Errington, Rachel J.  ORCID: https://orcid.org/0000-0002-8016-4376, Sadiq, Maria, Cosentino, Laura, Wiltshire, Marie, Sadiq, Omair, Sini, Marcella, Lizano, Enric, Pujol, Maria D., Morais, Goreti R. and Pors, Klaus
2018.
Probing cytochrome P450 bioactivation and fluorescent properties with morpholinyl-tethered anthraquinones.
Bioorganic and Medicinal Chemistry Letters
28
(8)
, pp. 1274-1277.
10.1016/j.bmcl.2018.03.040
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Abstract
Structural 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.
| Item Type: | Article |
|---|---|
| Date Type: | Publication |
| Status: | Published |
| Schools: | Schools > Medicine |
| Publisher: | Elsevier |
| ISSN: | 0960-894X |
| Date of First Compliant Deposit: | 11 May 2018 |
| Date of Acceptance: | 15 March 2018 |
| Last Modified: | 19 Nov 2024 19:15 |
| URI: | https://orca.cardiff.ac.uk/id/eprint/111385 |
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