Technology, Wuhan, 430068, ChinaHubei Provincial Key Laboratory of Green Materials for Light Industry, Collaborative Innovation Center for Green Light-weight Materials and Processing, School of Materials Science and Engineering, Hubei University of Technology, Wuhan, 430068, ChinaHubei Provincial Key Laboratory of Green Materials for Light Industry, Collaborative Innovation Center for Green Light-weight Materials and Processing, School of Materials Science and Engineering, Hubei University of Technology, Wuhan, 430068, ChinaKey Laboratory of Catalysis and Energy Materials Chemistry of Ministry of Education & Hubei Key Laboratory of Catalysis and Materials Science, South-Central University for Nationalities, Wuhan, 430074, China; Corresponding author.,Department of Industrial and Systems Engineering, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong, ChinaHubei Provincial Key Laboratory of Green Materials for Light Industry, Collaborative Innovation Center for Green Light-weight Materials and Processing, School of Materials Science and Engineering, Hubei University of Technology, Wuhan, 430068, China; Corresponding author.,Department of Industrial and Systems Engineering, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong, China; Corresponding author.It is difficult to form nanoparticles by traditional polymerization methods, using the azobenzene monomer with large hindrance. In this work, distillation precipitation polymerization (DPP) with lowering the monomer content at the beginning and distilling the solvent at a constant speed. Monofunctional 6-(4-methoxy-4′-oxygen-azobenzene) hexyl methacrylate (Azo) as a photo-responsive monomer and methacrylic acid (MAA) as a pH responsive monomer, were used to synthesize UCNPs@SiO2@PAzo/MAA nanoparticles. After the SiO2 was etched, UCNPs@PAzo/MAA nanocapsules (NCs) were formed. The trans isomer in the PAzo shell is converted into cis under 980 nm near-infrared (NIR) irradiation, leading to a variation of size and hydrophilicity of the nanocapsules. Controlled drug loading (∼17.5%) could be performed using UV irradiation, in which the pendant Azo groups have an cis “open” state and larger hydrophilicity. Under weak acid and NIR irradiation, the pendant Azo group with constant isomerization is like a “molecular impeller” agitator and the cumulative release rate of the doxorubicin (DOX) reaches 67.88%. Furthermore, UCNPs@PAzo/MAA nanocapsules were applied to the intracellular environment, and the cytotoxicity was studied. The cell images and cytotoxicity studies showed that the drug could be efficiently delivered to the nucleus by the UCNPs@PAzo/MAA nanocapsules in a controlled manner.http://www.sciencedirect.com/science/article/pii/S0142941822001556UpconversionPhotoisomerizationAzobenzeneControlled releaseDual-responsive
spellingShingle Xiaotao Wang
Zhuofan Chen
Yebin Yang
Huiling Guo
Yingkui Yang
Chak-Yin Tang
Xuefeng Li
Wing-Cheung Law
Near-infrared and pH responsive molecular machine for controlled encapsulation and release of drugs
Polymer Testing
Upconversion
Photoisomerization
Azobenzene
Controlled release
Dual-responsive
title Near-infrared and pH responsive molecular machine for controlled encapsulation and release of drugs
title_full Near-infrared and pH responsive molecular machine for controlled encapsulation and release of drugs
title_fullStr Near-infrared and pH responsive molecular machine for controlled encapsulation and release of drugs
title_full_unstemmed Near-infrared and pH responsive molecular machine for controlled encapsulation and release of drugs
title_short Near-infrared and pH responsive molecular machine for controlled encapsulation and release of drugs
title_sort near infrared and ph responsive molecular machine for controlled encapsulation and release of drugs
topic Upconversion
Photoisomerization
Azobenzene
Controlled release
Dual-responsive
url http://www.sciencedirect.com/science/article/pii/S0142941822001556
work_keys_str_mv AT xiaotaowang nearinfraredandphresponsivemolecularmachineforcontrolledencapsulationandreleaseofdrugs
AT zhuofanchen nearinfraredandphresponsivemolecularmachineforcontrolledencapsulationandreleaseofdrugs
AT yebinyang nearinfraredandphresponsivemolecularmachineforcontrolledencapsulationandreleaseofdrugs
AT huilingguo nearinfraredandphresponsivemolecularmachineforcontrolledencapsulationandreleaseofdrugs
AT yingkuiyang nearinfraredandphresponsivemolecularmachineforcontrolledencapsulationandreleaseofdrugs
AT chakyintang nearinfraredandphresponsivemolecularmachineforcontrolledencapsulationandreleaseofdrugs
AT xuefengli nearinfraredandphresponsivemolecularmachineforcontrolledencapsulationandreleaseofdrugs
AT wingcheunglaw nearinfraredandphresponsivemolecularmachineforcontrolledencapsulationandreleaseofdrugs