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Poly(2-ethyl-2-oxazoline) conjugates with salicylic acid via degradable modular ester linkages

(2020) BIOMACROMOLECULES. 21(8). p.3207-3215
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Abstract
Conjugation of drugs to polymers is a widely used approach to gain control over the release of therapeutics. In this contribution, salicylic acid, a multipurpose model drug, is conjugated to the biocompatible poly(2-ethyl-2-oxazoline) (PEtOx). The drug is attached to the side chains of a polymer carrier through a hydrolytically cleavable ester linker, via a sequential postpolymerization modification. The chemical modulation of this ester, i.e., by primary or secondary alcohols, is demonstrated to greatly influence the ester hydrolysis rate. This crucial parameter allows us to tune the in vitro kinetics of the sustained drug release for periods exceeding a month in phosphate-buffered saline (PBS). The synthetic accessibility of the cleavable linker, together with the modularity of the drug release rate offered by this approach, highlights the utility of this class of polymers in the field of long-lasting drug delivery systems for persistent and chronic disease treatment.
Keywords
DRUG-DELIVERY SYSTEMS, CONTROLLED-RELEASE, IN-VITRO, POLY(2-OXAZOLINE)S, ASPIRIN, AMIDATION, HYDROGELS, DESIGN

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Citation

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MLA
Bernhard, Yann, et al. “Poly(2-Ethyl-2-Oxazoline) Conjugates with Salicylic Acid via Degradable Modular Ester Linkages.” BIOMACROMOLECULES, vol. 21, no. 8, 2020, pp. 3207–15, doi:10.1021/acs.biomac.0c00659.
APA
Bernhard, Y., Sedlacek, O., Van Guyse, J., Bender, J., Zhong, Z., De Geest, B., & Hoogenboom, R. (2020). Poly(2-ethyl-2-oxazoline) conjugates with salicylic acid via degradable modular ester linkages. BIOMACROMOLECULES, 21(8), 3207–3215. https://doi.org/10.1021/acs.biomac.0c00659
Chicago author-date
Bernhard, Yann, Ondrej Sedlacek, Joachim Van Guyse, Johan Bender, Zifu Zhong, Bruno De Geest, and Richard Hoogenboom. 2020. “Poly(2-Ethyl-2-Oxazoline) Conjugates with Salicylic Acid via Degradable Modular Ester Linkages.” BIOMACROMOLECULES 21 (8): 3207–15. https://doi.org/10.1021/acs.biomac.0c00659.
Chicago author-date (all authors)
Bernhard, Yann, Ondrej Sedlacek, Joachim Van Guyse, Johan Bender, Zifu Zhong, Bruno De Geest, and Richard Hoogenboom. 2020. “Poly(2-Ethyl-2-Oxazoline) Conjugates with Salicylic Acid via Degradable Modular Ester Linkages.” BIOMACROMOLECULES 21 (8): 3207–3215. doi:10.1021/acs.biomac.0c00659.
Vancouver
1.
Bernhard Y, Sedlacek O, Van Guyse J, Bender J, Zhong Z, De Geest B, et al. Poly(2-ethyl-2-oxazoline) conjugates with salicylic acid via degradable modular ester linkages. BIOMACROMOLECULES. 2020;21(8):3207–15.
IEEE
[1]
Y. Bernhard et al., “Poly(2-ethyl-2-oxazoline) conjugates with salicylic acid via degradable modular ester linkages,” BIOMACROMOLECULES, vol. 21, no. 8, pp. 3207–3215, 2020.
@article{8724422,
  abstract     = {{Conjugation of drugs to polymers is a widely used approach to gain control over the release of therapeutics. In this contribution, salicylic acid, a multipurpose model drug, is conjugated to the biocompatible poly(2-ethyl-2-oxazoline) (PEtOx). The drug is attached to the side chains of a polymer carrier through a hydrolytically cleavable ester linker, via a sequential postpolymerization modification. The chemical modulation of this ester, i.e., by primary or secondary alcohols, is demonstrated to greatly influence the ester hydrolysis rate. This crucial parameter allows us to tune the in vitro kinetics of the sustained drug release for periods exceeding a month in phosphate-buffered saline (PBS). The synthetic accessibility of the cleavable linker, together with the modularity of the drug release rate offered by this approach, highlights the utility of this class of polymers in the field of long-lasting drug delivery systems for persistent and chronic disease treatment.}},
  author       = {{Bernhard, Yann and Sedlacek, Ondrej and Van Guyse, Joachim and Bender, Johan and Zhong, Zifu and De Geest, Bruno and Hoogenboom, Richard}},
  issn         = {{1525-7797}},
  journal      = {{BIOMACROMOLECULES}},
  keywords     = {{DRUG-DELIVERY SYSTEMS,CONTROLLED-RELEASE,IN-VITRO,POLY(2-OXAZOLINE)S,ASPIRIN,AMIDATION,HYDROGELS,DESIGN}},
  language     = {{eng}},
  number       = {{8}},
  pages        = {{3207--3215}},
  title        = {{Poly(2-ethyl-2-oxazoline) conjugates with salicylic acid via degradable modular ester linkages}},
  url          = {{http://doi.org/10.1021/acs.biomac.0c00659}},
  volume       = {{21}},
  year         = {{2020}},
}

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