Cargando…
Synthesis and molecular docking studies of some 4-phthalimidobenzenesulfonamide derivatives as acetylcholinesterase and butyrylcholinesterase inhibitors
A series of 4-phthalimidobenzenesulfonamide derivatives were designed, synthesized and evaluated for the inhibitory activities against acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). Structures of the title compounds were confirmed by spectral and elemental analyses. The cholinesteras...
Autores principales: | , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Taylor & Francis
2016
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6009942/ https://www.ncbi.nlm.nih.gov/pubmed/27766908 http://dx.doi.org/10.1080/14756366.2016.1226298 |
_version_ | 1783333495514333184 |
---|---|
author | Soyer, Zeynep Uysal, Sirin Parlar, Sulunay Tarikogullari Dogan, Ayse Hande Alptuzun, Vildan |
author_facet | Soyer, Zeynep Uysal, Sirin Parlar, Sulunay Tarikogullari Dogan, Ayse Hande Alptuzun, Vildan |
author_sort | Soyer, Zeynep |
collection | PubMed |
description | A series of 4-phthalimidobenzenesulfonamide derivatives were designed, synthesized and evaluated for the inhibitory activities against acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). Structures of the title compounds were confirmed by spectral and elemental analyses. The cholinesterase (ChE) inhibitory activity studies were carried out using Ellman’s colorimetric method. The biological activity results revealed that all of the title compounds (except for compound 8) displayed high selectivity against AChE. Among the tested compounds, compound 7 was found to be the most potent against AChE (IC(50)= 1.35 ± 0.08 μM), while compound 3 exhibited the highest inhibition against BuChE (IC(50)= 13.41 ± 0.62 μM). Molecular docking studies of the most active compound 7 in AChE showed that this compound can interact with both the catalytic active site (CAS) and the peripheral anionic site (PAS) of AChE. |
format | Online Article Text |
id | pubmed-6009942 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | Taylor & Francis |
record_format | MEDLINE/PubMed |
spelling | pubmed-60099422018-07-11 Synthesis and molecular docking studies of some 4-phthalimidobenzenesulfonamide derivatives as acetylcholinesterase and butyrylcholinesterase inhibitors Soyer, Zeynep Uysal, Sirin Parlar, Sulunay Tarikogullari Dogan, Ayse Hande Alptuzun, Vildan J Enzyme Inhib Med Chem Original Article A series of 4-phthalimidobenzenesulfonamide derivatives were designed, synthesized and evaluated for the inhibitory activities against acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). Structures of the title compounds were confirmed by spectral and elemental analyses. The cholinesterase (ChE) inhibitory activity studies were carried out using Ellman’s colorimetric method. The biological activity results revealed that all of the title compounds (except for compound 8) displayed high selectivity against AChE. Among the tested compounds, compound 7 was found to be the most potent against AChE (IC(50)= 1.35 ± 0.08 μM), while compound 3 exhibited the highest inhibition against BuChE (IC(50)= 13.41 ± 0.62 μM). Molecular docking studies of the most active compound 7 in AChE showed that this compound can interact with both the catalytic active site (CAS) and the peripheral anionic site (PAS) of AChE. Taylor & Francis 2016-10-21 /pmc/articles/PMC6009942/ /pubmed/27766908 http://dx.doi.org/10.1080/14756366.2016.1226298 Text en © 2016 The Author(s). Published by Informa UK Limited, trading as Taylor & Francis Group http://creativecommons.org/Licenses/by/4.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/Licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Original Article Soyer, Zeynep Uysal, Sirin Parlar, Sulunay Tarikogullari Dogan, Ayse Hande Alptuzun, Vildan Synthesis and molecular docking studies of some 4-phthalimidobenzenesulfonamide derivatives as acetylcholinesterase and butyrylcholinesterase inhibitors |
title | Synthesis and molecular docking studies of some 4-phthalimidobenzenesulfonamide derivatives as acetylcholinesterase and butyrylcholinesterase inhibitors |
title_full | Synthesis and molecular docking studies of some 4-phthalimidobenzenesulfonamide derivatives as acetylcholinesterase and butyrylcholinesterase inhibitors |
title_fullStr | Synthesis and molecular docking studies of some 4-phthalimidobenzenesulfonamide derivatives as acetylcholinesterase and butyrylcholinesterase inhibitors |
title_full_unstemmed | Synthesis and molecular docking studies of some 4-phthalimidobenzenesulfonamide derivatives as acetylcholinesterase and butyrylcholinesterase inhibitors |
title_short | Synthesis and molecular docking studies of some 4-phthalimidobenzenesulfonamide derivatives as acetylcholinesterase and butyrylcholinesterase inhibitors |
title_sort | synthesis and molecular docking studies of some 4-phthalimidobenzenesulfonamide derivatives as acetylcholinesterase and butyrylcholinesterase inhibitors |
topic | Original Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6009942/ https://www.ncbi.nlm.nih.gov/pubmed/27766908 http://dx.doi.org/10.1080/14756366.2016.1226298 |
work_keys_str_mv | AT soyerzeynep synthesisandmoleculardockingstudiesofsome4phthalimidobenzenesulfonamidederivativesasacetylcholinesteraseandbutyrylcholinesteraseinhibitors AT uysalsirin synthesisandmoleculardockingstudiesofsome4phthalimidobenzenesulfonamidederivativesasacetylcholinesteraseandbutyrylcholinesteraseinhibitors AT parlarsulunay synthesisandmoleculardockingstudiesofsome4phthalimidobenzenesulfonamidederivativesasacetylcholinesteraseandbutyrylcholinesteraseinhibitors AT tarikogullaridoganaysehande synthesisandmoleculardockingstudiesofsome4phthalimidobenzenesulfonamidederivativesasacetylcholinesteraseandbutyrylcholinesteraseinhibitors AT alptuzunvildan synthesisandmoleculardockingstudiesofsome4phthalimidobenzenesulfonamidederivativesasacetylcholinesteraseandbutyrylcholinesteraseinhibitors |