Synthesis, ex Vivo and in Vitro Hydrolysis Study of an Indoline Derivative Designed as an Anti-Inflammatory with Reduced Gastric Ulceration Properties

Autor(es)

Chung, Man Chin ^[1] ; dos Santos, Jean Leandro ^[1] ; Oliveira, Ednir Vizioli ^[1] ; Blau, Lorena ^[1] ; Menegon, Renato Farina ^[1] ; Peccinini, Rosangela Goncalves ^[2]

Afiliação do(s) autor(es)

^[1] UNESP, Fac Ciencias Farmaceut, Dept Farmacos & Medicamentos, Lapdesf Lab Pesquisa & Desenvolvimento Farmacos, BR-14801902 Araraquara, SP - Brazil

^[2] UNESP, Fac Ciencias Farmaceut, Dept Principios Ativos Nat & Toxicol, BR-14801902 Araraquara, SP - Brazil

• Tipo de documento: Artigo Científico
• Fonte: Molecules; v. 14, n. 9, p. 3187-3197, SEP 2009.
• Citações Web of Science: 10

Resumo

The compound 1-(2,6-dichlorophenyl)indolin-2-one (1), planned as a pro-drug of diclofenac (2), was easily synthesized in 94% yield by an intramolecular reaction in the presence of coupling agent (i.e., EDC). Compound 1 showed anti-inflammatory and analgesic activity without gastro-ulcerogenic effects. The chemical and enzymatic hydrolysis profile of the lactam derivative 1 does not indicate conversion to diclofenac (2). This compound is a new non-ulcerogenic prototype for treatment of chronic inflammatory diseases. (AU)

• Processo FAPESP: 07/56115-0 - Otimização, síntese e avaliação farmacológica de compostos híbridos duais úteis para o tratamento dos sintomas da anemia falciforme
• Beneficiário: Jean Leandro dos Santos
• Modalidade de apoio: Bolsas no Brasil - Doutorado