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Comprehensive study of nitrofuroxanoquinolines. New perspective donors of NO molecules.

Authors :
Fedik NS
Kletskii ME
Burov ON
Lisovin AV
Kurbatov SV
Chistyakov VA
Morozov PG
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.)

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