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

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

Research output: Contribution to journalArticlepeer-review

44 Scopus citations

Abstract

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 P1̄, 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 P21/c, 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.

Original languageEnglish
Pages (from-to)53-60
Number of pages8
JournalInorganica Chimica Acta
Volume263
Issue number1-2
DOIs
StatePublished - 15 Oct 1997

Keywords

  • Anticancer agent
  • Bipyridine complexes
  • Crystal structures
  • Cytotoxicity
  • Platinum complexes
  • Solvolysis

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