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J Inorg Biochem. 2015 Dec;153:114-120. doi: 10.1016/j.jinorgbio.2015.06.012. Epub 2015 Jul 9.

Synthesis and X-ray crystal structure of the dirhenium complex Re2(i-C3H7COO)4Cl2 and its interactions with the DNA purine nucleobases.

Author information

1
Department of Inorganic Chemistry, Ukrainian State University of Chemical Technology, Gagarin Ave. 8, Dnipropetrovs'k 49005, Ukraine. Electronic address: shtemenko@ukr.net.
2
Department of Chemistry, Texas A&M University, PO Box 30012, College Station, TX 77842-3012, United States.
3
Department of Inorganic Chemistry, Ukrainian State University of Chemical Technology, Gagarin Ave. 8, Dnipropetrovs'k 49005, Ukraine.
4
Department of Biophysics and Biochemistry, Dnipropetrovs'k National University, Gagarin Ave. 72, Dnipropetrovs'k 49050, Ukraine.

Abstract

The dirhenium complex Re2(i-C3H7COO)4Cl2 was synthesized and characterized by X-ray crystallography, (1)H NMR and electronic spectroscopies, and electrospray ionization-mass spectrometry. The reactions of Re2(i-C3H7COO)4Cl2 with the substituted DNA purine nucleobases guanine (9-methylguanine and 9-ethylguanine) and adenine (9-methyladenine and 9-ethyladenine) were investigated by proton nuclear magnetic resonance and electronic spectroscopies as well as electrospray ionization-mass spectrometry. The data corroborate binding of two 9-methylguanine (or 9-ethylguanine) and 9-methyladenine (or 9-ethyladenine) bases per dirhenium unit in a bidentate fashion, in equatorial positions, via sites N7/O6 and N1/N6, respectively, with concomitant substitution of two carboxylate groups to form a single isomer of cis-Re2(i-C3H7COO)2(nucleobase)2Cl2. The binding of the bases to the dirhenium core disrupts important nucleobase interactions and may have important biological implications with respect to the anticancer activity of dirhenium complexes.

KEYWORDS:

Anticancer; DNA purine nucleobases; Dirhenium; Electronic spectroscopy; NMR; Quadruple bond

PMID:
26315264
DOI:
10.1016/j.jinorgbio.2015.06.012
[Indexed for MEDLINE]

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