title: Synthesis and X-ray crystal structure of the dirhenium complex Re2(i-C3H7COO)4Cl2 and its interactions with the DNA purine nucleobases.
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.
authors: Department of Inorganic Chemistry, Ukrainian State University of Chemical Technology, Gagarin Ave. 8, Dnipropetrovs'k 49005, Ukraine. Electronic address: shtemenko@ukr.net.
authors: Alexander V
authors: AV
authors: Shtemenko
authors: Department of Chemistry, Texas A&M University, PO Box 30012, College Station, TX 77842-3012, United States.
authors: Helen T
authors: HT
authors: Chifotides
authors: Department of Inorganic Chemistry, Ukrainian State University of Chemical Technology, Gagarin Ave. 8, Dnipropetrovs'k 49005, Ukraine.
authors: Dina E
authors: DE
authors: Yegorova
authors: Department of Biophysics and Biochemistry, Dnipropetrovs'k National University, Gagarin Ave. 72, Dnipropetrovs'k 49050, Ukraine.
authors: Natalia I
authors: NI
authors: Shtemenko
authors: Department of Chemistry, Texas A&M University, PO Box 30012, College Station, TX 77842-3012, United States.
authors: Kim R
authors: KR
authors: Dunbar
mesh_terms: D000225:Adenine / Q000031:analogs & derivatives* / Q000737:chemistry; D056831:Coordination Complexes / Q000138:chemical synthesis / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004247:DNA / Q000737:chemistry*; D006147:Guanine / Q000031:analogs & derivatives* / Q000737:chemistry; D008081:Liposomes; D066244:Proton Magnetic Resonance Spectroscopy; D012211:Rhenium / Q000737:chemistry*; D012995:Solubility; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D056831:Coordination Complexes; D008081:Liposomes; C001172:9-ethyladenine; C116701:9-methylguanine; D006147:Guanine; C013115:9-methyladenine; D012211:Rhenium; C014542:9-ethylguanine; D004247:DNA; D000225:Adenine
keywords: Anticancer; DNA purine nucleobases; Dirhenium; Electronic spectroscopy; NMR; Quadruple bond