| 124620-14-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻二唑类
• CAS: 124620-14-0
• 化学式: C₂₉H₄₃STe*F₆P
• 分子量: 696.291
• InChiKey: KESAUUPHTFDVIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.55
• 重原子数：
  38.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  在 sodium hydrogensulfite 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 0.08h， 以81%的产率得到
  参考文献：
  名称：

  Chalcogenapyrylium dyes as photochemotherapeutic agents. 2. Tumor uptake, mitochondrial targeting, and singlet-oxygen-induced inhibition of cytochrome c oxidase

  摘要：

  Cationic selena- and tellurapyrylium dyes 1d-g and 1i were found to inhibit cytochrome c oxidase upon irradiation of isolated mitochondrial suspensions treated with 10 microM solutions of dye. The amount of inhibition by these dyes was found to be related to oxygen concentration and inversely related to the concentration of added imidazole, a singlet-oxygen trap, suggesting that singlet oxygen is responsible, at least in part, for the inhibition of the enzyme. Dyes 1d-g and 1i, containing either selenium or tellurium, produce singlet oxygen with a quantum efficiency, phi (1O2), between 0.005 and 0.09 in methanol. Dyes 1a-c, containing the lighter chalcogens oxygen and sulfur, have values of phi (1O2) that are less than 0.0008 in methanol and do not inhibit cytochrome c oxidase in irradiated mitochondrial suspensions. Dyes 1c and 1d have nearly identical spectral and redox properties. Only the selenapyrylium dye 1d inhibits the enzyme, suggesting that neither ground-state nor excited-state electron transfer is important in inhibition of the enzyme. Electron micrographs of human U251 glioma cells, treated in vitro with 1i and light, showed pronounced morphology changes in the mitochondrial membranes relative to electron micrographs of untreated cells. Epifluorescence microscopy of the treated cells showed granular yellow-green fluorescence presumably from photooxidized dye in the mitochondria.

  DOI：

  10.1021/jm00166a005

文献信息

• Detty, Michael R.; Merkel, Paul B., Journal of the American Chemical Society, 1990, vol. 112, # 10, p. 3845 - 3855
  作者：Detty, Michael R.、Merkel, Paul B.

  DOI：——

  日期：——