A nanocarrier containing carboxylic and histamine groups with dual action: acetylcholine hydrolysis and antidote atropine delivery

Disruption of cholinesterases and, as a consequence, increased levels of acetylcholine lead to serious disturbances in the functioning of the nervous system, including death. The need for rapid administration of an antidote to restore esterase activity is critical, but practical implementation of th...

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Main Authors: Elina E. Mansurova, Andrey A. Maslennikov, Anna P. Lyubina, Alexandra D. Voloshina, Irek R. Nizameev, Marsil K. Kadirov, Anzhela A. Mikhailova, Polina V. Mikshina, Albina Y. Ziganshina, Igor S. Antipin
Format: Article
Language:English
Published: Beilstein-Institut 2025-01-01
Series:Beilstein Journal of Nanotechnology
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Online Access:https://doi.org/10.3762/bjnano.16.2
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author Elina E. Mansurova
Andrey A. Maslennikov
Anna P. Lyubina
Alexandra D. Voloshina
Irek R. Nizameev
Marsil K. Kadirov
Anzhela A. Mikhailova
Polina V. Mikshina
Albina Y. Ziganshina
Igor S. Antipin
author_facet Elina E. Mansurova
Andrey A. Maslennikov
Anna P. Lyubina
Alexandra D. Voloshina
Irek R. Nizameev
Marsil K. Kadirov
Anzhela A. Mikhailova
Polina V. Mikshina
Albina Y. Ziganshina
Igor S. Antipin
author_sort Elina E. Mansurova
collection DOAJ
description Disruption of cholinesterases and, as a consequence, increased levels of acetylcholine lead to serious disturbances in the functioning of the nervous system, including death. The need for rapid administration of an antidote to restore esterase activity is critical, but practical implementation of this is often difficult. One promising solution may be the development of antidote delivery systems that will release the drug only when acetylcholine levels are elevated. This approach will ensure timely delivery of the antidote and minimize side effects associated with uncontrolled drug release. Here, we describe the creation of a new smart system that serves as a carrier for delivering an antidote (i.e., atropine) and functions as a synthetic esterase to hydrolyze acetylcholine. The nanocarrier was synthesized through microemulsion polycondensation of phenylboronic acid with resorcinarenes containing hydroxy, imidazole, and carboxylic groups on the upper rim. The nanocarrier breaks down acetylcholine into choline and acetic acid. The latter acts on the boronate bonds, dissociating them. This leads to the destruction of the nanocarrier and the release of the antidote. The paper covers the creation of the nanocarrier, its physicochemical and biological properties, encapsulation of the antidote, acetylcholine hydrolysis, and antidote release.
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spelling doaj-art-cdc9aba4710d44f78b4a4dc34332a1c22025-02-03T09:10:11ZengBeilstein-InstitutBeilstein Journal of Nanotechnology2190-42862025-01-01161112410.3762/bjnano.16.22190-4286-16-2A nanocarrier containing carboxylic and histamine groups with dual action: acetylcholine hydrolysis and antidote atropine deliveryElina E. Mansurova0Andrey A. Maslennikov1Anna P. Lyubina2Alexandra D. Voloshina3Irek R. Nizameev4Marsil K. Kadirov5Anzhela A. Mikhailova6Polina V. Mikshina7Albina Y. Ziganshina8Igor S. Antipin9A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Centre, Russian Academy of Sciences, Arbuzov str. 8, Kazan 420088, Russia Alexander Butlerov Institute of Chemistry, Kazan Federal University, Lobachevsky str. 1/29, Kazan 420008, Russia A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Centre, Russian Academy of Sciences, Arbuzov str. 8, Kazan 420088, Russia A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Centre, Russian Academy of Sciences, Arbuzov str. 8, Kazan 420088, Russia Kazan National Research Technical University named after A.N. Tupolev - KAI, 10, K. Marx str., Kazan 420111, Russia A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Centre, Russian Academy of Sciences, Arbuzov str. 8, Kazan 420088, Russia Kazan Institute of Biochemistry and Biophysics FRC Kazan Scientific Centre, Russian Academy of Sciences, Lobachevsky str. 2, Kazan 420111, Russia Kazan Institute of Biochemistry and Biophysics FRC Kazan Scientific Centre, Russian Academy of Sciences, Lobachevsky str. 2, Kazan 420111, Russia A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Centre, Russian Academy of Sciences, Arbuzov str. 8, Kazan 420088, Russia Alexander Butlerov Institute of Chemistry, Kazan Federal University, Lobachevsky str. 1/29, Kazan 420008, Russia Disruption of cholinesterases and, as a consequence, increased levels of acetylcholine lead to serious disturbances in the functioning of the nervous system, including death. The need for rapid administration of an antidote to restore esterase activity is critical, but practical implementation of this is often difficult. One promising solution may be the development of antidote delivery systems that will release the drug only when acetylcholine levels are elevated. This approach will ensure timely delivery of the antidote and minimize side effects associated with uncontrolled drug release. Here, we describe the creation of a new smart system that serves as a carrier for delivering an antidote (i.e., atropine) and functions as a synthetic esterase to hydrolyze acetylcholine. The nanocarrier was synthesized through microemulsion polycondensation of phenylboronic acid with resorcinarenes containing hydroxy, imidazole, and carboxylic groups on the upper rim. The nanocarrier breaks down acetylcholine into choline and acetic acid. The latter acts on the boronate bonds, dissociating them. This leads to the destruction of the nanocarrier and the release of the antidote. The paper covers the creation of the nanocarrier, its physicochemical and biological properties, encapsulation of the antidote, acetylcholine hydrolysis, and antidote release.https://doi.org/10.3762/bjnano.16.2acetylcholineantidote deliveryartificial cholinesteraseatropinenanocarrierresorcinarene
spellingShingle Elina E. Mansurova
Andrey A. Maslennikov
Anna P. Lyubina
Alexandra D. Voloshina
Irek R. Nizameev
Marsil K. Kadirov
Anzhela A. Mikhailova
Polina V. Mikshina
Albina Y. Ziganshina
Igor S. Antipin
A nanocarrier containing carboxylic and histamine groups with dual action: acetylcholine hydrolysis and antidote atropine delivery
Beilstein Journal of Nanotechnology
acetylcholine
antidote delivery
artificial cholinesterase
atropine
nanocarrier
resorcinarene
title A nanocarrier containing carboxylic and histamine groups with dual action: acetylcholine hydrolysis and antidote atropine delivery
title_full A nanocarrier containing carboxylic and histamine groups with dual action: acetylcholine hydrolysis and antidote atropine delivery
title_fullStr A nanocarrier containing carboxylic and histamine groups with dual action: acetylcholine hydrolysis and antidote atropine delivery
title_full_unstemmed A nanocarrier containing carboxylic and histamine groups with dual action: acetylcholine hydrolysis and antidote atropine delivery
title_short A nanocarrier containing carboxylic and histamine groups with dual action: acetylcholine hydrolysis and antidote atropine delivery
title_sort nanocarrier containing carboxylic and histamine groups with dual action acetylcholine hydrolysis and antidote atropine delivery
topic acetylcholine
antidote delivery
artificial cholinesterase
atropine
nanocarrier
resorcinarene
url https://doi.org/10.3762/bjnano.16.2
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