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dc.contributor.authorErrington, R.J.*
dc.contributor.authorSadiq, M.*
dc.contributor.authorCosentino, L.*
dc.contributor.authorWiltshire, M.*
dc.contributor.authorSadiq, O.*
dc.contributor.authorSini, Marcella*
dc.contributor.authorLizano, E.*
dc.contributor.authorPujol, M.D.*
dc.contributor.authorRibeiro Morais, Goreti*
dc.contributor.authorPors, Klaus*
dc.date.accessioned2018-06-06T09:22:33Z
dc.date.available2018-06-06T09:22:33Z
dc.date.issued2018-05-01
dc.identifier.citationErrington RJ, Sadiq M, Cosentino L et al (2018) Probing cytochrome P450 bioactivation and fluorescent properties with morpholinyl-tethered anthraquinones. Bioorganic & Medicinal Chemistry Letters. 28(8): 1274-1277.en_US
dc.identifier.urihttp://hdl.handle.net/10454/16100
dc.descriptionYesen_US
dc.description.abstractStructural features from the anticancer prodrug nemorubicin (MMDX) and the DNA-binding molecule DRAQ5™ were used to prepare anthraquinone-based compounds, which were assessed for their potential to interrogate cytochrome P450 (CYP) functional activity and localisation. 1,4-disubstituted anthraquinone 8 was shown to be 5-fold more potent in EJ138 bladder cancer cells after CYP1A2 bioactivation. In contrast, 1,5-bis((2-morpholinoethyl)amino) substituted anthraquinone 10 was not CYP-bioactivated but was shown to be fluorescent and subsequently photo-activated by a light pulse (at a bandwidth 532–587 nm), resulting in punctuated foci accumulation in the cytoplasm. It also showed low toxicity in human osteosarcoma cells. These combined properties provide an interesting prospective approach for opto-tagging single or a sub-population of cells and seeking their location without the need for continuous monitoring.en_US
dc.language.isoenen_US
dc.rights© 2018 Elsevier. Reproduced in accordance with the publisher's self-archiving policy. This manuscript version is made available under the CC-BY-NC-ND 4.0 license.en_US
dc.subjectAnthraquinoneen_US
dc.subjectNemorubicinen_US
dc.subjectMMDXen_US
dc.subjectDRAQ5en_US
dc.subjectCytochrome P450en_US
dc.subjectCYP1A2en_US
dc.subjectFluorophoreen_US
dc.subjectCanceren_US
dc.titleProbing cytochrome P450 bioactivation and fluorescent properties with morpholinyl-tethered anthraquinonesen_US
dc.status.refereedYesen_US
dc.date.Accepted2018-03-15
dc.date.application2018-03-16
dc.typeArticleen_US
dc.type.versionAccepted Manuscripten_US
dc.identifier.doihttps://doi.org/10.1016/j.bmcl.2018.03.040


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