Insights into DNA binding of ruthenium arene complexes: Role of hydrogen bonding and π stacking

Gkionis, Konstantinos, Platts, James Alexis ORCID: https://orcid.org/0000-0002-1008-6595 and Hill, John Grant 2008. Insights into DNA binding of ruthenium arene complexes: Role of hydrogen bonding and π stacking. Inorganic Chemistry 47 (9) , pp. 3893-3902. 10.1021/ic702459h

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Abstract

Density functional theory (DFT) methods are used to investigate the binding of ruthenium arene complexes, proposed as promising anticancer drugs, to isolated nucleobases. This shows a clear preference for binding at guanine over any other base and an approximately 100 kJ mol−1 difference in binding between guanine and adenine in the gas phase, while binding to cytosine and inosine are intermediate in energy between these extremes. Solvation reduces binding energies and the discrimination between bases but maintains the overall pattern of binding. DFT and ab initio data on arene−base interactions in the absence of ruthenium show that stacking and hydrogen-bonding interactions play a significant role but cannot account for all of the energy difference between bases observed. Atoms-in-molecules analysis allows further decomposition of binding energies into contributions from covalent-binding, hydrogen-bonding, and π-stacking interactions. Larger arenes undergo stabilizing stacking interactions, whereas N−H···X hydrogen bonding is independent of arene. Pairing of guanine to cytosine is affected by ruthenium complexation, with individual hydrogen-bonding energies being altered but the overall pairing energy remaining almost constant.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry
Subjects:	Q Science > QD Chemistry
Publisher:	ACS
ISSN:	0020-1669
Last Modified:	17 Oct 2022 09:51
URI:	https://orca.cardiff.ac.uk/id/eprint/5954

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