Synthesis and Antiproliferative Activity of 3 and 7-Styrylcoumarins
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Otros documentos de la autoría: Herrera-R, Angie; Castrillón, Wilson; Otero, Elver; Ruiz, Esneyder; Carda, Miguel; Agut, Raúl; Naranjo Preciado, Tonny; Moreno, Gustavo; Maldonado, María Elena; Cardona Galeano, Wilson Isidro
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INVESTIGACIONMetadatos
Título
Synthesis and Antiproliferative Activity of 3 and 7-StyrylcoumarinsAutoría
Fecha de publicación
2018Editor
Springer VerlagISSN
1054-2523; 1554-8120Cita bibliográfica
Herrera-R, A., Castrillón, W., Otero, E. et al. Med Chem Res (2018) 27: 1893. https://doi.org/10.1007/s00044-018-2202-0Tipo de documento
info:eu-repo/semantics/articleVersión de la editorial
https://link.springer.com/article/10.1007/s00044-018-2202-0Versión
info:eu-repo/semantics/acceptedVersionPalabras clave / Materias
Resumen
A series of styrylcoumarins were obtained via Mizoroki-Heck reactions between 3-bromo-4-methyl7-(octyloxy)-2H-chromen-2-one
or 2-oxo-2H-chromen-7-yl trifluoromethanesulfonate and
functionalized styrenes. The structures ... [+]
A series of styrylcoumarins were obtained via Mizoroki-Heck reactions between 3-bromo-4-methyl7-(octyloxy)-2H-chromen-2-one
or 2-oxo-2H-chromen-7-yl trifluoromethanesulfonate and
functionalized styrenes. The structures of the products were elucidated by spectroscopic analysis.
All compounds were evaluated against SW480 and CHO-K1 cell lines. A number of hybrids
showed good antiproliferative activity. Among the tested compounds, hybrids 6e, 10c and 10d,
exhibited the highest activity (IC50- SW480/48h = 6,92; 1,01 and 5,33 µM, respectively) and selectivity
(IS48h = >400; 67,8 and 7,2, respectively). In addition, these compounds were able to preserve their
activities over time. The results achieved by these hybrids were even better than the lead
compounds (coumarin and resveratrol) and the standard drug (5-FU). As regards structure-activity
relationship it seems that the location of the styryl group on the coumarin structure and the presence
of the hydroxyl group on the phenyl ring were determinant for the activity. [-]
Publicado en
Medicinal Chemistry Research (2018) 27Proyecto de investigación
CODI 2014-808Derechos de acceso
© Springer Science+Business Media, LLC, part of Springer Nature 2018. “This is a post-peer-review, pre-copyedit version of an article published in Medicinal Chemistry Research. The final authenticated version is available online at: http://dx.doi.org/10.1007/s00044-018-2202-0”
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