1,2-Bis(6-methoxypyridin-2-yl)ethane-1,2-dione | 1082339-33-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2-Bis(6-methoxypyridin-2-yl)ethane-1,2-dione
• CAS: 1082339-33-0
• 化学式: C₁₄H₁₂N₂O₄
• 分子量: 272.26
• InChiKey: DUVGVMVJPDXDMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  78.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  6,6'-dimethoxy-2,2'-pyridoin 在 碘 作用下， 以 二氯甲烷 为溶剂， 生成 1,2-Bis(6-methoxypyridin-2-yl)ethane-1,2-dione
  参考文献：
  名称：

  2,2′-Pyridoin derivatives protect HL-60 cells against oxidative stress

  摘要：

  Focusing on 2,2 '-pyridoin (1, 1,2-di(2-pyridyl)-1,2-ethenediol) and its synthetic derivatives as the lead compound of the potent antioxidative enediol, their protective effect against oxidative stress was evaluated on the HL-60 cell system. 2,2 '-Pyridoins showed no remarkable cytotoxic effect on HL-60 cells. The derivatives 1, 2, 3, 5, and 6 inhibited H(2)O(2)-induced cell death and intracellular oxidative stress more significantly than ascorbic acid. Since 2,2 '-pyridoins are oxidized to the diketones, 2,2 '-pyridils, in a protic solvent, the antioxidant activity of 2,2 '-pyridils was also investigated. 2,2 '-Pyridils showed antioxidant activity in the cell; however, the activity was lower than that of 2,2 '-pyridoins. These results suggested that 2,2 '-pyrdoin derivatives can be good cytoprotective agents against oxidative stress. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.08.057

文献信息

• 2,2′-Pyridoin derivatives protect HL-60 cells against oxidative stress
  作者：Masashi Hatanaka、Chiho Nishizawa、Tomohiro Kakinoki、Kyoko Takahashi、Shigeo Nakamura、Tadahiko Mashino

  DOI：10.1016/j.bmcl.2008.08.057

  日期：2008.10

  Focusing on 2,2 '-pyridoin (1, 1,2-di(2-pyridyl)-1,2-ethenediol) and its synthetic derivatives as the lead compound of the potent antioxidative enediol, their protective effect against oxidative stress was evaluated on the HL-60 cell system. 2,2 '-Pyridoins showed no remarkable cytotoxic effect on HL-60 cells. The derivatives 1, 2, 3, 5, and 6 inhibited H(2)O(2)-induced cell death and intracellular oxidative stress more significantly than ascorbic acid. Since 2,2 '-pyridoins are oxidized to the diketones, 2,2 '-pyridils, in a protic solvent, the antioxidant activity of 2,2 '-pyridils was also investigated. 2,2 '-Pyridils showed antioxidant activity in the cell; however, the activity was lower than that of 2,2 '-pyridoins. These results suggested that 2,2 '-pyrdoin derivatives can be good cytoprotective agents against oxidative stress. (c) 2008 Elsevier Ltd. All rights reserved.