Base-specific and enantioselective studies for the DNA binding of iron(II) mixed-ligand complexes containing 1,10-phenanthroline and dipyrido[3,2-a:2′,3′-c]phenazine

Mudasir, Mudasir; Wijaya, Karna; Wahyuni, Endang Tri; Inoue, Hidenari; Yoshioka, Naoki

doi:10.1016/j.saa.2006.02.037

Cited by 31 publications

(26 citation statements)

References 38 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Of course, this behavior is not observed while studying Fe(II)(-phen) 2 dppz [7,8] or the analogous Ru II complexes [5]. In fact, the concomitant coordination by phenantroline and dppz fills all the metal coordination sites, preventing the occurrence of hydrolysis and stabilizing the charged cationic complex and the 2+ (Fe II ) iron oxidation state.…”

Section: Fe Mössbauer Spectroscopymentioning

confidence: 99%

“…It is well known that the hypochromic effect following the DNA-intercalation of the dppz ligand of a metal complex is due to the coupling of its p * orbital with the p orbital of DNA base pairs [7]. In fact, the transition probability decreases because the coupled p * orbital of the dppz ligand of the metal complex is partially occupied due to overlapping with the p orbital of the DNA base pairs [7]. Furthermore, this coupling leads to a decrease of the p-p * transition energy hence to a red shift of the k max of the IL transition.…”

Section: Uv-vis Absorption Spectroscopymentioning

confidence: 99%

“…The comparison of the K b value with that of some dppz-based intercalating complexes (see Table 1), in particular that relative to [Fe(phen) 2 dppz] 2+ [7,8], suggests that the strength of the DNAintercalation is significantly influenced by the presence of the dppz ligand in the metal complex while less marked effects are determined by the nature of the metal ion and of the ancillary ligands. The value of s, indicating a stoichiometry of approximately 1 mol of DNA base pairs per 3 mol of metal complex, supports the hypothesis of additional interaction mechanisms, besides the DNA-intercalation.…”

Section: Uv-vis Absorption Spectroscopymentioning

confidence: 99%

“…Although the interaction of DNA with the intercalator Fe II -(phen) 2 dppz has been recently reported [7,8], to our knowledge no other iron-dppz complexes have been up to now studied. These considerations prompted us to focus our attention on the study of the stability of mono and bis Fe 3+ -dppz complexes in water solution, being well known that Fe 3+ is more stable than Fe 2+ , as well as on their interaction with native calf thymus DNA and on the role of hydrolysis of iron compounds in biological environments.…”

Section: Introductionmentioning

confidence: 96%

“…The metal center offers in fact the possibility of a facile interchange of ligands as well as unique photophysical and electrochemical properties [2]. In this context, particular attention has been devoted to the interaction of DNA with chiral octahedral MðdiimineÞ nþ 3 type complexes [4], in particular with the heteroleptic [M(phen) 2 dppz] 2+/3+ complexes (M = Ru 2+ , Co 3+ , Cr 3+ , Fe 2+ , Os 2+ , Ni 2+ , phen = 1,10-phenantroline, dppz = dipyrido[3,2-a:2 0 ,3 0 -c]phenazine) [3,[5][6][7][8]. Barton and coworkers have shown that the dppz ligand (Scheme 1) in such tris-chelates of metal ions displays significant DNA intercalating ability, preferentially at the major groove side, because of its extended aromatic moiety, while the phenanthroline ligands prefer to bind at the minor groove of DNA [2].…”

Section: Introductionmentioning

confidence: 99%

See 4 more Smart Citations

The interaction of native calf thymus DNA with FeIII-dipyrido[3,2-a:2′,3′-c]phenazine

Terenzi

Barone

Silvestri

et al. 2009

Journal of Inorganic Biochemistry

View full text Add to dashboard Cite

a b s t r a c tThe mono and bis dipyrido[3,2-a:2 0 ,3 0 -c]phenazine (dppz) adducts of iron(III) chloride, i.e. [Fe(dppz)]Cl 3 and [Fe(dppz) 2 ]Cl 3 , have been synthesized and characterized. The interaction of the Fe III dppz hydrolyzed aquo complex with native calf thymus DNA has been monitored as a function of the metal complex-DNA molar ratio, by variable temperature UV absorption spectrophotometry, circular dichroism (CD) and fluorescence spectroscopy. The results obtained in solution at various ionic strength values give support for a tight intercalative binding of the Fe III dppz cation with DNA. In particular, the appearance of induced CD bands, caused by the addition of Fe III dppz, indicate the existence of a rigid metal complex-DNA-binding leading to dominating chiral organization of Fe III dppz species within the DNA double helix. The trend of selected CD bands with the molar concentration of Fe III dppz emphasizes that the presence of high amounts of metal complex induces also the formation of DNA-Fe III dppz supramolecular aggregates in solution. The analysis of fluorescence measurements allowed us to calculate a value of the intercalative binding constant comparable to that obtained by UV spectrophotometric titration. Finally, the temperature dependence of the absorbance at 258 nm shows that the metal complex strongly increases the DNA melting temperature already at metal complex-DNA molar ratio equal to 0.25 suggesting that metal complex intercalation effectively hinders DNA denaturation. Overall, the results of the present study point out that the Fe III dppz aquo complex has DNA-binding properties analogous to those previously reported for the tris-chelate Fe II (phen) 2 dppz complex (phen = 1,10-phenantroline).

show abstract

Section: Fe Mössbauer Spectroscopymentioning

confidence: 99%

Section: Uv-vis Absorption Spectroscopymentioning

confidence: 99%

Section: Uv-vis Absorption Spectroscopymentioning

confidence: 99%

Section: Introductionmentioning

confidence: 96%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

The interaction of native calf thymus DNA with FeIII-dipyrido[3,2-a:2′,3′-c]phenazine

Terenzi

Barone

Silvestri

et al. 2009

Journal of Inorganic Biochemistry

View full text Add to dashboard Cite

show abstract

Synthesis and characterization of water‐soluble copper(II), cobalt(II) and zinc(II) complexes derived from 8‐hydroxyquinoline‐5‐sulphonic acid: DNA binding and cleavage studies

Gubendran

Kesavan²,

Ayyanaar³

et al. 2017

Applied Organom Chemis

View full text Add to dashboard Cite

Three water‐soluble complexes, [Cu2L2Cl2] (1), [CoL2(im)2] (2) and [ZnLClH2O] (3) (HL = 8‐hydroxyquinoline‐5‐sulphonic acid; im = N‐methylimidazole), were prepared and characterized using various spectral techniques. The DNA binding behaviour of complexes 1–3 was studied using UV–visible and circular dichroism (CD) spectra and cyclic voltammetry. All three complexes exhibit hypochromism but complexes 1 and 3 alone give a red shift of 4 nm with a significant binding constant of Kb = 2.1 × 104 and 1.0 × 104 M−1, respectively, but complex 2 shows no red shift with lower Kb of 4.1 × 103 M−1. The voltammetric E1/2 of complex 1 on interaction with herring sperm DNA shifts to a more positive potential, as expected, than complex 2 due to higher DNA affinity. Additionally, analysis of electrochemical data yields a value of K+/K2+ greater than one suggesting that complex 1 binds to DNA through intercalation in the M(I) state. Evidently in CD spectral analysis, complex 1 exhibits a decrease in molar ellipticity with a red shift of 10 nm and a significant decrease in intensity compared to complexes 2 and 3. This clearly indicates that complex 1 induces the B → A transition to a greater extent than 2 and 3. Oxidative cleavage using circular plasmid pUC18 DNA with complex 1 was investigated using gel electrophoresis. Interestingly, complex 1 displays a strong DNA binding affinity and is efficient in cleaving DNA in the presence of H2O2 at pH = 8.0 at 37 °C.

show abstract

DNA interaction and cleavage studies of ancillary chiral ligand and N,N‐donor ligands coordinated platinum(II) complexes

Rajesh

Kesavan²,

Ayyanaar³

et al. 2017

Applied Organom Chemis

View full text Add to dashboard Cite

Four new platinum(II) complexes [Pt(dpen)(bpy)](ClO 4 ) 2 (1), [Pt(dpen)(phen)] (ClO 4 ) 2 (2), [Pt(dpen)(dpq)](ClO 4 ) 2 (3) and [Pt(dpen)(dppz)](ClO 4 ) 2 (4) comprising of different N,N-donor ligands, viz., 2,2′-bipyridine (bpy), 1,l0-phenanthroline (phen), dipyridoquinoxaline (dpq), dipyrido-[3,2-d:2¢,3¢-f-phenazine] (dppz), and chiral ancillary ligand 1R,2R-1,2-diphenylethylenediamine (dpen) have been synthesized and characterized. The interaction of these complexes 1-4 with calf-thymus DNA (CT-DNA) has been explored using absorption, circular dichroism spectral and cyclic voltammetric studies. The absorption spectrum of complex 4 with dppz ligand exhibits a major red shift with an overall hypochromic as well as a hyperchromic effect in the presence of DNA, other complexes (1-3) show only hypochromism. From these absorption spectral studies, the intercalative ability of the complexes follows the order as, 4 > 3 > 2 > 1, which is further confirmed by CD and cyclic voltammetry measurements. CD spectral studies show that DNA becomes more A-like upon interaction with the complexes 1 & 2 but the complexes 3 & 4 bring about B-form to Z-form DNA conformational transition. The DNA cleavage study of these Pt(II) complexes 1-4 carried out by gel electrophoresis revealed that complexes 1-4 can cleave super coiled (SC) pUC18 DNA efficiently into open circular form (form II) under hydrolytic and oxidative conditions.

show abstract

Base-specific and enantioselective studies for the DNA binding of iron(II) mixed-ligand complexes containing 1,10-phenanthroline and dipyrido[3,2-a:2′,3′-c]phenazine

Cited by 31 publications

References 38 publications

The interaction of native calf thymus DNA with FeIII-dipyrido[3,2-a:2′,3′-c]phenazine

The interaction of native calf thymus DNA with FeIII-dipyrido[3,2-a:2′,3′-c]phenazine

Synthesis and characterization of water‐soluble copper(II), cobalt(II) and zinc(II) complexes derived from 8‐hydroxyquinoline‐5‐sulphonic acid: DNA binding and cleavage studies

DNA interaction and cleavage studies of ancillary chiral ligand and N,N‐donor ligands coordinated platinum(II) complexes

Contact Info

Product

Resources

About