New acyloxy nitroso compounds with improved water solubility and nitroxyl (HNO) release kinetics and inhibitors of platelet aggregation.
Bioorg Med Chem
; 23(17): 6069-77, 2015 Sep 01.
Article
em En
| MEDLINE
| ID: mdl-26228501
ABSTRACT
New acyloxy nitroso compounds, 4-nitrosotetrahydro-2H-pyran-4-yl 2,2,2-trichloroacetate and 4-nitrosotetrahydro-2H-pyran-4-yl 2,2-dichloropropanoate were prepared. These compounds release HNO under neutral conditions with half-lives between 50 and 120min, identifying these HNO donors as kinetically intermediate to the much slower acetate derivative and the faster trifluoroacetic acid derivative. These compounds or HNO-derived from these compounds react with thiols, including glutathione, thiol-containing enzymes and heme-containing proteins in a similar fashion to other acyloxy nitroso compounds. HNO released from these acyloxy nitroso compounds inhibits activated platelet aggregation. These acyloxy nitroso compounds augment the range of release for this group of HNO donors and should be valuable tools in the further study of HNO biology.
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Base de dados:
MEDLINE
Assunto principal:
Agregação Plaquetária
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Óxidos de Nitrogênio
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Compostos Nitrosos
Limite:
Humans
Idioma:
En
Ano de publicação:
2015
Tipo de documento:
Article