[PtMe3(bipyridyl)(1-methyl-2-thiocitosine)][BF4] | 1108234-19-0

• 英文名称: [PtMe3(bipyridyl)(1-methyl-2-thiocitosine)][BF4]
• CAS: 1108234-19-0
• 化学式: BF₄*C₁₈H₂₄N₅PtS
• 分子量: 624.373
• InChiKey: UFRCNSVNDWZTBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  [PtMe₃(2,2'-bipyridine)I] 、 1-methyl-2-thiocytosine 、 silver tetrafluoroborate 以 甲醇 为溶剂， 以41%的产率得到[PtMe3(bipyridyl)(1-methyl-2-thiocitosine)][BF4]
  参考文献：
  名称：

  Synthesis, characterization, and cytotoxicity of trimethylplatinum(IV) complexes with 2-thiocytosine and 1-methyl-2-thiocytosine ligands

  摘要：

  The reaction of [PtMe3(MeOH)(bpy)][BF4] (1) with the thionucleobases 2-thiocytosine (SCy, 2) and 1-methyl-2-thiocytosine (1-MeSCy, 3) resulted in the formation of the complexes [PtMe3(bpy)(SCy-kS)][BF4] (4) and [PtMe3(bpy)(1-MeSCy-kS)] [BF4] (5), respectively. The complexes were characterized by H-1 and C-13 NMR spectroscopy as well as by single-crystal X-ray analyses of 4 center dot MeOH and 5. In 4 center dot MeOH two strong hydrogen bonds (N4-H center dot center dot center dot N3': N4 center dot center dot center dot N3' 2.976(7)angstrom) between the thiocytosine ligands give rise to base pairing thus forming dinuclear cations [{PtMe3(bpy)(SCy-kS)}(2)](2+). In both complexes the platinum atom is octahedrally coordinated [PtC3N2S] by three methyl ligands, the 2,2'-bipyridine ligand and the kS coordinated nucleobase (configuration index: OC-6-33). The structural investigations gave evidence that the sulfur atoms of the nucleobase ligands in 4 center dot MeOH and 5 have to be regarded as sp(3) and sp(2) hybridized, respectively. Thus, the ligand in 4 center dot MeOH has to be considered as the deprotonated thiol-amino form of thiocytosine being reprotonated at N1. In complex 5 the 1-MeSCy is coordinated in its thione-amino form. DFT-calculations of the base-paired dinuclear cation in 4 as well as of 4 itself gave proof of the strength of the hydrogen bond (8.5 kcal/mol) and exhibited that cation-anion interactions influence the conformation of the complex. In vitro cytotoxicity studies of 4 and 5 using nine different human tumor cell lines revealed moderate cytotoxic activity. (c) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2008.03.085