Synthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative

A heterobifunctional reactive oxygen species (ROS)-responsive linker for directed drug assembly onto and delivery from a quantum dot (QD) nanoparticle carrier was synthesized and coupled to doxorubicin using N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC)/sulfo–NHS coupling. The d...

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Autores principales: Delehanty, James B., Das, Shivani, Goldberg, Efram, Sangtani, Ajmeeta, Knight, D. Andrew
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6100310/
https://www.ncbi.nlm.nih.gov/pubmed/30037071
http://dx.doi.org/10.3390/molecules23071809
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author Delehanty, James B.
Das, Shivani
Goldberg, Efram
Sangtani, Ajmeeta
Knight, D. Andrew
author_facet Delehanty, James B.
Das, Shivani
Goldberg, Efram
Sangtani, Ajmeeta
Knight, D. Andrew
author_sort Delehanty, James B.
collection PubMed
description A heterobifunctional reactive oxygen species (ROS)-responsive linker for directed drug assembly onto and delivery from a quantum dot (QD) nanoparticle carrier was synthesized and coupled to doxorubicin using N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC)/sulfo–NHS coupling. The doxorubicin conjugate was characterized using (1)H NMR and LC-MS and subsequently reacted under conditions of ROS formation (Cu(2+)/H(2)O(2)) resulting in successful and rapid thioacetal oxidative cleavage, which was monitored using (1)H NMR.
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spelling pubmed-61003102018-11-13 Synthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative Delehanty, James B. Das, Shivani Goldberg, Efram Sangtani, Ajmeeta Knight, D. Andrew Molecules Article A heterobifunctional reactive oxygen species (ROS)-responsive linker for directed drug assembly onto and delivery from a quantum dot (QD) nanoparticle carrier was synthesized and coupled to doxorubicin using N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC)/sulfo–NHS coupling. The doxorubicin conjugate was characterized using (1)H NMR and LC-MS and subsequently reacted under conditions of ROS formation (Cu(2+)/H(2)O(2)) resulting in successful and rapid thioacetal oxidative cleavage, which was monitored using (1)H NMR. MDPI 2018-07-21 /pmc/articles/PMC6100310/ /pubmed/30037071 http://dx.doi.org/10.3390/molecules23071809 Text en © 2018 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/).
spellingShingle Article
Delehanty, James B.
Das, Shivani
Goldberg, Efram
Sangtani, Ajmeeta
Knight, D. Andrew
Synthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative
title Synthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative
title_full Synthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative
title_fullStr Synthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative
title_full_unstemmed Synthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative
title_short Synthesis of a Reactive Oxygen Species-Responsive Doxorubicin Derivative
title_sort synthesis of a reactive oxygen species-responsive doxorubicin derivative
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6100310/
https://www.ncbi.nlm.nih.gov/pubmed/30037071
http://dx.doi.org/10.3390/molecules23071809
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AT sangtaniajmeeta synthesisofareactiveoxygenspeciesresponsivedoxorubicinderivative
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