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Hofmann, Benjamin J. 
ORCID: https://orcid.org/0000-0001-6408-3472, Aljohani, Enas T., Cicovacki, Natalia, Lee, Ivan, Warren, Derek T., Sobolewski, Anastasia, Stringer, Tameryn ORCID: https://orcid.org/0000-0002-4439-131X and Lord, Rianne M. ORCID: https://orcid.org/0000-0001-9981-129X
(2024)
Ferrocenyl β-diketonate compounds: Extended ring systems for improved anticancer activity.
ChemBioChem.
ISSN 1439-4227
Abstract
A library of ferrocenyl β-diketonate compounds with varying degrees of aromatic functionality have been synthesized and fully characterized. This includes cyclic voltammetry and the analysis of four new structures by single crystal X-ray diffraction. The compounds cytotoxic potential has been determined by MTT screening against pancreatic carcinoma (MIA PaCa-2), ovarian adenocarcinoma (A2780), breast adenocarcinomas (MDA-MB-231 and MCF-7) and normal epithelial retinal (ARPE-19). The compounds show a general trend, where increasing the number of aromatic rings in the molecule yields an increase in cytotoxicity and follows the trend anthracenyl>naphthyl>phenyl>methyl. The compounds are particularly sensitive to the triple negative cancer cell line MDA-MB-231, and the potential modes of action have been studied by production of reactive oxygen species using fluorescence microscopy and cell morphology using Scanning Electron Microscopy. All assays highlight the ferrocenyl β-diketonate with an anthracenyl substituent to be the lead compound in this library. The decomposition of this compound was also observed within cells, yielding a cytotoxic fluorescent molecule, which has been visualized by confocal microscopy.
| Item Type: | Article |
|---|---|
| Additional Information: | Data Availability Statement: The data that support the findings of this study are available in the supplementary material of this article. Acknowledgements: We would like to thank Ms Orfhlaith McCullough at the London Metropolitan University for elemental analysis and Dr Lijiang Song at the University of Warwick for conducting HRMS analysis. Also, to Majmaah University for the PhD scholarship for ETA, and the UKRI Future Leader Fellow scheme [MR/T041315/1] for supporting BJH and RML. |
| Uncontrolled Keywords: | acetylacetone,anticancer,bioinorganic,ferrocenyl,fluorescence,biochemistry,molecular medicine,molecular biology,organic chemistry,sdg 3 - good health and well-being ,/dk/atira/pure/subjectarea/asjc/1300/1303 |
| Faculty \ School: | Faculty of Science > School of Chemistry, Pharmacy and Pharmacology |
| Related URLs: | |
| Depositing User: | LivePure Connector |
| Date Deposited: | 28 Nov 2024 01:37 |
| Last Modified: | 02 Dec 2024 01:45 |
| URI: | https://ueaeprints.uea.ac.uk/id/eprint/97801 |
| DOI: | 10.1002/cbic.202400759 |
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