dc.creator | Oliveira de Santana, Quelli Larissa | es |
dc.creator | Santos Evangelista, Tereza C. | es |
dc.creator | Imhof, Petra | es |
dc.creator | Ferreira, Sabrina Baptista | es |
dc.creator | Fernández-Bolaños Guzmán, José María | es |
dc.creator | Sydnes, Magne O. | es |
dc.creator | López López, Óscar | es |
dc.creator | Lindback, Emil | es |
dc.date.accessioned | 2024-02-06T19:19:20Z | |
dc.date.available | 2024-02-06T19:19:20Z | |
dc.date.issued | 2021-03-14 | |
dc.identifier.citation | Oliveira de Santana, Q.L., Santos Evangelista, T.C., Imhof, P., Ferreira, S.B., Fernández-Bolaños Guzmán, J.M., Sydnes, M.O.,...,Lindback, E. (2021). Tacrine-sugar mimetic conjugates as enhanced cholinesterase inhibitors. Organic and Biomolecular Chemistry, 19 (10), 2322-2337. https://doi.org/10.1039/d0ob02588g. | |
dc.identifier.issn | 1477-0520 | es |
dc.identifier.issn | 1477-0539 | es |
dc.identifier.uri | https://hdl.handle.net/11441/154747 | |
dc.description.abstract | We have used the Cu(i)-catalyzed azide-alkyne Huisgen cycloaddition reaction to obtain two families of bivalent heterodimers where tacrine is connected to an azasugar or iminosugar, respectively,vialinkers of variable length. The heterodimers were investigated as cholinesterase inhibitors and it was found that their activity increased with the length of the linker. Two of the heterodimers were significantly stronger acetylcholinesterase inhibitors than the monomeric tacrine. Molecular modelling indicated that the longer heterodimers fitted better into the active gorge of acetylcholinesterase than the shorter counterparts and the former provided more efficient simultaneous interaction with the tryptophan residues in the catalytic anionic binding site (CAS) and the peripheral anionic binding site (PAS). | es |
dc.description.sponsorship | Dirección General de Investigación (DGI) CTQ2016-78703-P | es |
dc.description.sponsorship | Junta de Andalucía FQM134 | es |
dc.format | application/pdf | es |
dc.format.extent | 16 p. | es |
dc.language.iso | eng | es |
dc.publisher | Royal Society of Chemistry | es |
dc.relation.ispartof | Organic and Biomolecular Chemistry, 19 (10), 2322-2337. | |
dc.rights | Attribution-NonCommercial-NoDerivatives 4.0 Internacional | * |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/4.0/ | * |
dc.title | Tacrine-sugar mimetic conjugates as enhanced cholinesterase inhibitors | es |
dc.type | info:eu-repo/semantics/article | es |
dc.type.version | info:eu-repo/semantics/acceptedVersion | es |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | es |
dc.contributor.affiliation | Universidad de Sevilla. Departamento de Química orgánica | es |
dc.relation.projectID | CTQ2016-78703-P | es |
dc.relation.projectID | FQM134 | es |
dc.relation.publisherversion | https://doi.org/10.1039/d0ob02588g | es |
dc.identifier.doi | 10.1039/d0ob02588g | es |
dc.journaltitle | Organic and Biomolecular Chemistry | es |
dc.publication.volumen | 19 | es |
dc.publication.issue | 10 | es |
dc.publication.initialPage | 2322 | es |
dc.publication.endPage | 2337 | es |
dc.contributor.funder | Dirección General de Investigación (DGI). España | es |
dc.contributor.funder | Junta de Andalucía | es |