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http://hdl.handle.net/1843/70782| Type: | Artigo de Periódico |
| Title: | Synthesis, antiproliferative activities, and computational evaluation of novel isocoumarin and 3,4-dihydroisocoumarin derivatives |
| Authors: | Keller Guilherme Guimarães Rossimiriam Pereira de Freitas Ana Lúcia Tasca Gois Ruiz Giovanna Francisco Fiorito João Ernesto de Carvalho Elaine Fontes Ferreira da Cunha Teodorico de Castro Ramalho Rosemeire Brondi Alves |
| 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. |
| Subject: | Química farmacêutica Sintese Hidrogenação Células - Proliferação Compostos orgânicos |
| language: | eng |
| metadata.dc.publisher.country: | Brasil |
| Publisher: | Universidade Federal de Minas Gerais |
| Publisher Initials: | UFMG |
| metadata.dc.publisher.department: | ICX - DEPARTAMENTO DE QUÍMICA |
| Rights: | Acesso Restrito |
| metadata.dc.identifier.doi: | https://doi.org/10.1016/j.ejmech.2016.01.051 |
| URI: | http://hdl.handle.net/1843/70782 |
| Issue Date: | 2016 |
| metadata.dc.url.externa: | https://www.sciencedirect.com/science/article/pii/S0223523416300599 |
| metadata.dc.relation.ispartof: | European Journal of Medicinal Chemistry |
| Appears in Collections: | Artigo de Periódico |
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