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Synthesis and Biological Evaluation of a-Tubulin-Binding Pironetin Analogues with Enhanced Lipophilicity
dc.contributor.author | Carda, Miguel | |
dc.contributor.author | Murga, Juan | |
dc.contributor.author | Falomir, Eva | |
dc.contributor.author | Diaz-Oltra, Santiago | |
dc.contributor.author | García Pla, Jorge | |
dc.contributor.author | Paños Pérez, Julián | |
dc.contributor.author | Trigili, Chiara | |
dc.contributor.author | Díaz, J. Fernando | |
dc.contributor.author | Barasoain, Isabel | |
dc.contributor.author | Marco, J. Alberto | |
dc.date.accessioned | 2014-03-07T14:49:14Z | |
dc.date.available | 2014-03-07T14:49:14Z | |
dc.date.issued | 2013 | |
dc.identifier.citation | European Journal of Organic Chemistry Volume 2013, Issue 6, pages 1116–1123, February 2013 | ca_CA |
dc.identifier.issn | 1434-193X | |
dc.identifier.issn | ESSN: 1099-0690 | |
dc.identifier.uri | http://hdl.handle.net/10234/86050 | |
dc.description.abstract | The preparation of four new lipophilic analogues of the natural pyrone pironetin is described. The nine-carbon side chain of the latter has been replaced in one analogue by a 4-phenylbutyl chain and in the other three analogues by long aliphatic chains of thirteen and sixteen carbons, all of them bearing two stereogenic centers. Their cytotoxic activity and their interactions with tubulin have been investigated. It has been found that all four are cytotoxic towards two either sensitive or resistant tumoral cell lines with similar IC50 values in each case, thus indicating that, like the parent natural compound, they also display a covalent mechanism of action. However, one of them operates in all likelihood through a mechanism very similar to pironetin whereas the other three seem to be cytotoxic via a different mechanism. | ca_CA |
dc.format.extent | 69 p. | ca_CA |
dc.format.mimetype | application/pdf | ca_CA |
dc.language.iso | eng | ca_CA |
dc.publisher | Wiley-VCH Verlag | ca_CA |
dc.relation.isPartOf | European Journal of Organic Chemistry, 2013, vol. 2013, no 6 | ca_CA |
dc.rights | Copyright © 1999-2014 John Wiley & Sons, Inc. All Rights Reserved. This is the pre-peer reviewed version of the following article: European Journal of Organic Chemistry Volume 2013, Issue 6, pages 1116–1123, February 2013, which has been published in final form at http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201201283/abstract | ca_CA |
dc.rights.uri | http://rightsstatements.org/vocab/InC/1.0/ | * |
dc.subject | Tubulin | ca_CA |
dc.subject | Microtubules | ca_CA |
dc.subject | Microtubule-disrupting Compounds | ca_CA |
dc.subject | Cytotoxicity | ca_CA |
dc.subject | Lipophilic Pironetin Analogues | ca_CA |
dc.title | Synthesis and Biological Evaluation of a-Tubulin-Binding Pironetin Analogues with Enhanced Lipophilicity | ca_CA |
dc.type | info:eu-repo/semantics/article | ca_CA |
dc.identifier.doi | doi:http://dx.doi.org/10.1002/ejoc.201201283 | |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | ca_CA |
dc.relation.publisherVersion | http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201201283/abstract | ca_CA |
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