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Comprehensive study of nitrofuroxanoquinolines. New perspective donors of NO molecules.
- Source :
-
Nitric oxide : biology and chemistry [Nitric Oxide] 2019 Dec 01; Vol. 93, pp. 15-24. Date of Electronic Publication: 2019 Sep 06. - Publication Year :
- 2019
-
Abstract
- The goal of present work is the study of NO releasing mechanisms in nitrofuroxanoquinoline (NFQ) derivatives. Mechanisms of their structural non-rigidity and pathways of NO donation - spontaneous or under the action of sulfanyl radicals or photoirradiation - were considered in details, both experimentally and quantum chemically. Furoxan-containing systems of the discussed type are not capable of spontaneous or photoinduced decomposition under mild conditions, and sulfanyl (radical) induced processes are the most preferable. It was shown that appropriate modification of NFQ through [3 + 2] cycloaddition and subsequent aromatization is a powerful tool to design new prospective donors of NO molecule. Two newly obtained NFQ derivatives were proven to have unusually high NO activity in full accordance with the theoretical model. We hope that these examples will encourage community to seek for new NO active molecules among cycloadducts and modified furoxanes.<br /> (Copyright © 2019 Elsevier Inc. All rights reserved.)
- Subjects :
- Cyclic N-Oxides radiation effects
Density Functional Theory
Escherichia coli genetics
Isomerism
Kinetics
Models, Chemical
Nitric Oxide Donors radiation effects
Operon drug effects
Oxadiazoles radiation effects
Quinolines radiation effects
Cyclic N-Oxides chemistry
Nitric Oxide Donors chemistry
Oxadiazoles chemistry
Quinolines chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 1089-8611
- Volume :
- 93
- Database :
- MEDLINE
- Journal :
- Nitric oxide : biology and chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 31499163
- Full Text :
- https://doi.org/10.1016/j.niox.2019.08.007