Transient spectroscopy of dipyridophenazine metal complexes which undergo photo-induced electron transfer with DNA

Smith, JA; George, Michael W.; Kelly, John M.

doi:10.1016/j.ccr.2011.04.007

Cited by 64 publications

(55 citation statements)

References 105 publications

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“…One of the motivations for our present study is the ability of ruthenium-dppz complexes to target photooxidation of nucleic acids (12,21,22), perhaps eventually within the living cell. It is very well established that incorporating electron-deficient ligands, such as 1,4,5,8-tetraazaphenanthrene (TAP), into octahedral ruthenium complexes results in excited states that are sufficiently oxidizing to cause direct oxidation of a guanine moiety and subsequent covalent adduct formation with nucleic acids (23).…”

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confidence: 99%

Structure determination of an intercalating ruthenium dipyridophenazine complex which kinks DNA by semiintercalation of a tetraazaphenanthrene ligand

Hall

O'Sullivan

Naseer

et al. 2011

Proc. Natl. Acad. Sci. U.S.A.

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We describe a crystal structure, at atomic resolution (1.1 Å, 100 K), of a ruthenium polypyridyl complex bound to duplex DNA, in which one ligand acts as a wedge in the minor groove, resulting in the 51°kinking of the double helix. The complex cation Λ-½Ruð1,4,5,8-tetraazaphenanthreneÞ 2 ðdipyridophenazineÞ 2þ crystallizes in a 1∶1 ratio with the oligonucleotide d(TCGGCGCCGA) in the presence of barium ions. Each complex binds to one duplex by intercalation of the dipyridophenazine ligand and also by semiintercalation of one of the orthogonal tetraazaphenanthrene ligands into a second symmetrically equivalent duplex. The result is noncovalent cross-linking and marked kinking of DNA.DNA oligonucleotide | ruthenium complex | X-ray crystal structure

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mentioning

confidence: 99%

Structure determination of an intercalating ruthenium dipyridophenazine complex which kinks DNA by semiintercalation of a tetraazaphenanthrene ligand

Hall

O'Sullivan

Naseer

et al. 2011

Proc. Natl. Acad. Sci. U.S.A.

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129

140

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“…Moreover, their exceptional photo physical and photochemical features make them suitable as DNA light-switching sensors, 10,11 as agent to target photo-oxidation in DNA 12,13 and as probes for DNA conductivity.…”

Section: -9mentioning

confidence: 99%

Direction of Intercalation of a bis-Ru(II) Complex to DNA Probed by a Minor Groove Binding Molecule 4',6-Diamidino-2-phenylindole

Jang¹,

Kim²,

Chitrapriya³

et al. 2013

Bulletin of the Korean Chemical Society

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Direction of intercalation to DNA of the planar dipyrido[3,2-a:2',3'-c]phenazine ligands (dppz) of a bis-Ru(II) complex namely, [Ru(1, 2+ linkered by a 1,3-bis(4-pyridyl)propane, was investigated by probing the behavior of 4',6-diamidino-2-phenylindole (DAPI) that bound deep in the minor groove. Bis-intercalation of DPPZ resulted in a little blue shift and hyperchromism in DAPI absorption band, and a large decrease in DAPI fluorescence intensity which accompined by an increase in the dppz emission intensity. Diminishing the intenisty of the positive induced circular dichroism (CD) and linear dichroism (LD) were also observed. These spectral changes indicated that insertion of dppz ligand caused the change of the binding mode of DAPI, which probably moved to the exterior of DNA from the minor groove and interacted with the phospghate groups of DNA by electrostatic interaction. At the surface of DNA, DAPI binds at the phosphate groups of DNA by electrostatic attraction. Consequently, this observation indicated that the dppz ligand intercalated from the minor groove.

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“…In this context, transition metal complexes are studied for their efficient DNA binding ability [2][3][4][5][6] and it is well documented that they can be used as probes capable to utilize nucleic acid structures [2][3][4][5][6], DNA-molecular light switches [7,8], oxidative cleaving agents for DNA [4][5][6]8], and potential anti-cancer drugs [9][10][11]. Rhenium belonging in the same period as platinum have attracted researchers attention not only due to the 188-Re beneficial radiopharmaceutical activities but also because several Re(I) complexes were found to be very active against suspended cancer cell lines (as MOLT-4 and HL-60) and solid tumors like MCF-7 and SK2 [12].…”

Section: Introductionmentioning

confidence: 99%

“…On the other hand, the coordinated ligand of a complex plays an important role since it controls the way the complex interacts to DNA; this can occur by intercalation, groove binding or external electrostatic binding [2][3][4]. An interesting class of ligands is phenanthrolines and substituted derivatives which interact with DNA by aromatic π stacking between the base pairs, both when they are free or coordinated to a metal centre.…”

Section: Introductionmentioning

confidence: 99%

Re(I) tricarbonyl complex of 1,10-phenanthroline-5,6-dione: DNA binding, cytotoxicity, anti-inflammatory and anti-coagulant effects towards platelet activating factor

Kaplanis

Stamatakis

Papakonstantinou

et al. 2014

Journal of Inorganic Biochemistry

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The complex fac-[Re(CO) 3 (phendione)Cl] (1) (where phendione=1,10-phenanthroline-5,6-dione) has been synthesized and fully characterized by UV-visible, FTIR, and NMR techniques.The DNA binding properties of 1 are investigated by UV-spectrophotometric (melting curves), covalent binding assay, CV (cyclic voltammetry), circular dichroism (CD) and viscosity measurements. Experimental data indicate that 1 fits into the major groove without disrupting the helical structure of the B-DNA in contrast to the free phendione which intercalates within the base pairs of DNA. Upon irradiation, complex 1 promotes the cleavage of plasmid pBR322 DNA from supercoiled form I to nicked form II via a proton coupled electron transfer mechanism. This comes as a result of experimental data in anaerobic /aerobic conditions and in the presence of DMSO. The biological activities of 1 and its precursors [Re(CO) 5 Cl] and phendione are tested towards a series of cancerous cell lines as glioblastoma (T98G), prostate cancer (PC3) and breast cancer (MCF-7) as well as platelet activating factor (PAF)-aggregation. Moreover, all the aforementioned compounds are tested for their ability to modulate PAF-basic metabolic enzymes activities in preparations of rabbit leukolytes. The in vitro experiments indicate that phendione has a better antitumor effect than cisplatin whereas [Re(CO) 5 Cl] is a better PAF inhibitor than both the phendione ligand and 1.Moreover, for the first time it is indicated that [Re(CO) 5 Cl], with a IC 50 of 17 nM is comparable to the widely used PAF receptor antagonists, BN52021 and WEB2170 with IC 50 of 30 and 20 nM, respectively, whereas 1 affects PAF-catabolism.

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Transient spectroscopy of dipyridophenazine metal complexes which undergo photo-induced electron transfer with DNA

Cited by 64 publications

References 105 publications

Structure determination of an intercalating ruthenium dipyridophenazine complex which kinks DNA by semiintercalation of a tetraazaphenanthrene ligand

Structure determination of an intercalating ruthenium dipyridophenazine complex which kinks DNA by semiintercalation of a tetraazaphenanthrene ligand

Direction of Intercalation of a bis-Ru(II) Complex to DNA Probed by a Minor Groove Binding Molecule 4',6-Diamidino-2-phenylindole

Re(I) tricarbonyl complex of 1,10-phenanthroline-5,6-dione: DNA binding, cytotoxicity, anti-inflammatory and anti-coagulant effects towards platelet activating factor

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