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Platinum(II) complexes of 3,3′-disubstituted-2,2′-bypyridines. Synthesis, structures, cytotoxic effect and unusual solvolysis in DMSO

1997; Elsevier BV; Volume: 263; Issue: 1-2 Linguagem: Inglês

10.1016/s0020-1693(97)05566-7

1873-3255

Jeongsoo Yoo, Jae-Hak Kim, Youn Soo Sohn, Youngkyu Do,

DNA and Nucleic Acid Chemistry

The reaction of 3,3′-disubstituted-2,2′-bipyridines, 2,2′-bipyridyl-3,3′-dicarboxylic acid (H2BDC) and 3,3′-dimethylol-2,2′-bipyridine (DMB) with potassium tetrachloroplatinate(II) in water gives Pt(H2BDC)Cl2 (1) and Pt(DMB)Cl2 (2), respectively. Both complexes were characterized by elemental analysis and various spectroscopic techniques. The molecular structures of 1 and 2 have been determined by single-crystal X-ray diffraction. 1·2DMF: triclinic system, space group P1, α=8.089(9) Å, b=9.707(8) Å c=15.541(4) Å, α=106.88(6)°, β=100.41(3)°, γ=94.39(8)°, V=1137.8(2) Å3, Z=2. 2: monoclinic system, space group P2, lc, α=7.849(5) Å, b=16.125(3) Å, c=21.613(5) Å, β=94.10(2)°, V=2728.5(9) Å3, Z=8. X-ray structures indicate that two pyridine rings of the bipyridyl ligand in both compounds cannot attain the coplanar state owing to the steric bulkiness of the substituents in the 3,3′-positions. The solvolysis of 1 in DMSO. characterized by 1H, 13C and 195Pt NMR spectra, leads to the unprecedented example for the complete release of the free amine ligand H2BDC, yielding the formation of cis-[Pt(Me2SO)2Cl2]. No antitumor activity was observed for 1 and 2 against the leukemia L1210 cell line.