Please use this identifier to cite or link to this item: http://repositorio.ufla.br/jspui/handle/1/30800
metadata.artigo.dc.title: Synthesis, antiproliferative activities, and computational evaluation of novel isocoumarin and 3,4-dihydroisocoumarin derivatives
metadata.artigo.dc.creator: Guimarães, Keller G.
Freitas, Rossimiriam P. de
Ruiz, Ana L. T. G.
Fiorito, Giovanna F.
Carvalho, João E. de
Cunha, Elaine Fontes Ferreira da
Ramalho, Teodorico C.
Alves, Rosemeire B.
metadata.artigo.dc.subject: Isocoumarin
3,4-Dihydroisocoumarin
Castro–Stephens reaction
Antiproliferative
metadata.artigo.dc.publisher: Elsevier
metadata.artigo.dc.date.issued: 2016
metadata.artigo.dc.identifier.citation: GUIMARÃES, K. G. et al. Synthesis, antiproliferative activities, and computational evaluation of novel isocoumarin and 3,4-dihydroisocoumarin derivatives. European Journal of Medicinal Chemistry, [S.l.], v. 111, p. 103-113,Mar. 2016.
metadata.artigo.dc.description.abstract: A series of novel isocoumarin derivatives were synthesized using Castro–Stephens cross-coupling. Moreover, novel 3,4-dihydroisocoumarin derivatives were obtained by catalytic hydrogenation of the corresponding isocoumarin precursors. The antiproliferative activity of all compounds was evaluated in vitro in different tumor cells. Furthermore, docking calculations were performed for the kallikrein 5 (KLK5) active site to predict the possible mechanism of action of this series of compounds. Theoretical findings indicate that the 3,4-dihydroisocoumarin derivative 10a forms hydrogen bonds with Ser190 and Gln192 residues of KLK5. This derivative was the most active compound in the series with potent antiproliferative activity and high selectivity index (SI > 378.79) against breast cancer cells (MCF-7, GI50 = 0.66 μg mL−1). This compound represents a promising matrix for developing new antiproliferative agents.
metadata.artigo.dc.identifier.uri: https://www.sciencedirect.com/science/article/pii/S0223523416300599
http://repositorio.ufla.br/jspui/handle/1/30800
metadata.artigo.dc.language: en_US
Appears in Collections:DQI - Artigos publicados em periódicos

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