quercetin 4'-acetate | 959833-91-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: quercetin 4'-acetate
• 英文别名: 4'-acetylquercetin；2-[4-(Acetyloxy)-3-hydroxyphenyl]-3,5,7-trihydroxy-4H-1-benzopyran-4-one；[2-hydroxy-4-(3,5,7-trihydroxy-4-oxochromen-2-yl)phenyl] acetate
• CAS: 959833-91-1
• 化学式: C₁₇H₁₂O₈
• 分子量: 344.277
• InChiKey: KKHYHIITLPBUCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  134
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  乙酸乙烯酯 、 槲皮素 在 Novozym 435 作用下， 以 丙酮 为溶剂， 反应 168.0h， 生成 quercetin 4'-acetate 、 3'-acetylquercetin
  参考文献：
  名称：

  类黄酮苷元的意外酶催化区域选择性酰化和快速产物筛选†

  摘要：

  使用南极假丝酵母脂肪酶B（CALB）实现了前所未有的区域性黄酮苷元的区域选择性酰化。通过使用高分辨的苯酚型OH 1 H NMR光谱区域，在加入H2O3后记录下来，对产物的形成进行了快速筛选。苦味酸。

  DOI：

  10.1039/c2ob06784f

文献信息

• The NMR tube bioreactor
  作者：Alexandra V. Chatzikonstantinou、Antonis D. Tsiailanis、Ioannis P. Gerothanassis、Haralambos Stamatis、Enrico Ravera、Marco Fragai、Claudio Luchinat、Giacomo Parigi、Andreas G. Tzakos

  DOI：10.1016/bs.mie.2019.10.032

  日期：——
• Enzymatic Acylation of Flavonoids: Effect of the Nature of the Substrate, Origin of Lipase, and Operating Conditions on Conversion Yield and Regioselectivity
  作者：Latifa Chebil、Julie Anthoni、Catherine Humeau、Christine Gerardin、Jean-Marc Engasser、Mohamed Ghoul

  DOI：10.1021/jf071943j

  日期：2007.11.1

  The conversion yield at equilibrium, the initial rate, and the regioselectivity of the enzymatic acetylation of aglycone flavonoids (quercetin, naringenin, hesperetin, and chrysin) were investigated and compared to those obtained with a glycosylated one (isoquercitrin). The effects of a wide range of operating conditions were quantified. Fourier transform infrared spectrometry (FT-IR), NMR, and high performance liquid chromatography electrospray ionization mass spectrometry (HPLC-ESI-MS) analyses showed that for glycosylated flavonoids, in the presence of Candida antarctica (CAL-B), the acetylation occurred on the 2 ''-OH, 3 ''-OH, and 6 ''-OH of the glucose part, while with Pseudomonas cepacea lipase (PSL-C) acetylation takes place on 6 ''-OH of the sugar and 4 '-OH of the B-ring. For aglycone flavonoids, the acetyiation occurred only with IPSL-C on 4 '-OH, 3 '-OH, and 7-OH-1 hydroxyls. The conversion yield and the number and the relative proportions of the synthesized products were found dependent on the nature of the enzyme, the molar ratio, and the flavonoid structure. The initial rate was affected only by the origin of the enzyme.
• Unexpected enzyme-catalyzed regioselective acylation of flavonoid aglycones and rapid product screening
  作者：Eleni Kyriakou、Alexandra Primikyri、Pantelis Charisiadis、Maria Katsoura、Ioannis P. Gerothanassis、Haralambos Stamatis、Andreas G. Tzakos

  DOI：10.1039/c2ob06784f

  日期：——

  Unprecedented regioselective acylation of flavonoid aglycones was achieved using Candida antarcticalipase B (CALB). The rapid screening of product formation was performed by the use of the high resolution phenol-type OH 1H NMR spectral region recorded after the addition of picric acid.

  使用南极假丝酵母脂肪酶B（CALB）实现了前所未有的区域性黄酮苷元的区域选择性酰化。通过使用高分辨的苯酚型OH 1 H NMR光谱区域，在加入H2O3后记录下来，对产物的形成进行了快速筛选。苦味酸。