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Dinuclear silver(I)-N-heterocyclic carbene complexes of N-allyl substituted (benz)imidazol-2-ylidenes with pyridine spacers: synthesis, crystal structures, nuclease and antibacterial studies

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Abstract

The synthesis, structures and antibacterial studies of silver complexes of N-heterocyclic carbene (NHC) ligands are reported. The NHC precursors, 2,6-bis(3-allylimidazol-1-ylmethyl) pyridine hexafluorophosphate (1) and 2,6-bis(3-allylbenzimidazol-1-ylmethyl)pyridine dibromide (2) were treated with Ag2O to yield 2,6-bis(3-allylimidazol-1-ylmethyl)pyridine disilver bis(hexafluorophosphate) (3) and 2,6-bis(3-allylbenzimidazolium-1-ylmethyl)pyridine disilver bis(hexafluorophosphate) (4). All four compounds were characterized by physico-chemical and spectroscopic techniques and by single-crystal X-ray diffraction. The compounds were screened for their antibacterial activities against Staphylococcus aureus (ATCC 12600) as a Gram-positive and Escherichia coli (ATCC 11303) as a Gram-negative bacteria. Compounds 1 and 2 showed no inhibition while 3 and 4 inhibited the growth of these bacteria. The nuclease activities of the compounds were evaluated by gel electrophoresis, and the results indicate that complexes 3 and 4 can degrade both DNA and RNA.

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Acknowledgments

The authors thank Universiti Sains Malaysia (USM) for the Research University (RU) Grant 1001/PKIMIA/811157. The authors are grateful to Prof A. A. Amirul of the School of biological Sciences, Universiti Sains Malaysia, for his useful technical assistance.

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  1. The School of Chemical Sciences, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia

    Rosenani A. Haque, Patrick O. Asekunowo & Mohd. R. Razali

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  1. Rosenani A. Haque
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  2. Patrick O. Asekunowo
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  3. Mohd. R. Razali
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Correspondence to Rosenani A. Haque.

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Haque, R.A., Asekunowo, P.O. & Razali, M.R. Dinuclear silver(I)-N-heterocyclic carbene complexes of N-allyl substituted (benz)imidazol-2-ylidenes with pyridine spacers: synthesis, crystal structures, nuclease and antibacterial studies. Transition Met Chem 39, 281–290 (2014). https://doi.org/10.1007/s11243-014-9801-5

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