Khe, Jia Ming and Fong, Zhijack and Lee, Wai Leng and Tan, Kong Wai and Ting, Adeline Su Yien and Cheow, Yuen Lin (2024) Synthesis, characterisation and biological evaluation of novel bisimidazolium mononuclear and dinuclear silver(I)-N-heterocyclic carbene complexes with long N-alkyl chains. Journal of Organometallic Chemistry, 1009. p. 123076. ISSN 0022-328X, DOI https://doi.org/10.1016/j.jorganchem.2024.123076.
Full text not available from this repository.Abstract
Current drug research has been focusing on silver N -heterocyclic carbene (NHC) complex. Its metal-ligand bonds are stabilised by the strong -electron donor nature of NHC, ultimately increasing its antimicrobial properties. A series of imidazolium salts and their corresponding Ag(I)-NHC complexes with different NHC side chains in terms of alkyl chain length and mono/biscarbene functionalities have been successfully synthesised, characterised, and evaluated for their potential antimicrobial activities. It was shown that the imidazolium salts and Ag(I)-NHC complexes with long aliphatic alkyl N -1/ N -3 side chains and bisimidazolium ligands possess promising bioactivities in general, with minimum inhibitory concentration (MIC) against microbes ranging from 0.12 to 7.81 mu g/mL against selected six Gram-positive bacterial strains ( Staphylococcus aureus and Enterococcus faecalis ), two Gram-negative bacteria ( Escherichia coli and Shigella flexneri ) and two fungal strains ( Candida albicans ) for 2 -7d & Ag-2 -7d . It was found that the compounds with biscarbene structures ( 6d & Ag-6d ) possess less toxic effects against immortalised human keratinocyte (HaCaT) cells. However, it must be noted that the toxic effect against HaCaT is higher among Ag(I)-NHC complexes ( Ag-4d & Ag-6d ) than their corresponding imidazolium salts ( 4d & 6d ) in general. Hence, the variation of side chains, number of imidazolium centres and their respective cytotoxic effect provide insights into the future drug modification towards enhanced antimicrobial activities with minimal side effects.
| Item Type: | Article |
|---|---|
| Funders: | Ministry of Higher Education (MOHE), Malaysia, under Fundamental Research Grant Scheme (FRGS) (FRGS/1/2018/STG01/MUSM/03/1), Malaysia Toray Science Foundation (MTSF) (CNI-000032), School of Science, Monash University Malaysia |
| Uncontrolled Keywords: | N -heterocylic carbenes; Silver; Imidazolium salts; Ag(I)-NHC complex; Antimicrobial; Cytotoxicity |
| Subjects: | Q Science > QD Chemistry |
| Divisions: | Faculty of Science > Department of Chemistry |
| Depositing User: | Ms. Juhaida Abd Rahim |
| Date Deposited: | 15 Oct 2024 02:01 |
| Last Modified: | 15 Oct 2024 02:01 |
| URI: | http://eprints.um.edu.my/id/eprint/45365 |
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