Scanning Force Microscopy of Small Ligand−Nucleic Acid Complexes:  Tris(<i>o</i>-phenanthroline)ruthenium(II) as a Test for a New Assay

Coury, Joseph E.; Anderson, Jaimie R.; McFail-Isom, Lori; Williams, Loren Dean; Bottomley, Lawrence A.

doi:10.1021/ja9623774

Cited by 103 publications

(67 citation statements)

References 31 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Several studies led to the conclusion that the ∆-isomer either intercalates between the base pairs, [4Ϫ7] or is partially inserted, [8Ϫ10] or it binds to DNA in various ways [11,12] (e.g. in the major [8,10] or in the minor groove [13,14] ).…”

Section: Indroductionmentioning

confidence: 99%

NMR Evidence for Major Groove Binding of Both Λ‐ and Δ‐[Ru(bpy)₂(pqx)](PF₆)₂ to the Oligonucleotide d(CGCGAATTCGCG)₂

2004

View full text Add to dashboard Cite

The enantiomeric complexes Λ-and ∆-[Ru(bpy) 2 (pqx)](PF 6 ) 2 [pqx = 2-(2Ј-pyridyl)quinoxaline] were synthesized and characterized by various spectroscopic techniques. Their binding properties to the oligonucleotide duplex d(CGCGAATTCGCG) 2 were subsequently studied by NMR spectroscopy. 1D and 2D NMR techniques provided evidence for major-groove binding of both enantiomers with the oligonucleotide. The ∆-[Ru(bpy) 2 (pqx)](PF 6 ) 2 enantiomer binds IndroductionThe binding properties of transition metal tris-chelate complexes with DNA have been extensively studied in recent years. [1,2] One of the pioneering works was the report by Barton et al. pointing out the remarkable difference in the binding strength of the enantiomers of [Zn(phen) 3 ] 2ϩ with DNA.[3] The interactions between CT-DNA and the enantiomeric ruthenium complexes Λ-and ∆-[Ru(phen) 3 ] 2ϩ have been studied by several methods, with controversial conclusions. Several studies led to the conclusion that the ∆-isomer either intercalates between the base pairs, [4Ϫ7] or is partially inserted, [8Ϫ10] or it binds to DNA in various ways [11,12] (e.g. in the major [8,10] or in the minor groove [13,14] ). On the other hand Λ-[Ru(phen) 3 ] 2ϩ binds to DNA either by electrostatic forces, [4,5] or surface-bound interactions, [6,12] and with weak binding in the minor [13,14] or the major groove. [8,10] 2,2Ј-Bipyridine has been used as a ligand less often than 1,10-phenanthroline in tris-chelate complexes of Ru II in studies of interactions with DNA due to the lower affinity of this ligand to bind to the DNA helix. Based on photophysical results, it has been suggested that ation or electrostatic interactions. [4,5,15] It has also been reported that no enantiomeric discrimination is apparent between the binding of Λ-and ∆-[Ru(bpy) 3 ] 2ϩ with DNA.[16]The interaction of the mixed-ligand complex [Ru(bpy) 2 (phen)] 2ϩ with DNA has been studied by linear dichroism spectroscopy with the aim of investigating the role of each ligand involved in the complex. The results indicate that the complex shows a similar binding geometry to [Ru(phen) 3 ] 2ϩ in which one phen ligand faces the DNA base pairs, almost as if it were intercalated nearly parallel to them.[9] A similar mixed-ligand complex, [Ru(bpy) 2 (ppz)] 2ϩ (ppz ϭ 4,7-phenanthrolino [6,5-b]pyrazine, a non-classical intercalative ligand), which is longer than phen by a sixmembered fused ring, shows that both Λ-and ∆-enantiomers bind in the major groove of DNA by partial intercalation of the ppz ligand. The bpy ligands are not capable of inducing intercalation and the enantioselectivity is maintained by the different interactions of the ∆-and Λ-enantiomers with the DNA major groove. [17] In an attempt to contribute to the better understanding of how these mixedligand complexes bind to DNA, we have synthesized, characterized and studied the binding properties of the enantiomeric complexes Λ-and ∆-[Ru(bpy) 2 (pqx)] 2ϩ [pqx ϭ 2-(2Ј-pyridyl)quinoxaline], to the oligonucleotide duplex d(5Ј-CGCGAATTCGCG-3Ј) 2 mainly by NMR...

show abstract

Section: Indroductionmentioning

confidence: 99%

NMR Evidence for Major Groove Binding of Both Λ‐ and Δ‐[Ru(bpy)₂(pqx)](PF₆)₂ to the Oligonucleotide d(CGCGAATTCGCG)₂

2004

View full text Add to dashboard Cite

show abstract

“…5a). A marginal decrease of the relative viscosity was observed on addition of complex to DNA, suggesting mainly the groove binding nature of the complexes [64]. The decrease in viscosity may be due to the perturbation of the structural network of DNA caused by binding of the complex molecule.…”

Section: Dna Binding Studiesmentioning

confidence: 94%

Oxidative DNA cleavage, cytotoxicity and antimicrobial studies of l-ornithine copper (II) complexes

et al. 2012

View full text Add to dashboard Cite

a b s t r a c tNew ternary copper (II) complexes, [Cu(L-orn)(B)(Cl)](ClÁ2H 2 O) (1-2) where L-orn is L-ornithine, B is an N,N-donor heterocyclic base, viz. 2,2 0 -bipyridine (bpy, 1) and 1,10-phenanthroline (phen, 2), were synthesized and characterized by various spectroscopic techniques. Complex 2 is characterized by the X-ray single crystallographic method. The complex shows a distorted square-pyramidal (4 + 1) CuN 3 OCl coordination sphere. Binding interactions of the complexes with calf thymus DNA (CT-DNA) were investigated by UV-Vis absorption titration, ethidium bromide displacement assay, viscometric titration experiment and DNA melting studies. Complex 2 shows appreciable chemical nuclease activity in the presence of 3-mercaptopropionic acid (MPA). The complexes were subjected to in vitro cytotoxicity studies against carcinomic human alveolar basal epithelial cells (A-549) and human epithelial (HEp-2) cells. The IC 50 values of 1 and 2 are less than that of cisplatin against HEp-2 cell lines. MIC values for 1 against the bacterial strains Streptococcus mutans and Pseudomonas aeruginosa are 0.5 mM.

show abstract

“…[44]. Since the two bindingconstant values differ by almost an order of magnitude, it is clear that the ancillary ligand influences the binding of the complexes to DNA.…”

Section: (Dppz)]mentioning

confidence: 99%

Synthesis, Structure, DNA‐Binding Properties, and Cytotoxicity of Ruthenium(II) Polypyridyl Complexes

Liu¹,

Zeng²,

Jiang³

et al. 2010

Chemistry & Biodiversity

View full text Add to dashboard Cite

Many ruthenium(II) complexes show high antitumor activities, and the in vitro antitumor activities are usually related to DNA binding. We designed and synthesized two Ru(II) polypyridyl complexes, [Ru(dmp)2(fpp)]2+ (dmp=2,9-dimethyl-1,10-phenanthroline; fpp=2-[3,4-(difluoromethylenedioxy)phenyl]imidazo[4,5-f] [1,10]phenanthroline and [Ru(phen)(2)(fpp)]2+ (phen=1,10-phenanthroline). The DNA-binding properties of these complexes have been investigated by spectroscopic titration, DNA melting experiments, viscosity measurements, and photoactivated cleavage. The mechanism studies of photocleavage revealed that singlet oxygen (1O2) and superoxide anion radical (O2(.-)) may play an important role in the photocleavage. The cytotoxicity of complexes 1 and 2 have been evaluated by MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide) method; complex 2 shows slightly higher anticancer potency than 1 does against all the cell lines screened.

show abstract

Scanning Force Microscopy of Small Ligand−Nucleic Acid Complexes: Tris(o-phenanthroline)ruthenium(II) as a Test for a New Assay

Cited by 103 publications

References 31 publications

NMR Evidence for Major Groove Binding of Both Λ‐ and Δ‐[Ru(bpy)₂(pqx)](PF₆)₂ to the Oligonucleotide d(CGCGAATTCGCG)₂

NMR Evidence for Major Groove Binding of Both Λ‐ and Δ‐[Ru(bpy)₂(pqx)](PF₆)₂ to the Oligonucleotide d(CGCGAATTCGCG)₂

Oxidative DNA cleavage, cytotoxicity and antimicrobial studies of l-ornithine copper (II) complexes

Synthesis, Structure, DNA‐Binding Properties, and Cytotoxicity of Ruthenium(II) Polypyridyl Complexes

Contact Info

Product

Resources

About

Scanning Force Microscopy of Small Ligand−Nucleic Acid Complexes: Tris(o-phenanthroline)ruthenium(II) as a Test for a New Assay

Cited by 103 publications

References 31 publications

NMR Evidence for Major Groove Binding of Both Λ‐ and Δ‐[Ru(bpy)2(pqx)](PF6)2 to the Oligonucleotide d(CGCGAATTCGCG)2

NMR Evidence for Major Groove Binding of Both Λ‐ and Δ‐[Ru(bpy)2(pqx)](PF6)2 to the Oligonucleotide d(CGCGAATTCGCG)2

Oxidative DNA cleavage, cytotoxicity and antimicrobial studies of l-ornithine copper (II) complexes

Synthesis, Structure, DNA‐Binding Properties, and Cytotoxicity of Ruthenium(II) Polypyridyl Complexes

Contact Info

Product

Resources

About

NMR Evidence for Major Groove Binding of Both Λ‐ and Δ‐[Ru(bpy)₂(pqx)](PF₆)₂ to the Oligonucleotide d(CGCGAATTCGCG)₂

NMR Evidence for Major Groove Binding of Both Λ‐ and Δ‐[Ru(bpy)₂(pqx)](PF₆)₂ to the Oligonucleotide d(CGCGAATTCGCG)₂