Evaluation of metal-mediated DNA binding of benzoxazole ligands by electrospray ionization mass spectrometry.

Evaluation of metal-mediated DNA binding of benzoxazole ligands by electrospray ionization mass spectrometry. Research Abstract Details 

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Evaluation of metal-mediated DNA binding of benzoxazole ligands by electrospray ionization mass spectrometry. Abstract Text:

Carolyn L Mazzitelli,Mireya Rodriguez,Sean M Kerwin,Jennifer S Brodbelt,

The binding of a series of benzoxazole analogs with different amide- and ester-linked side chains to duplex DNA in the absence and presence of divalent metal cations is examined. All ligands were found to form complexes with Ni(2+), Cu(2+), and Zn(2+), with 2:1 ligand/metal cation binding stoichiometries dominating for ligands containing shorter side chains (2, 6, 7, and 8), while 1:1 complexes were the most abundant for ligands with long side chains (9, 10, and 11). Ligand binding with duplex DNA in the absence of metal cations was assessed, and the long side-chain ligands were found to form low abundance complexes with 1:1 ligand/DNA binding stoichiometries. The ligands with the shorter side chains only formed DNA complexes in the presence of metal cations, most notably for 7 and 8 binding to DNA in the presence of Cu(2+). The binding of long side-chain ligands was enhanced by Cu(2+) and to a lesser degree by Ni(2+) and Zn(2+). The cytotoxicities of all of the ligands against the A549 lung cancer and MCF7 breast cancer cell lines were also examined. The ligands exhibiting the most dramatic metal-enhanced DNA binding also demonstrated the greatest cytotoxic activity. Both 7 and 8 were found to be the most cytotoxic against the A549 lung cancer cell line and 8 demonstrated moderate cytotoxicity against MCF7 breast cancer cells. Metal ions also enhanced the DNA binding of the ligands with the long side chains, especially for 9, which also exhibited the highest level of cytotoxicity of the long side-chain compounds.

Evaluation of metal-mediated DNA binding of benzoxazole ligands by electrospray ionization mass spectrometry. Publishing Authors By Initials

CL Mazzitelli,M Rodriguez,SM Kerwin,JS Brodbelt,

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Evaluation of metal-mediated DNA binding of benzoxazole ligands by electrospray ionization mass spectrometry. Journal Published:

PUBLICATION TYPE: Journal Article

Journal: Journal of the American Society for Mass Spectrome

VOLUME: 19

Page Numbers: 209-18

Journal Abbreviation: J. Am. Soc. Mass Spectrom.

ISSN: 1044-0305

DAY: 23

MONTH: 05

YEAR: 2007

Evaluation of metal-mediated DNA binding of benzoxazole ligands by electrospray ionization mass spectrometry. Information

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LANGUAGE: eng

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Grant and Affiliation Information for Evaluation of metal-mediated DNA binding of benzoxazole ligands by electrospray ionization mass spectrometry.

AFFILIATION: Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, Texas, USA.

Country: United States

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MEDLINETA: J Am Soc Mass Spectrom

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