1,2,3-Triazole-linked 5-benzylidene (thio)barbiturates as novel tyrosinase inhibitors and free-radical scavengers.
antioxidant
barbituric acid
diphenolase activity
docking
kojic acid
triazole
Journal
Archiv der Pharmazie
ISSN: 1521-4184
Titre abrégé: Arch Pharm (Weinheim)
Pays: Germany
ID NLM: 0330167
Informations de publication
Date de publication:
Oct 2020
Oct 2020
Historique:
received:
25
02
2020
revised:
14
06
2020
accepted:
15
06
2020
pubmed:
9
7
2020
medline:
3
7
2021
entrez:
9
7
2020
Statut:
ppublish
Résumé
In this study, benzyl-1,2,3-triazole-linked 5-benzylidene (thio)barbiturate derivatives 7a-d and 8a-h were designed as potential tyrosinase inhibitors and free-radical scavengers. The twelve derivatives were synthesized via the [3+2] cycloaddition reaction of the corresponding benzyl azide as a dipole and the corresponding alkyne as a dipolarophile in the presence of copper(I) species, generated in situ from copper(II)/ascorbate. The thiobarbiturate derivative 8h and the barbiturate derivative 8b bearing 4-fluoro and 4-bromo groups on the benzyl-triazole moiety were found to be the most potent tyrosinase inhibitors with IC
Identifiants
pubmed: 32638438
doi: 10.1002/ardp.202000058
doi:
Substances chimiques
Barbiturates
0
Enzyme Inhibitors
0
Free Radical Scavengers
0
Triazoles
0
Monophenol Monooxygenase
EC 1.14.18.1
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e2000058Subventions
Organisme : Vice-Chancellor for Research, Shiraz University of Medical Sciences, Iran
ID : 95-01-103-12178
Organisme : Vice-Chancellor for Research, Shiraz University of Medical Sciences, Iran
ID : 98-01-36-20126
Informations de copyright
© 2020 Deutsche Pharmazeutische Gesellschaft.
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