Synthesis, antioxidant activity and SAR study of novel spiro-isatin-based Schiff bases.
Mol Divers
; 23(4): 829-844, 2019 Nov.
Article
en En
| MEDLINE
| ID: mdl-30612259
ABSTRACT
A new series of 21 Schiff bases of spiro-isatin was synthesized, and their DPPH, CUPRAC and ABTS cation radical scavenging abilities were investigated for antioxidant activity. The results showed that all the synthesized compounds exhibited antioxidant activity for each assay. 5Ì-(2,3-Dihydroxybenzylideneamino)spiro[[1,3] dioxolane-2,3Ì-indoline]-2Ì-on (5c) (IC50 = 4.49 µM, for DPPH; IC50 = 0.39 µM, for ABTS.+; and A0.50 = 0.42 µM, for CUPRAC) showed significantly better ABTS, CUPRAC and DPPH radical scavenging ability than quercetin (IC50 = 8.69 µM, for DPPH; IC50 = 15.49 µM, for ABTS.+; and A0.50 = 18.47 µM, for CUPRAC), which is used as a standard. SAR study showed that the synthesized compounds had higher ABTS.+ activity than DPPH and CUPRAC activities. Moreover, the compounds (5c and 5d), containing two hydroxyl groups, exhibited the highest antioxidant activities for all assays. Quantum chemical calculations were also carried out to support SAR results.
Palabras clave
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Bases de Schiff
/
Compuestos de Espiro
/
Isatina
/
Antioxidantes
Idioma:
En
Revista:
Mol Divers
Asunto de la revista:
BIOLOGIA MOLECULAR
Año:
2019
Tipo del documento:
Article
País de afiliación:
Turquía