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Drug-tubulin interactions interrogated by transient absorption spectroscopy

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Drug-tubulin interactions interrogated by transient absorption spectroscopy

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dc.contributor.author Bosca Mayans, Francisco es_ES
dc.contributor.author Sastre Navarro, German Ignacio es_ES
dc.contributor.author Andreu, José María es_ES
dc.contributor.author Jornet, David es_ES
dc.contributor.author Tormos Faus, Rosa Esperanza es_ES
dc.contributor.author Miranda Alonso, Miguel Ángel es_ES
dc.date.accessioned 2017-09-27T10:05:06Z
dc.date.available 2017-09-27T10:05:06Z
dc.date.issued 2015
dc.identifier.issn 2046-2069
dc.identifier.uri http://hdl.handle.net/10251/88053
dc.description.abstract [EN] Colchicine (COL) is a bioactive molecule with antitumor properties. When COL binds to tubulin (TU), it inhibits microtubule assembly dynamics. We have investigated COL-TU interactions using laser flash photolysis (LFP) technique and performing fully flexible molecular dynamics simulations. Excitation of COL at 355 nm in aqueous medium did not lead to any transient absorption spectrum. By contrast, in the presence of TU a transient peaking at lambda(max) ca. 420 nm was registered and assigned as triplet excited COL complexed with TU ((COL)-C-3*@TU). In aerated medium, the lifetime was tau ca. 160 mu s and the quantum yield was 0.138. Likewise, when the bicyclic COL analog MTC was submitted to LFP in the presence of TU, (MTC)-M-3@TU* was detected with a lifetime of ca. 62 ms and a quantum yield of 0.296, Aqueous solutions of MTC did not produce any signal in the microsecond timescale. The triplet energy of MTC was obtained by means of emission measurements and found to be ca. 200 kJ mol(-1), a value that matches with that previously reported for COL (188 kJ mol(-1)). Molecular dynamic simulations, both with the ground and triplet excited state, reveal a strong interaction between COL and TU to give stabilized complexes with restricted mobility inside the protein binding site. These results demonstrate that LFP is a useful methodology to study the binding of COL derivatives to TU and open a new way to evaluate the interactions of non-fluorescent anticancer drugs with this protein. es_ES
dc.description.sponsorship Financial support from the Spanish Government (grants CTQ2010-19909; BFU2011-23416 and SEV 2012-0267), the Generalitat Valenciana (Prometeo II/2013/005) and Comunidad de Madrid (S2010/BMD-2353) is gratefully acknowledged. G.S. thanks ASIC-UPV for computing time.
dc.language Inglés es_ES
dc.publisher Royal Society of Chemistry es_ES
dc.relation.ispartof RSC Advances es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject Colchicine site inhibitors es_ES
dc.subject Fluorescence stopped-flow es_ES
dc.subject Molecular-dynamics es_ES
dc.subject Anticancer drugs es_ES
dc.subject Binding-site es_ES
dc.subject Analogs es_ES
dc.subject Ring es_ES
dc.subject Complex es_ES
dc.subject Lumicolchicines es_ES
dc.subject Polymerization es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.title Drug-tubulin interactions interrogated by transient absorption spectroscopy es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1039/C5RA05636E
dc.relation.projectID info:eu-repo/grantAgreement/MICINN//CTQ2010-19909/ES/MECANISMOS IMPLICADOS EN LA FOTO-REACTIVIDAD ENTRE FARMACOS CON PROPIEDADES ANTINEOPLASICAS Y SUS BIOMOLECULAS DIANA/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/GVA//PROMETEOII%2F2013%2F005/ES/ESPECIES FOTOACTIVAS Y SU INTERACCION CON BIOMOLECULAS/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/CAM//S2010%2FBMD-2353/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MICINN//BFU2011-23416/ES/INHIBICION FUNCIONAL DE LA PROTEINA DE DIVISION CELULAR FTSZ Y ENSAMBLAJE DE NUEVAS TUBULINAS/
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//SEV-2012-0267/
dc.rights.accessRights Abierto es_ES
dc.contributor.affiliation Universitat Politècnica de València. Instituto Universitario Mixto de Tecnología Química - Institut Universitari Mixt de Tecnologia Química es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Química - Departament de Química es_ES
dc.description.bibliographicCitation Bosca Mayans, F.; Sastre Navarro, GI.; Andreu, JM.; Jornet, D.; Tormos Faus, RE.; Miranda Alonso, MÁ. (2015). Drug-tubulin interactions interrogated by transient absorption spectroscopy. RSC Advances. 5(61):49451-49458. https://doi.org/10.1039/C5RA05636E es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion http://doi.org/10.1039/c5ra05636e es_ES
dc.description.upvformatpinicio 49451 es_ES
dc.description.upvformatpfin 49458 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 5 es_ES
dc.description.issue 61 es_ES
dc.relation.senia 297109 es_ES
dc.contributor.funder Ministerio de Ciencia e Innovación
dc.contributor.funder Generalitat Valenciana
dc.contributor.funder Comunidad de Madrid
dc.contributor.funder Ministerio de Economía y Competitividad es_ES
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