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·−)...
Main Authors: | , , , , , , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
MDPI AG
2014-09-01
|
Series: | Molecules |
Subjects: | |
Online Access: | http://www.mdpi.com/1420-3049/19/10/15866 |
_version_ | 1811214614608740352 |
---|---|
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. |
first_indexed | 2024-04-12T06:07:34Z |
format | Article |
id | doaj.art-c73e7c740ae74efe9617037c4500e798 |
institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-04-12T06:07:34Z |
publishDate | 2014-09-01 |
publisher | MDPI AG |
record_format | Article |
series | Molecules |
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 |
work_keys_str_mv | AT jolantasolecka newderivativesof34dihydroisoquinoline3carboxylicacidwithfreeradicalscavengingdaminoacidoxidaseacetylcholinesteraseandbutyrylcholinesteraseinhibitoryactivity AT adamguspiel newderivativesof34dihydroisoquinoline3carboxylicacidwithfreeradicalscavengingdaminoacidoxidaseacetylcholinesteraseandbutyrylcholinesteraseinhibitoryactivity AT magdalenapostek newderivativesof34dihydroisoquinoline3carboxylicacidwithfreeradicalscavengingdaminoacidoxidaseacetylcholinesteraseandbutyrylcholinesteraseinhibitoryactivity AT joannaziemska newderivativesof34dihydroisoquinoline3carboxylicacidwithfreeradicalscavengingdaminoacidoxidaseacetylcholinesteraseandbutyrylcholinesteraseinhibitoryactivity AT robertkawecki newderivativesof34dihydroisoquinoline3carboxylicacidwithfreeradicalscavengingdaminoacidoxidaseacetylcholinesteraseandbutyrylcholinesteraseinhibitoryactivity AT katarzynałeczycka newderivativesof34dihydroisoquinoline3carboxylicacidwithfreeradicalscavengingdaminoacidoxidaseacetylcholinesteraseandbutyrylcholinesteraseinhibitoryactivity AT agnieszkaosior newderivativesof34dihydroisoquinoline3carboxylicacidwithfreeradicalscavengingdaminoacidoxidaseacetylcholinesteraseandbutyrylcholinesteraseinhibitoryactivity AT bartłomiejpietrzak newderivativesof34dihydroisoquinoline3carboxylicacidwithfreeradicalscavengingdaminoacidoxidaseacetylcholinesteraseandbutyrylcholinesteraseinhibitoryactivity AT krzysztofpypowski newderivativesof34dihydroisoquinoline3carboxylicacidwithfreeradicalscavengingdaminoacidoxidaseacetylcholinesteraseandbutyrylcholinesteraseinhibitoryactivity AT agatawyrzykowska newderivativesof34dihydroisoquinoline3carboxylicacidwithfreeradicalscavengingdaminoacidoxidaseacetylcholinesteraseandbutyrylcholinesteraseinhibitoryactivity |