Guanine complexes with first row transition metal perchlorates

Mikulski, Chester M.; MATTUCCI, L.; Smith, Yale; TRAN, THU BA TRAN THU BA; Karayannis, Nicholas M.

doi:10.1016/s0020-1693(00)91273-8

Cited by 46 publications

(6 citation statements)

References 69 publications

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“…While several metal complexes of adenine are known, 16,33 the coordination chemistry of guanine is not well developed. 33,39 N 9 seems to be the preferred donor atom in metal complexes of neutral 16,33 and anionic [40][41][42] adenine. The only structurally characterized zinc complex, Zn(AH)Cl 3 , 43 is one of protonated adenine and has the zinc ion attached at N 7 , as is the case in the analogous guanine complex Zn(GH)Cl 3 .…”

Section: Resultsmentioning

confidence: 94%

Pyrazolylborate−Zinc−Nucleobase-Complexes, 2:¹Preparations and Structures of Tp^Cum,MeZn and Tp^Ph,MeZn Complexes

Badura

Vahrenkamp

2002

Inorg. Chem.

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The interactions of the nine most significant nucleobases (thymine, uracil, dihydrouracil, cytosine, adenine, guanine, diaminopurine, xanthine, hypoxanthine, in their deprotonated forms) with zinc and with themselves in pyrazolylborate zinc complexes Tp(Cum,Me)Zn-base and Tp(Ph,Me)Zn-base are described. Except for guanine, the complexes Tp*Zn-base could be isolated in all cases. Structure determinations could be performed for seven of the eight product types. Except for dihydrouracil and xanthine, the zinc ion is attached to that nitrogen of the base which in nucleosides bears the sugar moiety. In the solid state, all zinc-bound nucleobases are involved in hydrogen bonding interactions. Except for xanthine, this includes homo base pairing across a crystallographic inversion center.

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Section: Resultsmentioning

confidence: 94%

Pyrazolylborate−Zinc−Nucleobase-Complexes, 2:¹Preparations and Structures of Tp^Cum,MeZn and Tp^Ph,MeZn Complexes

Badura

Vahrenkamp

2002

Inorg. Chem.

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“…Like Cr DNA-binding, the Cr-GSH complex primarily binds to the phosphate groups present in DNA [68,[71][72][73]. In addition, Cr-GSH complexes can directly interact with guanine-containing polynuc1eotides presumably through the guanine-N7 position [43,74].…”

Section: Discussionmentioning

confidence: 99%

Effects of Glutathione on Chromium-induced DNA Crosslinking and DNA Polymerase Arrest

O’Brien

Patierno

2001

Molecular Mechanisms of Metal Toxicity and Carcinogenesis

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Hexavalent chromium (Cr (VI» is reduced intracellularly to Cr (V), Cr (IV) and Cr (III) by ascorbate (Asc), cysteine and glutathione (GSH). These metabolites induce a spectrum of genomic DNA damage resulting in the inhibition of DNA replication. Our previous studies have shown that treatment of DNA with Cr (III) or Cr (VI) plus Asc results in the formation ofDNA-Cr-DNA crosslinks (Cr-DDC) and guanine-specific arrests of both prokaryotic and mammalian DNA polymerases. GSH not only acts as a reductant ofCr (VI) but also becomes crosslinked to DNA by Cr, thus, the focus of the present study was to examine the role of GSH in Cr-induced DNA damage and polymerase arrests. Co-incubation of Cr (III) with plasmid DNA in the presence ofGSH led to the crosslinking ofGSH to DNA. GSH co-treatment with Cr (III) also led to a decrease in the degree ofCrinduced DNA interstrand crosslinks relative to Cr (III) alone, without affecting total Cr DNA binding. DNA polymerase arrests were observed following treatment of DNA with Cr (Ill) alone, but were markedly reduced when GSH was added to the reaction mixture. Pre-formed polymerase-arresting lesions (Cr-DDC) were not removed by subsequent addition of GSH. Treatment of DNA with Cr (VI), in the presence of GSH, resulted in crosslinking of GSH to DNA, but failed to produce detectable DNA interstrand crosslinks or polymerase arrests. The inhibitory effect of GSH on Cr-induced polymerase arrest was further confirmed in human genomic DNA using quantitative PCR (QPCR) analysis. Treatment of genomic DNA with Cr (III) resulted in a marked inhibition of the amplification of a 1.6 kb target fragment of the p53 gene by Taq polymerase. This was almost completely prevented by co-treatment with GSH and Cr (III). These results indicate that Cr-induced DNA interstrand crosslinks, and not DNA-Cr-GSH crosslinks, are the principal lesions responsible for blocking DNA replication. Moreover, the formation ofDNA-Cr-GSH crosslinks may actually preclude the formation of the polymerase arresting lesions. (Mol Cell Biochem 222: 173-182, 2001)

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“…The characteristic bands due to t C=N (pyridine) [21] in the spectra of respective macrocyclic CuII) compounds remained almost unshifted. The macrocyclic Cu II compounds with ligands BPACHD, HBOACTD, HBOACPD and HBPOACPD contain a broad band in the 3495-3372 cm )1 region due to the presence of lattice water molecules [22]. All the characteristic bands due to the aromatic rings were also present [9] in the expected regions in all the macrocyclic Cu II compounds ( Table 2).…”

Section: Infrared Spectral Analysismentioning

confidence: 91%

Synthesis, spectral characterization, catalytic and antibacterial activity of macrocyclic CuII compounds

Reddy

Prasad

Vadde

2007

Transition Met Chem

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Macrocyclic Cu II compounds of the type Cu(L 4 )Cl 2 (where L 4 = N 4 or N 2 O 2 donor macrocyclic ligand) have been synthesized by treating the corresponding macrocycles with copper chloride in methanol. These compounds were characterized with the help of elemental analysis, i.r., mass, ESR, electronic spectra, conductance, magnetic and thermal studies. Distorted octahedral geometry has been proposed for all of these compounds. These compounds were found to be efficient in the catalytic oxidation of ascorbic acid and the percentage yields of oxidation products were determined spectrophotometrically. The biological activities of these compounds have been tested against gram +ve and gram ) ve bacteria and found to be more active when compared with commercially available antibacterials like streptomycin and ampicillin.

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Guanine complexes with first row transition metal perchlorates

Cited by 46 publications

References 69 publications

Pyrazolylborate−Zinc−Nucleobase-Complexes, 2:¹Preparations and Structures of Tp^Cum,MeZn and Tp^Ph,MeZn Complexes

Pyrazolylborate−Zinc−Nucleobase-Complexes, 2:¹Preparations and Structures of Tp^Cum,MeZn and Tp^Ph,MeZn Complexes

Effects of Glutathione on Chromium-induced DNA Crosslinking and DNA Polymerase Arrest

Synthesis, spectral characterization, catalytic and antibacterial activity of macrocyclic CuII compounds

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Guanine complexes with first row transition metal perchlorates

Cited by 46 publications

References 69 publications

Pyrazolylborate−Zinc−Nucleobase-Complexes, 2:1Preparations and Structures of TpCum,MeZn and TpPh,MeZn Complexes

Pyrazolylborate−Zinc−Nucleobase-Complexes, 2:1Preparations and Structures of TpCum,MeZn and TpPh,MeZn Complexes

Effects of Glutathione on Chromium-induced DNA Crosslinking and DNA Polymerase Arrest

Synthesis, spectral characterization, catalytic and antibacterial activity of macrocyclic CuII compounds

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Product

Resources

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Pyrazolylborate−Zinc−Nucleobase-Complexes, 2:¹Preparations and Structures of Tp^Cum,MeZn and Tp^Ph,MeZn Complexes

Pyrazolylborate−Zinc−Nucleobase-Complexes, 2:¹Preparations and Structures of Tp^Cum,MeZn and Tp^Ph,MeZn Complexes