Preparation, carbonic anhydrase enzyme inhibition and antioxidant activity of novel 7-amino-3,4-dihydroquinolin-2(1H)-one derivatives incorporating mono or dipeptide moiety.
J Enzyme Inhib Med Chem
; 35(1): 1021-1026, 2020 Dec.
Article
em En
| MEDLINE
| ID: mdl-32297533
ABSTRACT
New dipeptide-dihydroquinolinone derivatives were successfully synthesised by benzotriazole mediated nucleophilic acyl substitution reaction and their structures were elucidated by spectroscopic and analytic techniques. The carbonic anhydrase (CA, EC 4.2.1.1) inhibitory activity of the new compounds was determined against four human (h) isoforms, hCA I, hCA II, hCA IX and hCA XII. While all compounds showed moderate to good in vitro CA inhibitory properties against hCA IX and hCA XII with inhibition constants in the micromolar level (37.7-86.8 and 2.0-8.6 µM, respectively), they did not show inhibitory activity against hCA I and hCA II up to 100 µM concentration. The antioxidant capacity of the peptide-dihydroquinolinone conjugates was determined using 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging method. Most of the synthesised compounds showed low antioxidant activities compared to the control antioxidant compounds BHA and α-tocopherol.
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Base de dados:
MEDLINE
Assunto principal:
Picratos
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Compostos de Bifenilo
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Inibidores da Anidrase Carbônica
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Anidrases Carbônicas
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Quinolonas
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Dipeptídeos
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Antioxidantes
Limite:
Humans
Idioma:
En
Ano de publicação:
2020
Tipo de documento:
Article