2,4,6-trihydroxyphenylglyoxylic acid | 69098-01-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,4,6-trihydroxyphenylglyoxylic acid
• 英文别名: 2,4,6-dihydroxyphenyl oxoacetic acid；2-oxo-2-(2,4,6-trihydroxyphenyl)acetic acid；oxo(2,4,6-trihydroxyphenyl)acetic acid；2-(2',4',6'-trihydroxyphenyl)-2-oxoacetic acid；(2,4,6-Trihydroxy-phenyl)-glyoxylsaeure
• CAS: 69098-01-7
• 化学式: C₈H₆O₆
• 分子量: 198.132
• InChiKey: BMRQRDSXSJLTAI-UHFFFAOYSA-N

物化性质

• 沸点：
  449.2±43.0 °C(Predicted)
• 密度：
  1.786±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  115
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,4,6-trihydroxyphenylglyoxylic acid 、 邻苯二胺 生成 3-(2,4,6-trihydroxy-phenyl)-1H-quinoxalin-2-one
  参考文献：
  名称：

  Hargreaves et al., Journal of Applied Chemistry, 1958, vol. 8, p. 273,280

  摘要：

  DOI：
• 作为产物：
  描述：

  间苯三酚 、 氰基甲酸乙酯 在 盐酸 作用下， 生成 2,4,6-trihydroxyphenylglyoxylic acid
  参考文献：
  名称：

  Hargreaves et al., Journal of Applied Chemistry, 1958, vol. 8, p. 273,280

  摘要：

  DOI：

文献信息

• The influence of the host–guest interaction on the oxidation of natural flavonoid dyes
  作者：Šárka Ramešová、Romana Sokolová、Ilaria Degano、Magdaléna Hromadová、Miroslav Gál、Viliam Kolivoška、Maria Perla Colombini

  DOI：10.1135/cccc2011106

  日期：——

  The influence of the molecular cavity protection on degradation processes of bioorganic compounds quercetin and luteolin used as the original dyes in old tapestries was studied. The degradation processes were studied by electrochemical methods in aqueous media. The products of the exhaustive electrolysis were separated and identified by GC-MS analysis. Cyclic voltammetry characteristics indicate that the inclusion complex is formed. The inclusion affects the redox potentials of both oxidation waves related to the different dissociation forms of the flavonoid molecule. It was shown that decomposition products formed by the oxidation of quercetin are stabilized in the cavity of β-cyclodextrin, including the main oxidation product 2(3′,4′-dihydroxybenzoyl)-2,4,6-trihydroxybenzofuran-3(2H)-one. The formation of the 1:1 inclusion complex of luteolin with β-cyclodextrin is supported by the enhancement of fluorescence intensity. In the case of quercetin, a decrease of fluorescence intensity occurs when 1:1 inclusion complex with β-cyclodextrin is formed.

  研究了分子空腔保护对作为古老挂毯原始染料的生物有机化合物槲皮素和芦丁的降解过程的影响。降解过程通过在水介质中的电化学方法进行研究。通过气相色谱-质谱分析分离和鉴定了电解的产物。循环伏安特性表明形成了包含复合物。包含影响了与类黄酮分子不同解离形式相关的氧化波的氧化还原电位。结果表明，由槲皮素氧化形成的分解产物在β-环糊精的空腔中稳定，包括主要氧化产物2(3′,4′-二羟基苯甲酰)-2,4,6-三羟基苯并呋喃-3(2H)-酮。芦丁与β-环糊精的1:1包含复合物的形成得到了荧光强度增强的支持。对于槲皮素，当与β-环糊精形成1:1包含复合物时，荧光强度会降低。
• Irreversible UV-induced quercetin and rutin degradation in solution, studied by UV-spectrophotometry and HPLC chromatography
  作者：Jelena Zvezdanovic、Jelena Stanojevic、Dejan Markovic、Dragan Cvetkovic

  DOI：10.2298/jsc110618180z

  日期：——

  Irreversible degradation of quercetin and rutin, dissolved in methanol and water, induced by continuous UV-irradiation from two different sub-ranges (UV-B and UV-C) has been studied in this work. The degradation of both flavonoids is related to formation of UV-induced degradation products: both processes follow first-order kinetics. The degradation and products formation rate constants are both dependent on the involved UV-photons energy input in both solvents.

  溶于甲醇和水的槲皮素和芦丁在两种不同亚范围的紫外线连续照射下的不可逆降解 的不可逆降解进行了研究。 (UV-B 和 UV-C）诱导的不可逆降解。这两种黄酮类化合物的降解 黄酮类化合物的降解与紫外线诱导的降解产物的形成有关：这两个过程都遵循一阶动力学。 过程都遵循一阶动力学。降解和产物形成的 速率常数都取决于在两种溶剂中输入的紫外线光子能量。 两种溶剂中的紫外线光子能量输入有关。
• On the difference in decomposition of taxifolin and luteolin vs. fisetin and quercetin in aqueous media
  作者：Romana Sokolová、Šárka Ramešová、Jana Kocábová、Viliam Kolivoška、Ilaria Degano、Emanuela Pitzalis

  DOI：10.1007/s00706-016-1737-3

  日期：2016.8

  AbstractThe decomposition of flavonols quercetin and fisetin, flavone luteolin and flavanone taxifolin was studied in slightly alkaline solution under ambient conditions. The study was based on spectrophotometry and high-pressure liquid chromatography. Products formed by atmospheric oxygen oxidation and hydrolysis were identified by HPLC–DAD and HPLC–ESI-MS/MS. Only small differences in the chemical

  摘要在环境条件下，在弱碱性溶液中研究了黄酮醇槲皮素和非瑟酮，黄酮木犀草素和黄烷酮类滑石素的分解。该研究基于分光光度法和高压液相色谱法。HPLC-DAD和HPLC-ESI-MS / MS鉴定了由大气氧氧化和水解形成的产物。黄酮类化合物的化学结构只有很小的差异，导致氧化途径和产物变化极大。黄酮醇的氧化导致苯并呋喃酮衍生物和几个开放结构的形成。相反，未发现苯并呋喃酮衍生物是滑石粉和木犀草素氧化分解的产物。这些化合物被氧化成它们的羟基化衍生物和典型的开放结构。 图形概要
• The effect of natural deep eutectic solvents on laccase activity and oligomerization of rutin
  作者：Ayşe Ezgi Ünlü、Brinda Prasad、Kishan Anavekar、Paul Bubenheim、Andreas Liese

  DOI：10.1080/10242422.2022.2120391

  日期：——
• Hargreaves et al., Journal of Applied Chemistry, 1958, vol. 8, p. 273,280
  作者：Hargreaves et al.

  DOI：——

  日期：——