Intercalative binding and photoredox behavior of [Cr(phen)2(dppz)]3+ with B-DNA

Barker, Kylie D.; Benoit, Bethany R; Bordelon, Jason A.; Davis, Robert J.; Delmas, Andrew S; Mytykh, Olga V; Petty, Jeffrey T.; Wheeler, John F.; Kane-Maguire, Noel A. P.

doi:10.1016/s0020-1693(01)00555-2

Cited by 33 publications

(54 citation statements)

References 26 publications

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“…2.05 Å ), and slightly different equatorial bonds (Cr1-N3 2.062(4) Å ; Cr1-N5 2.049(4) Å ). The bite angles N1-Cr1-N2 (80.69(16) • ); N3-Cr1-N4 (81.14(17) • ) and N5-Cr1-N6 (80.26 (16) • ) also support the distorted O h geometry. The bonding and structure of the difluoro-complex 3 is similar to that of 1 with almost identical bond lengths and angles (Table S2 †).…”

Section: Introductionmentioning

confidence: 77%

Substituted dipyridophenazine complexes of Cr(iii): Synthesis, enantiomeric resolution and binding interactions with calf thymus DNA

et al. 2010

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[Cr(phen) 2 (X 2 dppz)] 3+ {X = H, Me, or F} have been synthesised, characterised, and chromatographically resolved into their constituent D and K enantiomers. The DNA-binding interactions of each of the racemic complexes were investigated, with the results of linear dichroism, thermal denaturation, and emission quenching studies indicative of intercalative binding to CT-DNA with a significant electrostatic contribution. UV/Vis absorption titrations suggest strong DNA binding by each of the racemic complexes, with the methylated analogue [Cr(phen) 2 (Me 2 dppz)] 3+ exhibiting the largest equilibrium binding constant. Emission quenching and UV-Vis titrations of the enantiomers of [Cr(phen) 2 (dppz)] 3+ imply similar binding affinities for the D and K isomers, although significant differences between the circular dichroism spectra of the enantiomers in the presence of DNA connote differences in binding orientation and/or conformation between the two.

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Section: Introductionmentioning

confidence: 77%

Substituted dipyridophenazine complexes of Cr(iii): Synthesis, enantiomeric resolution and binding interactions with calf thymus DNA

et al. 2010

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“…The latter property has been in fact observed, for example, in [Au(dppz) 2 ]Cl 3 [9], [Cu(dppz)(NO 3 )](NO 3 ) [10], [Cu(dppz) 2 -(NO 3 )](NO 3 ) [10], [Ru(NH 3 ) 4 dppz] 2+ [11], [Ru(L) 4 dppz] 2+ (L = imidazole (Im) or 1-methylimidazole (MeIm)) [12], [Cr(dppz) 2 Cl 2 ] + [13]. Nevertheless, due to the limited number of investigations and with the possible sole exception of ruthenium-dppz complexes, detailed information is lacking on the influence of non-chelating ancillary ligands on the stability and optical properties of dppz transition metal complexes and on their DNA-binding modes.…”

Section: Introductionmentioning

confidence: 87%

“…It is worth to note that the UV-vis spectrum of the ligand shows characteristic peaks at 249 and 270 nm, a shoulder at 290 nm, and a multiplet in the range 325-400 nm, the latter interpreted as a pp * transition [4,5].…”

Section: Fe Mössbauer Spectroscopymentioning

confidence: 99%

“…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%

“…Concerning the properties of mono-dppz ruthenium complexes with non-chelating ancillary ligands, it has been reported that both complexes [Ru(NH 3 ) 4 dppz] [11] and [Ru(CN) 4 dppz] [15] show different DNA-binding mode or optical properties compared to the related complex [Ru(bpy) 2 dppz] and to the widely studied [Ru(phen) 2 dppz]. On the other hand, (ImH)[trans-RuCl 4 (DMSO-S)(Im)] (known as Ru-NAMI-A) has successfully completed Phase I clinical trials as anticancer agent [16] and, interestingly, it has been recently inferred that its hydrolysis is a crucial step for the mechanism of its anticancer activity [17].…”

Section: Introductionmentioning

confidence: 99%

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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

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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).

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Photoactivated DNA Cleavage and Anticancer Activity of 3d Metal Complexes

Chakravarty

Roy

2011

Progress in Inorganic Chemistry

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Intercalative binding and photoredox behavior of [Cr(phen)2(dppz)]3+ with B-DNA

Cited by 33 publications

References 26 publications

Substituted dipyridophenazine complexes of Cr(iii): Synthesis, enantiomeric resolution and binding interactions with calf thymus DNA

Substituted dipyridophenazine complexes of Cr(iii): Synthesis, enantiomeric resolution and binding interactions with calf thymus DNA

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

Photoactivated DNA Cleavage and Anticancer Activity of 3d Metal Complexes

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