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http://hdl.handle.net/10261/99765
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Campo DC | Valor | Lengua/Idioma |
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dc.contributor.author | Castro, Sonia de | - |
dc.contributor.author | Camarasa Rius, María José | - |
dc.contributor.author | Balzarini, Jan | - |
dc.contributor.author | Velázquez, Sonsoles | - |
dc.date.issued | 2014 | - |
dc.identifier | doi: 10.1016/j.ejmech.2014.06.026 | - |
dc.identifier | issn: 0223-5234 | - |
dc.identifier | e-issn: 1768-3254 | - |
dc.identifier.citation | European Journal of Medicinal Chemistry 83: 174- 189 (2014) | - |
dc.identifier.uri | http://hdl.handle.net/10261/99765 | - |
dc.description.abstract | Herein we report a novel class of 1,4-disubstituted piperidines as potential anticancer agents. One-step and efficient synthesis of a structurally diverse library of piperidine-based analogs with five points of diversity has been developed using the Ugi four-component reaction. A structure-activity relationship (SAR) study showed that the presence of a benzyl or a Boc group at the N-1 position together with two or three aromatic groups at the C-4 position of the piperidine ring are important for optimal cytostatic properties. Compounds 20, 22, 27 and 29 were found to be the most potent with a 50% inhibitory concentration (IC50) ranging between 3 and 9.5 μM in the cancer cell lines evaluated. The NCI60 screen confirmed this 50% cytostatic concentration range for compound 20, irrespective of the nature of the tumor cell lines evaluated. The NCI COMPARE algorithm did not show any significant correlation between the growth inhibition profile of compound 20 with the NCI database compound profiles suggesting a potential novel mechanism of action. | - |
dc.description.sponsorship | The authors thank Mrs. Lizette van Berckelaer and Mrs. Kristien Minner for excellent technical assistance in the cytostatic evaluations. We also thank the Spanish MINECO (Project SAF2012- 39760-C02), the Comunidad de Madrid (BIPEDD-2-CM ref S-2010/ BMD-2457) and the KU Leuven (GOA 10/014) for fi nancial support. We also give thanks to the Spanish Ministry of Science and Inno- vation for a Juan de la Cierva contract to S.d.C. (JDC-MICINN). The National Institutes of Health (NIH) is gratefully acknowledged for their willingness to include compound 20 in their NCI60 anticancer screen | - |
dc.publisher | Elsevier | - |
dc.rights | closedAccess | - |
dc.subject | Disubstituted piperidines | - |
dc.subject | Ugi reaction | - |
dc.subject | Anticancer | - |
dc.subject | Structureeactivity relationships | - |
dc.title | Discovery and SAR studies of a novel class of cytotoxic 1,4-disubstituted piperidines via Ugi reaction | - |
dc.type | artículo | - |
dc.identifier.doi | 10.1016/j.ejmech.2014.06.026 | - |
dc.relation.publisherversion | http://dx.doi.org/10.1016/j.ejmech.2014.06.026 | - |
dc.date.updated | 2014-07-14T09:13:56Z | - |
dc.description.version | Peer Reviewed | - |
dc.language.rfc3066 | eng | - |
dc.contributor.funder | Ministerio de Economía y Competitividad (España) | - |
dc.contributor.funder | Ministerio de Ciencia e Innovación (España) | - |
dc.contributor.funder | Comunidad de Madrid | - |
dc.contributor.funder | University of Leuven | - |
dc.identifier.funder | http://dx.doi.org/10.13039/501100003329 | es_ES |
dc.identifier.funder | http://dx.doi.org/10.13039/501100004837 | es_ES |
dc.identifier.funder | http://dx.doi.org/10.13039/100012818 | es_ES |
dc.type.coar | http://purl.org/coar/resource_type/c_6501 | es_ES |
item.cerifentitytype | Publications | - |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
item.grantfulltext | none | - |
item.openairetype | artículo | - |
item.fulltext | No Fulltext | - |
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