OsCl₂(η⁶-p-cymene)(1,3,5-triaza-7-phosphatricyclo[3.3.1.1]-decane) | 852172-35-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: OsCl₂(η⁶-p-cymene)(1,3,5-triaza-7-phosphatricyclo[3.3.1.1]-decane)
• 英文别名: OsCl₂(η⁶-p-cymene)(PTA)；[Os(η6-p-cymene)(1,3,5-triaza-7-phosphatricyclo-[3.3.1.1]decane)Cl2]；Os(η6-C10H14)(1,3,5-triaza-7-phosphatricyclo[3.3.1.1]decane)Cl2；[Os(II)(η6-p-cymene)(1,3,5-triaza-7-phosphaadamantane)Cl2]
• CAS: 852172-35-1
• 化学式: C₁₆H₂₆Cl₂N₃OsP
• 分子量: 552.482
• InChiKey: DGIDHSYVVWFGKG-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -3.19
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  9.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  OsCl₂(η⁶-p-cymene)(1,3,5-triaza-7-phosphatricyclo[3.3.1.1]-decane) 、 2-(2-(2,3-dichloro-4-(2-methylenebutanoyl)-phenoxy)acetoxy)ethyl-nicotinate 、 silver tetrafluoroborate 以 二氯甲烷 为溶剂， 反应 72.0h， 以81%的产率得到Os(η⁶-p-cymene)Cl(2-(2-(2,3-dichloro-4-(2-methylenebutanoyl)phenoxy)acetoxy)ethylnicotinato)(1,3,5-triaza-7-phosphaadamantane)tetrafluoroborato
  参考文献：
  名称：

  芳烃O与乙炔酸修饰的配体：合成，表征，和细胞内谷胱甘肽S转移酶抑制和抗增殖活性的评价。

  摘要：

  Four arene osmium complexes were prepared containing derivatives of ethacrynic acid, a potent inhibitor of glutathione Stransferases, either by direct coordination or via N- or P-donor ligands. The complexes were characterized by spectroscopic and analytical methods and, for Os(eta(6)-p-cymene)(acetylacetonato)(2-(2,3-dichloro-4(2-ethylenebutanoyephenoxy)acetato) and Os(eta(6)-p-cymene)Cl-2(2-(2-(2,3-dichloro-4-(2-methylenebutanoyl)phenoxy)acetoxy)ethyl nicotinato), by single-crystal X-ray diffraction. The cytotoxicity of the complexes toward human ovarian cancer cells and nontumorous human embryonic kidney cells was investigated, and two of the complexes, for which ruthenium analogues are known, helped to delineate the influence of the metal ion. Inhibition studies of intracellular glutathione S-transferases (GSTs, detoxification enzymes implicated in drug resistance) indicate that the observed cytotoxicity of the complexes involves GST inhibition, as well as other targets following dissociation of the ethacrynic acid group from the osmium(II) ion.

  DOI：

  10.1021/acs.organomet.6b00197
• 作为产物：
  描述：

  [osmium(II)dichloride(η6-p-cymene)]2 、 1,3,5-三氮杂-7-磷杂金刚烷 以 甲醇 为溶剂， 生成 OsCl₂(η⁶-p-cymene)(1,3,5-triaza-7-phosphatricyclo[3.3.1.1]-decane)
  参考文献：
  名称：

  芳烃O与乙炔酸修饰的配体：合成，表征，和细胞内谷胱甘肽S转移酶抑制和抗增殖活性的评价。

  摘要：

  Four arene osmium complexes were prepared containing derivatives of ethacrynic acid, a potent inhibitor of glutathione Stransferases, either by direct coordination or via N- or P-donor ligands. The complexes were characterized by spectroscopic and analytical methods and, for Os(eta(6)-p-cymene)(acetylacetonato)(2-(2,3-dichloro-4(2-ethylenebutanoyephenoxy)acetato) and Os(eta(6)-p-cymene)Cl-2(2-(2-(2,3-dichloro-4-(2-methylenebutanoyl)phenoxy)acetoxy)ethyl nicotinato), by single-crystal X-ray diffraction. The cytotoxicity of the complexes toward human ovarian cancer cells and nontumorous human embryonic kidney cells was investigated, and two of the complexes, for which ruthenium analogues are known, helped to delineate the influence of the metal ion. Inhibition studies of intracellular glutathione S-transferases (GSTs, detoxification enzymes implicated in drug resistance) indicate that the observed cytotoxicity of the complexes involves GST inhibition, as well as other targets following dissociation of the ethacrynic acid group from the osmium(II) ion.

  DOI：

  10.1021/acs.organomet.6b00197

文献信息

• Arene Osmium Complexes with Ethacrynic Acid-Modified Ligands: Synthesis, Characterization, and Evaluation of Intracellular Glutathione <i>S</i>-Transferase Inhibition and Antiproliferative Activity
  作者：Gabriele Agonigi、Tina Riedel、M. Pilar Gay、Lorenzo Biancalana、Enrique Oñate、Paul J. Dyson、Guido Pampaloni、Emilia Păunescu、Miguel A. Esteruelas、Fabio Marchetti

  DOI：10.1021/acs.organomet.6b00197

  日期：2016.4.11

  Four arene osmium complexes were prepared containing derivatives of ethacrynic acid, a potent inhibitor of glutathione Stransferases, either by direct coordination or via N- or P-donor ligands. The complexes were characterized by spectroscopic and analytical methods and, for Os(eta(6)-p-cymene)(acetylacetonato)(2-(2,3-dichloro-4(2-ethylenebutanoyephenoxy)acetato) and Os(eta(6)-p-cymene)Cl-2(2-(2-(2,3-dichloro-4-(2-methylenebutanoyl)phenoxy)acetoxy)ethyl nicotinato), by single-crystal X-ray diffraction. The cytotoxicity of the complexes toward human ovarian cancer cells and nontumorous human embryonic kidney cells was investigated, and two of the complexes, for which ruthenium analogues are known, helped to delineate the influence of the metal ion. Inhibition studies of intracellular glutathione S-transferases (GSTs, detoxification enzymes implicated in drug resistance) indicate that the observed cytotoxicity of the complexes involves GST inhibition, as well as other targets following dissociation of the ethacrynic acid group from the osmium(II) ion.