Discovery of phenylsulfonylfuroxan derivatives as gamma globin inducers by histone acetylation

N-oxide derivatives 5(a-b), 8(a-b), and 11(a-c) were designed, synthesized and evaluated in vitro and in vivo as potential drugs that are able to ameliorate sickle cell disease (SCD) symptoms. All of the compounds demonstrated the capacity to releasing nitric oxide at different levels ranging from 0...

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Detalles Bibliográficos
Autores: Melo, Thais Regina Ferreira de [UNESP], Kumkhaek, Chutima, Fernandes, Guilherme Felipe Dos Santos [UNESP], Lopes Pires, Maria Elisa, Chelucci, Rafael Consolin [UNESP], Barbieri, Karina Pereira [UNESP], Coelho, Fernanda [UNESP], Capote, Ticiana Sidorenko de Oliveira [UNESP], Lanaro, Carolina, Carlos, Iracilda Zeppone [UNESP], Marcondes, Sisi, Chegaev, Konstantin, Guglielmo, Stefano, Fruttero, Roberta, Chung, Man Chin [UNESP], Costa, Fernando Ferreira, Rodgers, Griffin P., Dos Santos, Jean Leandro [UNESP]
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2018
País:Brasil
Institución:Universidade Estadual Paulista (UNESP)
Repositorio:Repositório Institucional da UNESP
Idioma:inglés
OAI Identifier:oai:repositorio.unesp.br:11449/180063
Acceso en línea:http://dx.doi.org/10.1016/j.ejmech.2018.05.008
http://hdl.handle.net/11449/180063
Access Level:acceso abierto
Palabra clave:Analgesic activity
Antiplatelet activity
Epigenetic
Fetal hemoglobin
Furoxan
Sickle cell disease
Descripción
Sumario:N-oxide derivatives 5(a-b), 8(a-b), and 11(a-c) were designed, synthesized and evaluated in vitro and in vivo as potential drugs that are able to ameliorate sickle cell disease (SCD) symptoms. All of the compounds demonstrated the capacity to releasing nitric oxide at different levels ranging from 0.8 to 30.1%, in vivo analgesic activity and ability to reduce TNF-α levels in the supernatants of monocyte cultures. The most active compound (8b) protected 50.1% against acetic acid-induced abdominal constrictions, while dipyrone, which was used as a control only protected 35%. Compounds 8a and 8b inhibited ADP-induced platelet aggregation by 84% and 76.1%, respectively. Both compounds increased γ-globin in K562 cells at 100 μM. The mechanisms involved in the γ-globin increase are related to the acetylation of histones H3 and H4 that is induced by these compounds. In vitro, the most promising compound (8b) was not cytotoxic, mutagenic and genotoxic.