Insights into the Antioxidant Mechanism of Newly Synthesized Benzoxazinic Nitrones: In Vitro and In Silico Studies with DPPH Model Radical.

DPPH antioxidant cyclic voltammetry (CV) density functional theory (DTF) electron paramagnetic resonance (EPR) free radicals hydrogen atom transfer (HAT) nitrone single electron transfer (SET)

Journal

Antioxidants (Basel, Switzerland)
ISSN: 2076-3921
Titre abrégé: Antioxidants (Basel)
Pays: Switzerland
ID NLM: 101668981

Informations de publication

Date de publication:
29 Jul 2021
Historique:
received: 28 06 2021
revised: 21 07 2021
accepted: 27 07 2021
entrez: 27 8 2021
pubmed: 28 8 2021
medline: 28 8 2021
Statut: epublish

Résumé

Synthetic nitrone spin-traps are being explored as therapeutic agents for the treatment of a wide range of oxidative stress-related pathologies, including but not limited to stroke, cancer, cardiovascular, and neurodegenerative diseases. In this context, increasing efforts are currently being made to the design and synthesis of new nitrone-based compounds with enhanced efficacy. The most researched nitrones are surely the ones related to α-phenyl-tert-butylnitrone (PBN) and 5,5-dimethyl-1-pyrroline N-oxide (DMPO) derivatives, which have shown to possess potent biological activity in many experimental animal models. However, more recently, nitrones with a benzoxazinic structure (3-aryl-2H-benzo[1,4]oxazin-N-oxides) have been demonstrated to have superior antioxidant activity compared to PBN. In this study, two new benzoxazinic nitrones bearing an electron-withdrawing methoxycarbonyl group on the benzo moiety (in

Identifiants

pubmed: 34439472
pii: antiox10081224
doi: 10.3390/antiox10081224
pmc: PMC8388956
pii:
doi:

Types de publication

Journal Article

Langues

eng

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Auteurs

Stefania Marano (S)

Dipartimento di Scienze e Ingegneria della Materia, dell'Ambiente ed Urbanistica (SIMAU), Università Politecnica delle Marche, via Brecce Bianche, 60131 Ancona, Italy.

Cristina Minnelli (C)

Dipartimento di Scienze della Vita e dell'Ambiente (DISVA), Università Politecnica delle Marche, via Brecce Bianche, 60131 Ancona, Italy.

Lorenzo Ripani (L)

Dipartimento di Chimica, Università di Bologna, via Selmi 2, 40126 Bologna, Italy.

Massimo Marcaccio (M)

Dipartimento di Chimica, Università di Bologna, via Selmi 2, 40126 Bologna, Italy.

Emiliano Laudadio (E)

Dipartimento di Scienze e Ingegneria della Materia, dell'Ambiente ed Urbanistica (SIMAU), Università Politecnica delle Marche, via Brecce Bianche, 60131 Ancona, Italy.

Giovanna Mobbili (G)

Dipartimento di Scienze della Vita e dell'Ambiente (DISVA), Università Politecnica delle Marche, via Brecce Bianche, 60131 Ancona, Italy.

Adolfo Amici (A)

Dipartimento di Scienze Cliniche Specialistiche ed Odontostomatologiche-Sez. Biochimica, Biologia e Fisica, Università Politecnica delle Marche, 60131 Ancona, Italy.

Tatiana Armeni (T)

Dipartimento di Scienze Cliniche Specialistiche ed Odontostomatologiche-Sez. Biochimica, Biologia e Fisica, Università Politecnica delle Marche, 60131 Ancona, Italy.

Pierluigi Stipa (P)

Dipartimento di Scienze e Ingegneria della Materia, dell'Ambiente ed Urbanistica (SIMAU), Università Politecnica delle Marche, via Brecce Bianche, 60131 Ancona, Italy.

Classifications MeSH