Studies on the interaction of altromycin B and its platinum(II) and palladium(II) metal complexes with calf thymus DNA and nucleotides

Nikolis, Nikolaos; Methenitis, Constantinos; Pneumatikakis, G.

doi:10.1016/s0162-0134(03)00102-8

Cited by 40 publications

(60 citation statements)

References 64 publications

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“…The intercalation of the above compounds may be favored when the double helix adopts the A-conformation as reflected by the reduction at 245 nm. 37) On the other hand, complexes 1 and 3 did not show little changes of CD bands.…”

Section: Resultsmentioning

confidence: 94%

“…These electrophoretic results suggest that all of the complexes enhance the oxidative cleavage of SC DNA in the presence of H 2 O 2 and ascorbic acid, although a little cleavage occures even in the presence of H 2 O 2 and ascorbic acid without the complexes. Up to the present, the antibiotic activity of Pd(II) complexes with heterocyclic ligands has been reported in vivo and explained by the intercalation and/or groove binding models, 15,32,33,37,39) although the precise mechanism is not yet clear. Recently, the cleavage of Form I to Form II of the pUC19 plasmid DNA by the intercalative Pd(II) complex, [Pd 2 (m-bzta) 4 ] · 1.5DMSO (where bztaϭbenzothiazole-2-thiolate) 12) has been reported in vitro.…”

Section: Resultsmentioning

confidence: 96%

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Structures and Interaction with DNA of Ternary Palladium(II) Complexes: [Pd(Gly)(X)] (Gly=Glycine; X=2,2′-Bipyridine, 1,10-Phenanthroline and 2,2′-Bi-pyridylamine)

Yodoshi

Okabe

2008

CHEMICAL & PHARMACEUTICAL BULLETIN

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Following the discovery of cis-diamminedichloroplatinum(II) (cisplatin) as the successful antitumor drug, 1) the research of the design and synthesis of novel platinum(II) complexes, having more favorable antitumor activities as compared with cisplatin, has been continued. [2][3][4][5] Palladium(II) complexes have been also investigated for developing the new antitumor agents, [6][7][8][9][10][11][12] because palladium(II) has a similar coordination mode and chemical properties to platinum(II).12) As the result, several novel palladium(II) complexes having antitumor citotoxic activities against MCF-7, TK-10 and UACC-62 human tumor cell lines, 13) and P388 lymphocytic leukemia cells have been found. [14][15][16][17] In these complexes, the ternary palladium(II) complexes with a heterocyclic ligand and L-glycine one, [Pd(Gly)(X)] (where X is a heterocyclic ligand; 2,2Ј-bipyridylamine(bpa), 15) 1,10-phenanthroline (phen) 16) and 2,2Ј-bipyridine(bpy) 17) ) have the antitumor activity against P388 lymphocytic leukemia cells. At the present time, the structures of these complexes are not yet clear, although they are important for clarifying the mechanism of their antitumor activity. By these circumstances, in this study, our aim was to determine the structures of three ternary Pd(II) complexes, [Pd(Gly)(bpy)], and evaluate the interaction with DNA, which is one of targets in the chemotherapy of tumor. 18) ExperimentalMaterials Analytical grade of 2,2Ј-bipyridine (bpy), 1,10-phenanthroline (phen), and 2,2Ј-bipyridylamine (bpa), L-glycine Methods The X-ray measurements were performed on a Rigaku R-AXIS RAPID diffractometer with a graphite monochromatized MoKa radiation (lϭ0.71069 Å) using the w scan mode at 123.1 K.Fluorescence measurements were performed with a Hitachi 850 spectrofluorometer. UV measurements were made on a Shimazu Pharma Spec UV-1700 Spectrophotometer and CD measurements on a JASCO J-710 CD spectrophotometer. The agarose gel electrophoresis was performed using a COSMO BIO Mupid-2. Elemental analysis was done by using a YANACO CHN Coder MT-3.Preparation of the Complexes The complex 1, 2 and 3 were prepared according to the analogous method described previously. 15,19) 0.76 mmol of bpy, phen or bpa were mixed with 0.76 mmol of PdCl 2 · 2NaCl · 3H 2 O in 5 ml of 80% (v/v) methanol-water solution for about 5 min at room temperature. The precipitates appeared after adding palladium salt. Each precipitate was dried under a vacuum and assumed as [Pd(bpy)Cl 2 ], [Pd(phen)Cl 2 ] and [Pd(bpa)Cl 2 ]. Then, 0.015 mmol of the precipitate was reacted with equal moles of Gly and NaHCO 3 in 5 ml of water solution for about 1 h at 333-343 K, until the volume of the reaction mixture was concentrated to ca. 1 ml. The concentrated solution was allowed to stand at room temperature for slow evaporation. Two weeks later, the light yellow needle crystals of the complex 1 and 3 suitable for X-ray diffraction studies were obtained from the mother liquid, and three months later the brown needle crystal of the complex 2 was obt...

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Section: Resultsmentioning

confidence: 94%

Section: Resultsmentioning

confidence: 96%

Structures and Interaction with DNA of Ternary Palladium(II) Complexes: [Pd(Gly)(X)] (Gly=Glycine; X=2,2′-Bipyridine, 1,10-Phenanthroline and 2,2′-Bi-pyridylamine)

Yodoshi

Okabe

2008

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…The absence of an isosbestic point in the UV-vis spectra could be interpreted by invoking the coexistence of more than two species (free and bound Fe(Salen) þ complex) in the DNA solutions rather than the presence of more DNA binding modes [46]. We speculate that these species could be monomer, dimer and/or polymer species, either free or bound to DNA.…”

Section: Discussionmentioning

confidence: 91%

The interaction of native DNA with iron(III)-N,N′-ethylene-bis(salicylideneiminato)-chloride

Silvestri

Barone

Ruisi

et al. 2004

Journal of Inorganic Biochemistry

136

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“…It can be seen from Fig. 8(A) that the CD spectrum of free ct-DNA consists of a negative band at 245 nm and a positive one at 273 nm, characteristic of the B-form DNA [23]. When was high (≥2.26) (Fig.…”

Section: Interaction Between Tb and Ct-dna Measured By Circular Dichrmentioning

confidence: 96%

Investigation on the toxic interaction of toluidine blue with calf thymus DNA

Chi

Liu

Sun

et al. 2010

Journal of Hazardous Materials

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Studies on the interaction of altromycin B and its platinum(II) and palladium(II) metal complexes with calf thymus DNA and nucleotides

Cited by 40 publications

References 64 publications

Structures and Interaction with DNA of Ternary Palladium(II) Complexes: [Pd(Gly)(X)] (Gly=Glycine; X=2,2′-Bipyridine, 1,10-Phenanthroline and 2,2′-Bi-pyridylamine)

Structures and Interaction with DNA of Ternary Palladium(II) Complexes: [Pd(Gly)(X)] (Gly=Glycine; X=2,2′-Bipyridine, 1,10-Phenanthroline and 2,2′-Bi-pyridylamine)

The interaction of native DNA with iron(III)-N,N′-ethylene-bis(salicylideneiminato)-chloride

Investigation on the toxic interaction of toluidine blue with calf thymus DNA

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Studies on the interaction of altromycin B and its platinum(II) and palladium(II) metal complexes with calf thymus DNA and nucleotides

Cited by 40 publications

References 64 publications

Structures and Interaction with DNA of Ternary Palladium(II) Complexes: [Pd(Gly)(X)] (Gly=Glycine; X=2,2&prime;-Bipyridine, 1,10-Phenanthroline and 2,2&prime;-Bi-pyridylamine)

Structures and Interaction with DNA of Ternary Palladium(II) Complexes: [Pd(Gly)(X)] (Gly=Glycine; X=2,2&prime;-Bipyridine, 1,10-Phenanthroline and 2,2&prime;-Bi-pyridylamine)

The interaction of native DNA with iron(III)-N,N′-ethylene-bis(salicylideneiminato)-chloride

Investigation on the toxic interaction of toluidine blue with calf thymus DNA

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Product

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Structures and Interaction with DNA of Ternary Palladium(II) Complexes: [Pd(Gly)(X)] (Gly=Glycine; X=2,2′-Bipyridine, 1,10-Phenanthroline and 2,2′-Bi-pyridylamine)

Structures and Interaction with DNA of Ternary Palladium(II) Complexes: [Pd(Gly)(X)] (Gly=Glycine; X=2,2′-Bipyridine, 1,10-Phenanthroline and 2,2′-Bi-pyridylamine)