DNA modification promoted by water-soluble nickel(II) salen complexes: A switch to DNA alkylation

Muller, James G.; Paikoff, Sari J.; Rokita, Steven E.; Burrows, Cynthia J.

doi:10.1016/0162-0134(94)80013-8

Cited by 53 publications

(37 citation statements)

References 24 publications

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“…Notably, metallo-salens, due to their diverse electronic and structural features show varying spectrum of chemical reactivities and have been extensively used for catalyzing organic reactions [32]. Metallo-salens are also very well studied class of chemical nucleases that bind, cleave, and damage nucleic acids [33][34][35][36][37][38][39][40]. Iron and copper based metallo-salen complexes have been shown to produce reactive oxygen species under reducing environment that damage DNA in a sequence neutral fashion in vitro and have been applied for studying drug-DNA interaction and foot-printing [40,41].…”

Section: Introductionmentioning

confidence: 99%

Manganese(III)-salens induce tumor selective apoptosis in human cells

Ansari

Grant

Kasiri

et al. 2009

Journal of Inorganic Biochemistry

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Section: Introductionmentioning

confidence: 99%

Manganese(III)-salens induce tumor selective apoptosis in human cells

Ansari

Grant

Kasiri

et al. 2009

Journal of Inorganic Biochemistry

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“…The oxidative nature of metallo-salens attracted many biological chemists to develop novel class of DNA binding and modifying agents [19][20][21][22][23][24]. Various types of metallo-salens have been developed over the period of last two decades and their DNA binding and damaging properties have been studied in detail.…”

Section: Introductionmentioning

confidence: 99%

Iron(III)-salen damages DNA and induces apoptosis in human cell via mitochondrial pathway

Woldemariam

Mandal

2008

Journal of Inorganic Biochemistry

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“…Examples include the reaction of Fe(II)‚BLM with tRNA Phe34 and the reaction of hairpin deoxyribonucleotide substrates with Ni(II)(SALEN) derivatives. 35 While subsequent studies of the latter system do provide support for the existence of a covalent DNA adduct, 36 the results reported here raise the possibility that apparent adducts, for which no detailed chemical characterizations have been reported, may actually represent abasic sites.…”

Section: Discussionmentioning

confidence: 83%

Chemical and Structural Characterization of the Interaction of Bleomycin A₂ with d(CGCGAATTCGCG)₂. Efficient, Double-Strand DNA Cleavage Accessible without Structural Reorganization

2001

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A detailed description of the interaction between Fe(II).bleomycin A2 and the Dickerson-Drew dodecamer d(CGCGAATTCGCG)2 is presented. The reaction between bleomycin and this substrate leads to DNA cleavage at two major sites, adenosine5 and cytidine11, and two minor sites, cytidine3 and thymidine8. The pattern and relative intensities of cleavage at these sites was not entirely consistent with what would be predicted based on the preference of the drug for cleavage at the pyrimidines of 5'-GC-3' and 5'-GT-3' sites. Insight into the origins of the apparent alteration of selectivity was provided by examination of the structure of the duplex which had been determined by X-ray crystallography. This indicated that the C4' hydrogens of the two nucleotides located at the strongest cleavage sites, C11 on one strand and A5 on the other, were oriented toward each other in the minor groove. Two-dimensional NMR measurements and molecular dynamics modeling indicated that a metalloBLM could bind to the duplex in an orientation that positioned the metal center roughly equally close to each of these hydrogen atoms. On the basis of this observation, it was proposed that these two residues represented a double-stranded BLM cleavage site. This hypothesis was tested through the study of the BLM-mediated cleavage of the related decamer duplex, d(CGCGAATTCG).d(CGAATTCGCG), as well as the hairpin sequence d(CGCGAATTCGIIIITTTTCCCCCGAATTCGCG). By the use of the hairpin oligonucleotide 32P-labeled alternately at the 5' and 3'-ends, unequivocal evidence was obtained for BLM-mediated double-strand cleavage. Quantitative analysis of the proportion of damage involving double-strand cleavage was effected by the use of the hairpin substrate; for damage initiated at the predominant cleavage site (cytidine31, analogous to cytidine11 in the dodecanucleotide), it is estimated that 43% of all damage leads to double-stranded lesions. The exceptional efficiency of double-strand cleavage observed in this system must reflect the spatial proximity and orientation of the two sugar H's whose abstraction is required to produce double-stranded lesions.

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DNA modification promoted by water-soluble nickel(II) salen complexes: A switch to DNA alkylation

Cited by 53 publications

References 24 publications

Manganese(III)-salens induce tumor selective apoptosis in human cells

Manganese(III)-salens induce tumor selective apoptosis in human cells

Iron(III)-salen damages DNA and induces apoptosis in human cell via mitochondrial pathway

Chemical and Structural Characterization of the Interaction of Bleomycin A₂ with d(CGCGAATTCGCG)₂. Efficient, Double-Strand DNA Cleavage Accessible without Structural Reorganization

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DNA modification promoted by water-soluble nickel(II) salen complexes: A switch to DNA alkylation

Cited by 53 publications

References 24 publications

Manganese(III)-salens induce tumor selective apoptosis in human cells

Manganese(III)-salens induce tumor selective apoptosis in human cells

Iron(III)-salen damages DNA and induces apoptosis in human cell via mitochondrial pathway

Chemical and Structural Characterization of the Interaction of Bleomycin A2 with d(CGCGAATTCGCG)2. Efficient, Double-Strand DNA Cleavage Accessible without Structural Reorganization

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Chemical and Structural Characterization of the Interaction of Bleomycin A₂ with d(CGCGAATTCGCG)₂. Efficient, Double-Strand DNA Cleavage Accessible without Structural Reorganization