Synthesis and anticancer activity of silver(I)-N-heterocyclic carbene complexes derived from the natural xanthine products caffeine, theophylline and theobromine
Mohamed HA, Lake BR, Laing T, Phillips RM, Willans CE
Dalton transactions (Cambridge, England : 2003) · 35 citations
How it was studied
- Design
- In vitro/mechanistic study (classified by our AI screen)
- Studied in
- Cells or lab samples
- Main outcome
- No health outcome
Who paid for it
- Funding
- Independent funding
- University or hospital
- University of Leeds
- Government
- Engineering and Physical Sciences Research Council
- University or hospital
- University Of Leeds
- Grants
- Engineering and Physical Sciences Research Council (EP/K039202/1); Engineering and Physical Sciences Research Council (EP/K039202/1)
Based on 3 listed funder(s).
Publication
- Published
- 2015-01-01 · Dalton Trans · vol. 44 · issue 16 · pp. 7563–7569
- Publisher
- Royal Society of Chemistry
- Cited
- 91 citations · more than 96% of similar papers · 5.1× the field average
- Impact
- Top 10% most cited in its field
- References
- 23 works
- Access
- Paywalled
- Research areas
- N-Heterocyclic Carbenes in Organic and Inorganic Chemistry · Catalytic Cross-Coupling Reactions · Cyclopropane Reaction Mechanisms
- Keywords
- Theobromine, Theophylline, Chemistry, Xanthine, Carbene, Caffeine, Cytotoxicity, Ligand (biochemistry), Steric effects, Organic chemistry, Xanthine oxidase, Combinatorial chemistry, Medicinal chemistry, Stereochemistry, Biochemistry, Pharmacology, In vitro, Enzyme, Receptor, Catalysis
- MeSH
- cell line, tumor, humans, silver, methane, heterocyclic compounds, caffeine, theobromine, theophylline, xanthine, antineoplastic agents, biological products, crystallography, x-ray, drug screening assays, antitumor, cell survival, molecular conformation, coordination complexes, hydrophobic and hydrophilic interactions
5 authors
From GB, US
- Heba A. MohamedUniversity of Leeds
- Benjamin R. M. LakeUniversity of Leeds
- Thomas LaingUniversity of Bradford; University of Pittsburgh at Bradford
- Roger M. Phillips · correspondingUniversity of Huddersfield
- Charlotte E. Willans · correspondingUniversity of Leeds
Abstract
A new library of silver(I)-N-heterocyclic carbene complexes prepared from the natural products caffeine, theophylline and theobromine is reported. The complexes have been fully characterised using a combination of NMR spectroscopy, mass spectrometry, elemental analysis and X-ray diffraction analysis. Furthermore, the hydrophobicity of the complexes has been measured. The silver(I)-N-heterocyclic carbenes have been evaluated for their antiproliferative properties against a range of cancer cell lines of different histological types, and compared to cisplatin. The data shows different profiles of response when compared to cisplatin in the same panel of cells, indicating a different mechanism of action. Furthermore, it appears that the steric effect of the ligand and the hydrophobicity of the complex both play a role in the chemosensitivity of these compounds, with greater steric bulk and greater hydrophilicity delivering higher cytotoxicity.
Abstract via Europe PMC. Copyright remains with the authors or publisher.
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