Synthesis and preliminary DNA-binding studies of diimineplatinum(II) complexes containing 3-or 4-pyridineboronic acid

Ching, H. Y. Vincent, Clegg, Jack K. and Rendina, Louis M. (2007) Synthesis and preliminary DNA-binding studies of diimineplatinum(II) complexes containing 3-or 4-pyridineboronic acid. Dalton Transactions, 21: 2121-2126. doi:10.1039/b618668h

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Author Ching, H. Y. Vincent
Clegg, Jack K.
Rendina, Louis M.
Title Synthesis and preliminary DNA-binding studies of diimineplatinum(II) complexes containing 3-or 4-pyridineboronic acid
Journal name Dalton Transactions   Check publisher's open access policy
ISSN 1477-9226
1477-9234
Publication date 2007-01
Sub-type Article (original research)
DOI 10.1039/b618668h
Issue 21
Start page 2121
End page 2126
Total pages 6
Place of publication Cambridge, United Kingdom
Publisher Royal Society of Chemistry
Language eng
Formatted abstract
A series of platinum(ii) complexes of the type [Pt(NN)(pyB) 2](NO3)2 (NN = bipy, phen; pyB = 3- or 4-pyridineboronic acid) were successfully prepared and fully characterised by 1D- and 2D-multinuclear NMR spectroscopy and ESI-MS. Using VT 1H NMR spectroscopy, rotational isomers for [Pt(NN)(3-pyB)2](NO 3)2 were identified and the free energies of activation for rotation of 3-pyB about the Pt-N bond were determined to be ΔG‡310 = 69.2 ± 0.1 kJ mol-1 and ΔG‡305 = 66.0 ± 0.1 kJ mol-1 for [Pt(bipy)(3-pyB)2](NO3)2 and [Pt(phen)(3-pyB)2](NO3)2, respectively. The 3- and 4-pyB ligands readily deboronate in boiling H2O to afford [Pt(NN)(py)2](NO3)2; the structure of [Pt(phen)(py)2]2+ (as its PF6- salt) was confirmed by X-ray crystallography. Preliminary thermal denaturation studies revealed only minimal interactions between [Pt(NN)(pyB) 2](NO3)2 and calf-thymus DNA and is attributed to hydroxylation of the boronic acid groups at pH 7.4 to afford the corresponding zwitterionic boronate species. This was confirmed by means of variable pH 1H and 11B{1H} NMR spectroscopy.
Keyword Square planar complexes
Cobaloxime units held
Platinum(ii) complexes
Crystal structure
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status Non-UQ
Additional Notes First published on the web 30 March 2007.

Document type: Journal Article
Sub-type: Article (original research)
Collection: School of Chemistry and Molecular Biosciences
 
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