2-amino-3-hydroxy-2-(hydroxymethyl)propyl 2-(7-hydroxy-2-oxo-2H-chromen-4-yl)acetate | 1408290-13-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 2-amino-3-hydroxy-2-(hydroxymethyl)propyl 2-(7-hydroxy-2-oxo-2H-chromen-4-yl)acetate
• 英文别名: [2-Amino-3-hydroxy-2-(hydroxymethyl)propyl] 2-(7-hydroxy-2-oxochromen-4-yl)acetate；[2-amino-3-hydroxy-2-(hydroxymethyl)propyl] 2-(7-hydroxy-2-oxochromen-4-yl)acetate
• CAS: 1408290-13-0
• 化学式: C₁₅H₁₇NO₇
• 分子量: 323.302
• InChiKey: OOZJSCXFZGTFPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  139
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  间苯二酚 在 硫酸 作用下， 以 乙醇 为溶剂， 反应 77.0h， 生成 2-amino-3-hydroxy-2-(hydroxymethyl)propyl 2-(7-hydroxy-2-oxo-2H-chromen-4-yl)acetate
  参考文献：
  名称：

  A selective fluorescent probe for the detection of mercury (II) in aqueous media and its applications in living cells

  摘要：

  In this Letter we present a new probe, 2-amino-3-hydroxy-2-(hydroxymethyl)propyl 2-(7-hydroxy-2-oxo-2H-chromen-4-yl)acetate (PMR), which can reversibly detect mercuric ions (Hg2+) in HEPES buffer under physiological conditions. Possible interference with other analytes was examined. PMR displays a highly selective decrease of its fluorescence at 460 nm when it reacts with Hg2+. Interestingly, the probe can also be used as a fluorescent turn-on sensor for biologically relevant thiols such as glutathione and cysteine. PMR can be used to determine mercury in living cells. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.111

文献信息

• Discovery two potent and new inhibitors of 15-lipoxygenase: (E)-3-((3,4-dihydroxybenzylidene) amino)-7-hydroxy-2H-chromen-2-one and (E)-O-(4-(((7-hydroxy-2-oxo-2H-chromen-3-yl) imino)methine) phenyl)dimethylcarbamothioate
  作者：Carolina Nuñez、Nicole Morales、Olimpo García-Beltran、Carolina Mascayano、Angelica Fierro

  DOI：10.1007/s00044-017-1968-9

  日期：2017.11

  mechanisms of action and structural determinants of lipoxygenases inhibitors have been explored on several occasions, but many questions remain unanswered, especially about the differences of the inhibition mechanisms and their effect on the selectivity of lipoxygenases isoenzymes. Thus, REDOX mechanism has been proposed in this research to clarify the lipoxygenases inhibition by coumarins derivates on 15-sLOX

  脂加氧酶抑制剂的作用机理和结构决定因素已经有好几次探索，但许多问题仍未得到解答，特别是抑制机理的差异及其对脂加氧酶同工酶选择性的影响。因此，在本研究中提出了氧化还原酶机制，以阐明香豆素衍生物对15-sLOX的脂氧化酶的抑制作用。合成了十五种香豆素衍生物，并将其评估为15-脂氧合酶抑制剂。结果表明，某些分子具有亚微摩尔活性，并且可以通过动力学研究观察到与底物竞争。发现化合物6最相关，最有趣的结果表现出与去甲二氢愈创木酸相当的抑制活性，后者是一种有效的脂氧合酶氧化还原酶抑制剂（分别为0.17和0.29μM）。最后，对接和分子动力学研究表明，更好的配体被容纳在与获得的生物学数据相关的结合位点。此外，我们的发现有助于理解抑制剂的结构要求，并阐明了香豆素衍生物对15-sLOX的抑制机理。因此，我们指出了涉及脂氧合酶的具有潜在治疗用途的新配体的未来设计的新参数。
• A selective fluorescent probe for the detection of mercury (II) in aqueous media and its applications in living cells
  作者：Olimpo García-Beltrán、Natalia Mena、Tania A. Berríos、Enrique A. Castro、Bruce K. Cassels、Marco T. Núñez、Margarita E. Aliaga

  DOI：10.1016/j.tetlet.2012.09.111

  日期：2012.11

  In this Letter we present a new probe, 2-amino-3-hydroxy-2-(hydroxymethyl)propyl 2-(7-hydroxy-2-oxo-2H-chromen-4-yl)acetate (PMR), which can reversibly detect mercuric ions (Hg2+) in HEPES buffer under physiological conditions. Possible interference with other analytes was examined. PMR displays a highly selective decrease of its fluorescence at 460 nm when it reacts with Hg2+. Interestingly, the probe can also be used as a fluorescent turn-on sensor for biologically relevant thiols such as glutathione and cysteine. PMR can be used to determine mercury in living cells. (C) 2012 Elsevier Ltd. All rights reserved.