Synthesis and In Vitro Evaluation of N-(Bromobut-3-en-2-yl)-7-methoxy-1,2,3,4-tetrahydroacridin-9-amine as a Cholinesterase Inhibitor with Regard to Alzheimer's Disease Treatment

A new tacrine based cholinesterase inhibitor, N-(bromobut-3-en-2-yl)-7-methoxy-1,2,3,4-tetrahydroacridin-9-amine (1), was designed and synthesized to interact with specific regions of human acetylcholinesterase and human butyrylcholinesterase. Its inhibitory ability towards cholinesterases was deter...

Descripción completa

Detalles Bibliográficos
Autores principales: Korabecny, Jan, Musilek, Kamil, Holas, Ondrej, Nepovimova, Eugenie, Jun, Daniel, Zemek, Filip, Opletalova, Veronika, Patocka, Jiri, Dohnal, Vlastimil, Nachon, Florian, Hroudova, Jana, Fisar, Zdenek, Kuca, Kamil
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2010
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6259100/
https://www.ncbi.nlm.nih.gov/pubmed/21127466
http://dx.doi.org/10.3390/molecules15128804
_version_ 1783374608150298624
author Korabecny, Jan
Musilek, Kamil
Holas, Ondrej
Nepovimova, Eugenie
Jun, Daniel
Zemek, Filip
Opletalova, Veronika
Patocka, Jiri
Dohnal, Vlastimil
Nachon, Florian
Hroudova, Jana
Fisar, Zdenek
Kuca, Kamil
author_facet Korabecny, Jan
Musilek, Kamil
Holas, Ondrej
Nepovimova, Eugenie
Jun, Daniel
Zemek, Filip
Opletalova, Veronika
Patocka, Jiri
Dohnal, Vlastimil
Nachon, Florian
Hroudova, Jana
Fisar, Zdenek
Kuca, Kamil
author_sort Korabecny, Jan
collection PubMed
description A new tacrine based cholinesterase inhibitor, N-(bromobut-3-en-2-yl)-7-methoxy-1,2,3,4-tetrahydroacridin-9-amine (1), was designed and synthesized to interact with specific regions of human acetylcholinesterase and human butyrylcholinesterase. Its inhibitory ability towards cholinesterases was determined and compared to tacrine (THA) and 9-amino-7-methoxy-1,2,3,4-tetrahydroacridine (7-MEOTA). The assessment of IC(50) values revealed 1 as a weak inhibitor of both tested enzymes.
format Online
Article
Text
id pubmed-6259100
institution National Center for Biotechnology Information
language English
publishDate 2010
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-62591002018-12-06 Synthesis and In Vitro Evaluation of N-(Bromobut-3-en-2-yl)-7-methoxy-1,2,3,4-tetrahydroacridin-9-amine as a Cholinesterase Inhibitor with Regard to Alzheimer's Disease Treatment Korabecny, Jan Musilek, Kamil Holas, Ondrej Nepovimova, Eugenie Jun, Daniel Zemek, Filip Opletalova, Veronika Patocka, Jiri Dohnal, Vlastimil Nachon, Florian Hroudova, Jana Fisar, Zdenek Kuca, Kamil Molecules Communication A new tacrine based cholinesterase inhibitor, N-(bromobut-3-en-2-yl)-7-methoxy-1,2,3,4-tetrahydroacridin-9-amine (1), was designed and synthesized to interact with specific regions of human acetylcholinesterase and human butyrylcholinesterase. Its inhibitory ability towards cholinesterases was determined and compared to tacrine (THA) and 9-amino-7-methoxy-1,2,3,4-tetrahydroacridine (7-MEOTA). The assessment of IC(50) values revealed 1 as a weak inhibitor of both tested enzymes. MDPI 2010-12-02 /pmc/articles/PMC6259100/ /pubmed/21127466 http://dx.doi.org/10.3390/molecules15128804 Text en © 2010 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 license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Communication
Korabecny, Jan
Musilek, Kamil
Holas, Ondrej
Nepovimova, Eugenie
Jun, Daniel
Zemek, Filip
Opletalova, Veronika
Patocka, Jiri
Dohnal, Vlastimil
Nachon, Florian
Hroudova, Jana
Fisar, Zdenek
Kuca, Kamil
Synthesis and In Vitro Evaluation of N-(Bromobut-3-en-2-yl)-7-methoxy-1,2,3,4-tetrahydroacridin-9-amine as a Cholinesterase Inhibitor with Regard to Alzheimer's Disease Treatment
title Synthesis and In Vitro Evaluation of N-(Bromobut-3-en-2-yl)-7-methoxy-1,2,3,4-tetrahydroacridin-9-amine as a Cholinesterase Inhibitor with Regard to Alzheimer's Disease Treatment
title_full Synthesis and In Vitro Evaluation of N-(Bromobut-3-en-2-yl)-7-methoxy-1,2,3,4-tetrahydroacridin-9-amine as a Cholinesterase Inhibitor with Regard to Alzheimer's Disease Treatment
title_fullStr Synthesis and In Vitro Evaluation of N-(Bromobut-3-en-2-yl)-7-methoxy-1,2,3,4-tetrahydroacridin-9-amine as a Cholinesterase Inhibitor with Regard to Alzheimer's Disease Treatment
title_full_unstemmed Synthesis and In Vitro Evaluation of N-(Bromobut-3-en-2-yl)-7-methoxy-1,2,3,4-tetrahydroacridin-9-amine as a Cholinesterase Inhibitor with Regard to Alzheimer's Disease Treatment
title_short Synthesis and In Vitro Evaluation of N-(Bromobut-3-en-2-yl)-7-methoxy-1,2,3,4-tetrahydroacridin-9-amine as a Cholinesterase Inhibitor with Regard to Alzheimer's Disease Treatment
title_sort synthesis and in vitro evaluation of n-(bromobut-3-en-2-yl)-7-methoxy-1,2,3,4-tetrahydroacridin-9-amine as a cholinesterase inhibitor with regard to alzheimer's disease treatment
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6259100/
https://www.ncbi.nlm.nih.gov/pubmed/21127466
http://dx.doi.org/10.3390/molecules15128804
work_keys_str_mv AT korabecnyjan synthesisandinvitroevaluationofnbromobut3en2yl7methoxy1234tetrahydroacridin9amineasacholinesteraseinhibitorwithregardtoalzheimersdiseasetreatment
AT musilekkamil synthesisandinvitroevaluationofnbromobut3en2yl7methoxy1234tetrahydroacridin9amineasacholinesteraseinhibitorwithregardtoalzheimersdiseasetreatment
AT holasondrej synthesisandinvitroevaluationofnbromobut3en2yl7methoxy1234tetrahydroacridin9amineasacholinesteraseinhibitorwithregardtoalzheimersdiseasetreatment
AT nepovimovaeugenie synthesisandinvitroevaluationofnbromobut3en2yl7methoxy1234tetrahydroacridin9amineasacholinesteraseinhibitorwithregardtoalzheimersdiseasetreatment
AT jundaniel synthesisandinvitroevaluationofnbromobut3en2yl7methoxy1234tetrahydroacridin9amineasacholinesteraseinhibitorwithregardtoalzheimersdiseasetreatment
AT zemekfilip synthesisandinvitroevaluationofnbromobut3en2yl7methoxy1234tetrahydroacridin9amineasacholinesteraseinhibitorwithregardtoalzheimersdiseasetreatment
AT opletalovaveronika synthesisandinvitroevaluationofnbromobut3en2yl7methoxy1234tetrahydroacridin9amineasacholinesteraseinhibitorwithregardtoalzheimersdiseasetreatment
AT patockajiri synthesisandinvitroevaluationofnbromobut3en2yl7methoxy1234tetrahydroacridin9amineasacholinesteraseinhibitorwithregardtoalzheimersdiseasetreatment
AT dohnalvlastimil synthesisandinvitroevaluationofnbromobut3en2yl7methoxy1234tetrahydroacridin9amineasacholinesteraseinhibitorwithregardtoalzheimersdiseasetreatment
AT nachonflorian synthesisandinvitroevaluationofnbromobut3en2yl7methoxy1234tetrahydroacridin9amineasacholinesteraseinhibitorwithregardtoalzheimersdiseasetreatment
AT hroudovajana synthesisandinvitroevaluationofnbromobut3en2yl7methoxy1234tetrahydroacridin9amineasacholinesteraseinhibitorwithregardtoalzheimersdiseasetreatment
AT fisarzdenek synthesisandinvitroevaluationofnbromobut3en2yl7methoxy1234tetrahydroacridin9amineasacholinesteraseinhibitorwithregardtoalzheimersdiseasetreatment
AT kucakamil synthesisandinvitroevaluationofnbromobut3en2yl7methoxy1234tetrahydroacridin9amineasacholinesteraseinhibitorwithregardtoalzheimersdiseasetreatment

Ejemplares similares