Mohamed, HA, Shepherd, S, William, N et al. (7 more authors) (2020) Silver(I) N-Heterocyclic Carbene Complexes Derived from Clotrimazole: Antiproliferative Activity and Interaction with an Artificial Membrane-Based Biosensor. Organometallics. ISSN 0276-7333
Abstract
With the aim of combining the potential anticancer properties of both clotrimazole, an imidazole based antifungal agent, and silver(I) N-heterocyclic carbenes, 13 novel silver(I) N-heterocyclic carbene complexes derived from clotrimazole were synthesized. The complexes were fully characterized, and the partition coefficient of each was determined to provide a measure of hydrophobicity. The antiproliferative properties of the complexes against cancerous and noncancerous cell lines found optimum cytotoxicity when the complex displays an “intermediate lipophilicity”, which describes a complex that possesses both water-soluble groups and lipophilic aromatic groups. The silver complexes were screened on a synthetic biomembrane-like device using a chip-based phospholipid-coated Pt/Hg electrode embedded in a flow cell system. The results are recorded as rapid cyclic voltammograms (RCVs), which give insight into the interactions of the complexes with a cell membrane. Interestingly the principle of “intermediate lipophilicity” also applies to the monolayer interaction to which the silver atom significantly implements an irreversibility.
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Copyright, Publisher and Additional Information: | © 2020 American Chemical Society. This is an author produced version of an article published in Organometallics. Uploaded in accordance with the publisher's self-archiving policy. | ||||
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Institution: | The University of Leeds | ||||
Academic Units: | The University of Leeds > Faculty of Engineering & Physical Sciences (Leeds) > School of Chemistry (Leeds) > Inorganic Chemistry (Leeds) The University of Leeds > Faculty of Engineering & Physical Sciences (Leeds) > School of Chemistry (Leeds) > Physical Chemistry (Leeds) |
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Depositing User: | Symplectic Publications | ||||
Date Deposited: | 15 Apr 2020 14:03 | ||||
Last Modified: | 20 Mar 2021 01:38 | ||||
Status: | Published online | ||||
Publisher: | American Chemical Society | ||||
Identification Number: | https://doi.org/10.1021/acs.organomet.0c00069 |