Vanillin enones as selective inhibitors of the cancer associated carbonic anhydrase isoforms IX and XII: the out of the active site pocket for the design of selective inhibitors?

dc.creatorRiafrecha, Leonardo Ezequiel
dc.creatorLe Pors, Macarena
dc.creatorLavecchia, Martín José
dc.creatorBua, Silvia
dc.creatorSupuran, Claudiu T.
dc.creatorColinas, Pedro Alfonso
dc.date2021
dc.date2021-12-23T15:55:15Z
dc.date.accessioned2023-07-15T05:16:32Z
dc.date.available2023-07-15T05:16:32Z
dc.identifierhttp://sedici.unlp.edu.ar/handle/10915/129972
dc.identifierissn:1475-6374
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/7472742
dc.descriptionNew C-glycosides and α,β-unsaturated ketones incorporating the 4-hydroxy-3-methoxyphenyl (vanillin) moiety as inhibitors of carbonic anhydrase (CA, EC 4.2.1.1) isoforms have been investigated. The inhibition profile of these compounds is presented against four human CA (hCA) isozymes, comprising hCAs I and II (cytosolic, ubiquitous enzymes) and hCAs IX and XII (tumour associated isozymes). Docking analysis of the inhibitors within the active sites of these enzymes has been performed and is discussed, showing that the observed selectivity could be explained in terms of an alternative pocket out of the CA active site where some of these compounds may bind. Several derivatives were identified as selective inhibitors of the tumour-associated hCA IX and XII. Their discovery might be a step in the strategy for finding an effective non-sulfonamide CA inhibitor useful in therapy/diagnosis of hypoxic tumours or other pathologies in which CA isoforms are involved.
dc.descriptionCentro de Estudios de Compuestos Orgánicos
dc.descriptionCentro de Química Inorgánica
dc.formatapplication/pdf
dc.format2118-2127
dc.languageen
dc.rightshttp://creativecommons.org/licenses/by/4.0/
dc.rightsCreative Commons Attribution 4.0 International (CC BY 4.0)
dc.subjectQuímica
dc.subjectVanillin
dc.subjectCarbonic anhydrase
dc.subjectEnzyme inhibitors
dc.subjectMolecular docking
dc.subjectEnones
dc.titleVanillin enones as selective inhibitors of the cancer associated carbonic anhydrase isoforms IX and XII: the out of the active site pocket for the design of selective inhibitors?
dc.typeArticulo
dc.typeArticulo


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