New Derivatives of 3,4-Dihydroisoquinoline-3-carboxylic Acid with Free-Radical Scavenging, D-Amino Acid Oxidase, Acetylcholinesterase and Butyrylcholinesterase Inhibitory Activity

A series of 3,4-dihydroisoquinoline-3-carboxylic acid derivatives were synthesised and tested for their free-radical scavenging activity using 2,2-diphenyl-1-picrylhydrazyl radical (DPPH·), 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) radical (ABTS·+), superoxide anion radical (O2·−)...

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Main Authors: Jolanta Solecka, Adam Guśpiel, Magdalena Postek, Joanna Ziemska, Robert Kawęcki, Katarzyna Łęczycka, Agnieszka Osior, Bartłomiej Pietrzak, Krzysztof Pypowski, Agata Wyrzykowska
Format: Article
Language:English
Published: MDPI AG 2014-09-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/19/10/15866
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author Jolanta Solecka
Adam Guśpiel
Magdalena Postek
Joanna Ziemska
Robert Kawęcki
Katarzyna Łęczycka
Agnieszka Osior
Bartłomiej Pietrzak
Krzysztof Pypowski
Agata Wyrzykowska
author_facet Jolanta Solecka
Adam Guśpiel
Magdalena Postek
Joanna Ziemska
Robert Kawęcki
Katarzyna Łęczycka
Agnieszka Osior
Bartłomiej Pietrzak
Krzysztof Pypowski
Agata Wyrzykowska
author_sort Jolanta Solecka
collection DOAJ
description A series of 3,4-dihydroisoquinoline-3-carboxylic acid derivatives were synthesised and tested for their free-radical scavenging activity using 2,2-diphenyl-1-picrylhydrazyl radical (DPPH·), 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) radical (ABTS·+), superoxide anion radical (O2·−) and nitric oxide radical (·NO) assays. We also studied D-amino acid oxidase (DAAO), acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) inhibitory activity. Almost each of newly synthesised compounds exhibited radical scavenging capabilities. Moreover, several compounds showed moderate inhibitory activities against DAAO, AChE and BuChE. Compounds with significant free-radical scavenging activity may be potential candidates for therapeutics used in oxidative-stress-related diseases.
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spelling doaj.art-c73e7c740ae74efe9617037c4500e7982022-12-22T03:44:50ZengMDPI AGMolecules1420-30492014-09-011910158661589010.3390/molecules191015866molecules191015866New Derivatives of 3,4-Dihydroisoquinoline-3-carboxylic Acid with Free-Radical Scavenging, D-Amino Acid Oxidase, Acetylcholinesterase and Butyrylcholinesterase Inhibitory ActivityJolanta Solecka0Adam Guśpiel1Magdalena Postek2Joanna Ziemska3Robert Kawęcki4Katarzyna Łęczycka5Agnieszka Osior6Bartłomiej Pietrzak7Krzysztof Pypowski8Agata Wyrzykowska9National Institute of Public Health—National Institute of Hygiene, Chocimska 24, Warsaw 00-791, PolandNational Institute of Public Health—National Institute of Hygiene, Chocimska 24, Warsaw 00-791, PolandNational Institute of Public Health—National Institute of Hygiene, Chocimska 24, Warsaw 00-791, PolandNational Institute of Public Health—National Institute of Hygiene, Chocimska 24, Warsaw 00-791, PolandInstitute of Chemistry, Siedlce University, 3.Maja 54, Siedlce 80-110, PolandInstitute of Chemistry, Siedlce University, 3.Maja 54, Siedlce 80-110, PolandInstitute of Chemistry, Siedlce University, 3.Maja 54, Siedlce 80-110, PolandInstitute of Chemistry, Siedlce University, 3.Maja 54, Siedlce 80-110, PolandInstitute of Chemistry, Siedlce University, 3.Maja 54, Siedlce 80-110, PolandInstitute of Chemistry, Siedlce University, 3.Maja 54, Siedlce 80-110, PolandA series of 3,4-dihydroisoquinoline-3-carboxylic acid derivatives were synthesised and tested for their free-radical scavenging activity using 2,2-diphenyl-1-picrylhydrazyl radical (DPPH·), 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) radical (ABTS·+), superoxide anion radical (O2·−) and nitric oxide radical (·NO) assays. We also studied D-amino acid oxidase (DAAO), acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) inhibitory activity. Almost each of newly synthesised compounds exhibited radical scavenging capabilities. Moreover, several compounds showed moderate inhibitory activities against DAAO, AChE and BuChE. Compounds with significant free-radical scavenging activity may be potential candidates for therapeutics used in oxidative-stress-related diseases.http://www.mdpi.com/1420-3049/19/10/15866free radicalsscavengerDAAOAChEBuChEinhibitor3,4-dihydroisoquinoline
spellingShingle Jolanta Solecka
Adam Guśpiel
Magdalena Postek
Joanna Ziemska
Robert Kawęcki
Katarzyna Łęczycka
Agnieszka Osior
Bartłomiej Pietrzak
Krzysztof Pypowski
Agata Wyrzykowska
New Derivatives of 3,4-Dihydroisoquinoline-3-carboxylic Acid with Free-Radical Scavenging, D-Amino Acid Oxidase, Acetylcholinesterase and Butyrylcholinesterase Inhibitory Activity
Molecules
free radicals
scavenger
DAAO
AChE
BuChE
inhibitor
3,4-dihydroisoquinoline
title New Derivatives of 3,4-Dihydroisoquinoline-3-carboxylic Acid with Free-Radical Scavenging, D-Amino Acid Oxidase, Acetylcholinesterase and Butyrylcholinesterase Inhibitory Activity
title_full New Derivatives of 3,4-Dihydroisoquinoline-3-carboxylic Acid with Free-Radical Scavenging, D-Amino Acid Oxidase, Acetylcholinesterase and Butyrylcholinesterase Inhibitory Activity
title_fullStr New Derivatives of 3,4-Dihydroisoquinoline-3-carboxylic Acid with Free-Radical Scavenging, D-Amino Acid Oxidase, Acetylcholinesterase and Butyrylcholinesterase Inhibitory Activity
title_full_unstemmed New Derivatives of 3,4-Dihydroisoquinoline-3-carboxylic Acid with Free-Radical Scavenging, D-Amino Acid Oxidase, Acetylcholinesterase and Butyrylcholinesterase Inhibitory Activity
title_short New Derivatives of 3,4-Dihydroisoquinoline-3-carboxylic Acid with Free-Radical Scavenging, D-Amino Acid Oxidase, Acetylcholinesterase and Butyrylcholinesterase Inhibitory Activity
title_sort new derivatives of 3 4 dihydroisoquinoline 3 carboxylic acid with free radical scavenging d amino acid oxidase acetylcholinesterase and butyrylcholinesterase inhibitory activity
topic free radicals
scavenger
DAAO
AChE
BuChE
inhibitor
3,4-dihydroisoquinoline
url http://www.mdpi.com/1420-3049/19/10/15866
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