The dichotomy in the DNA-binding behaviour of ruthenium(II) complexes bearing benzoxazole and benzothiazole groups

Spillane, Catriona B. and Dabo, Marieme N. V. and Fletcher, Nicholas C. and Morgan, Joy L. and Keene, F. Richard and Haq, Ihtshamul and Buurma, Niklaas J. (2008) The dichotomy in the DNA-binding behaviour of ruthenium(II) complexes bearing benzoxazole and benzothiazole groups. Journal of Inorganic Biochemistry, 102 (4). pp. 673-683. ISSN 0162-0134

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Abstract

The substituted tris(bipyridine)ruthenium(II) complexes {[Ru(bpy)(2)(4,4'-bbob)](2+) and [Ru(bpy)(2)(5,5'-bbob)](2+) [where bpy = 2,2'-bipyridine and bbob = bis(benzoxazol-2-yl)-2,2'-bipyridine] have been prepared and compared to the previously studied complex [Ru(bpy)(2)(4,4'-bbtb)](2+) [where bbtb = bis(benzothiazol-2-yl)-2,2'-bipyridine]. From the UV/VIS titration studies, Delta-[Ru(bpy)(2)(4,4'bbob)](2+) displays a stronger association than the Lambda-isomer with calf-thymus DNA (ct-DNA). For [Ru(bpy)(2)(5,5'-bbob)](2+), there appears to be minimal interaction with ct-DNA. The results of fluorescence titration studies suggest that [Ru(bpy)(2)(4,4'-bbob)](2+) gives an increase in emission intensity with increasing ct-DNA concentrations, with an enantiopreference for the A isomer, confirmed by membrane dialysis studies. The fluorescent intercalation displacement studies revealed that [Ru(bpy)(2)(4,4'-bbob)](2+) and [Ru.(bpy)(2)(5,5'bbob)](2+) display a preference for more open DNA structures such as bulge and hairpin sequences. While Delta-[Ru(bpy)(2)(4,4'-bbtb)](2+) has shown the most significant affinity for all the oligonucleotides sequences screened in previous studies, it is the A isomer of the comparable benzoxazole ruthenium(II) complex (Delta-[Ru(bpy)(2)(4,4'-bbob)](2+)) that preferentially binds to DNA. (c) 2007 Elsevier Inc. All rights reserved.

Item Type:
Journal Article
Journal or Publication Title:
Journal of Inorganic Biochemistry
Uncontrolled Keywords:
/dk/atira/pure/subjectarea/asjc/1300/1303
Subjects:
?? ruthenium2,2'-bipyridinebenzothiazolebenzoxazoleenantioselectivitydna-bindingheterocyclic-compoundsantitumor drugsnucleic-acidslight switchaffinitytris(phenanthroline)ruthenium(ii)hat=1,4,5,8,9,12-hexaazatriphenylenephen=1,10-phenanthrolinestereoselectivi ??
ID Code:
72393
Deposited By:
Deposited On:
22 Jan 2015 10:13
Refereed?:
Yes
Published?:
Published
Last Modified:
15 Jul 2024 14:58