Radical Scavenging Potential of the Phenothiazine Scaffold: A Computational Analysis.

Density Functional Theory Dose-Response Relationship, Drug Free Radical Scavengers / chemical synthesis Hydrogen Peroxide / antagonists & inhibitors Molecular Structure Phenothiazines / chemical synthesis Structure-Activity Relationship
Antioxidants Density functional calculations Radical scavenging Selenium Sulfur

Journal

ChemMedChem
ISSN: 1860-7187
Titre abrégé: ChemMedChem
Pays: Germany
ID NLM: 101259013

Informations de publication

Date de publication:
14 12 2021
Historique:
revised: 05 09 2021
received: 12 08 2021
pubmed: 19 9 2021
medline: 22 2 2022
entrez: 18 9 2021
Statut: ppublish

Résumé

The reactivity of phenothiazine (PS), phenoselenazine (PSE), and phenotellurazine (PTE) with different reactive oxygen species (ROS) has been studied using density functional theory (DFT) in combination with the QM-ORSA (Quantum Mechanics-based Test for Overall Free Radical Scavenging Activity) protocol for an accurate kinetic rate calculation. Four radical scavenging mechanisms have been screened, namely hydrogen atom transfer (HAT), radical adduct formation (RAF), single electron transfer (SET), and the direct oxidation of the chalcogen atom. The chosen ROS are HO

Identifiants

DOI: 10.1002/cmdc.202100546 PMID: 34536069 PMC: PMC9292796
pubmed: 34536069
doi: 10.1002/cmdc.202100546
pmc: PMC9292796
doi:

Substances chimiques

Free Radical Scavengers 0
Phenothiazines 0
Hydrogen Peroxide BBX060AN9V
phenothiazine GS9EX7QNU6

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

3763-3771

Subventions

Organisme : Università degli Studi di Padova
ID : P-DiSC - BIRD2018-UNIPD
Organisme : EC Research Innovation Action
ID : HPC-EUROPA3
Organisme : EC Research Innovation Action
ID : INFRAIA-2016-1-730897

Informations de copyright

© 2021 The Authors. ChemMedChem published by Wiley-VCH GmbH.

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Auteurs

Marco Dalla Tiezza (M)

Dipartimento di Scienze Chimiche, Università degli Studi di Padova, Via Marzolo 1, 35131, Padova, Italy.
ORCID: 0000-0003-3442-7654

Trevor A Hamlin (TA)

Department of Theoretical Chemistry, Amsterdam Institute of Molecular and Life Sciences (AIMMS), Amsterdam Center for Multiscale Modeling (ACMM), Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081 HV, Amsterdam, The Netherlands.
ORCID: 0000-0002-5128-1004

F Matthias Bickelhaupt (FM)

Department of Theoretical Chemistry, Amsterdam Institute of Molecular and Life Sciences (AIMMS), Amsterdam Center for Multiscale Modeling (ACMM), Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081 HV, Amsterdam, The Netherlands.
Institute for Molecules and Materials (IMM), Radboud University, Heyendaalseweg 135, 6525 AJ, Nijmegen, The Netherlands.
ORCID: 0000-0003-4655-7747

Laura Orian (L)

Dipartimento di Scienze Chimiche, Università degli Studi di Padova, Via Marzolo 1, 35131, Padova, Italy.
ORCID: 0000-0002-1673-5111

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Classifications MeSH

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