二氢黄芩素 | 35683-17-1

• 物质功能分类: 生物化工 - 天然产物
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 中文名称: 二氢黄芩素
• 英文名称: dihydrobaicalein
• 英文别名: 5,6,7-trihydroxy-2-phenyl-chroman-4-one；5,6,7-Trihydroxy-2-phenyl-chroman-4-on；5,6,7-trihydroxy-2-phenyl-2,3-dihydrochromen-4-one
• CAS: 35683-17-1
• 化学式: C₁₅H₁₂O₅
• 分子量: 272.257
• InChiKey: GPDJGLOROGNHJD-UHFFFAOYSA-N

物化性质

• 熔点：
  226-227 °C
• 沸点：
  595.0±50.0 °C(Predicted)
• 密度：
  1.485±0.06 g/cm3(Predicted)
• 溶解度：
  溶于氯仿、二氯甲烷、乙酸乙酯、DMSO、丙酮等。

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  二氢黄芩素 、 1-氨基戊烷 在 氧气 作用下， 以 氘代二甲亚砜 为溶剂， 以49%的产率得到5,7-dihydroxy-6-(pentylamino)-2-phenylchroman-4-one
  参考文献：
  名称：

  氧化还原介导的连苯三酚基多酚的胺化

  摘要：

  已知淀粉样蛋白可通过胺化作用被天然多酚修饰。本研究采用体外和计算机方法研究了多酚和N -亲核试剂之间的氧化偶联机制。结果表明，具有连苯三酚亚结构和 C4a 位吸电子基团的多酚最有效。这些见解可以在抗淀粉样蛋白生成的药物设计中发挥至关重要的作用。

  DOI：

  10.1002/chem.202303783
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 三氯化铝 、 苯 作用下， 生成 二氢黄芩素
  参考文献：
  名称：

  Chopin; Chadenson, Bulletin de la Societe Chimique de France, 1959, p. 1585,1593

  摘要：

  DOI：

文献信息

• METHOD FOR DISSOLVING FLAVONOID COMPOUND, CARBON GLYCOSIDE COMPOUND, OR STILBENE COMPOUND AND METHOD FOR PREPARING INJECTION OR POWDER FOR INJECTION
  申请人：Kunming Pharmaceutical Corp.

  公开号：EP2832348A1

  公开（公告）日：2015-02-04

  The present invention relates to the technical field of medicine, and relates specifically to a method for dissolving a flavonoid compound, a carbon glycoside compound, or a stilbene compound and a method for preparing an injection or a powder for injection. The method: the flavonoid compound, the carbon glycoside compound, or the stilbene compound is mixed with a solubilizer to acquire a reactant; when water for injection is heated and stirred in a vacuum, the reactant is added under the protection of nitrogen or argon to acquire a product. The dissolution speed of the method is fast, redissolution tests show that a freeze-dried powder that is acquired when a water-soluble medicament acquired is freeze-dried can dissolve completely in just five seconds, a significant increase in redissolution speed compared with a control group; also, the stability is great, and a medicinal requirement for clinical emergencies is satisfied.

  本发明涉及医药技术领域，具体涉及一种黄酮类化合物、碳苷类化合物或芪类化合物的溶解方法及注射剂或注射用粉剂的制备方法。该方法：将黄酮类化合物、碳苷化合物或芪类化合物与增溶剂混合，获得反应物；在真空中加热搅拌注射用水，在氮气或氩气的保护下加入反应物，获得产物。该方法的溶解速度快，复溶试验表明，将获得的水溶性药物冻干后得到的冻干粉仅需 5 秒钟就能完全溶解，复溶速度比对照组有明显提高；而且稳定性好，满足了临床急救的用药要求。
• α-Glucosidase inhibition of 6-hydroxyflavones. Part 3: Synthesis and evaluation of 2,3,4-trihydroxybenzoyl-containing flavonoid analogs and 6-aminoflavones as α-glucosidase inhibitors
  作者：Hong Gao、Jun Kawabata

  DOI：10.1016/j.bmc.2004.12.010

  日期：2005.3.1

  The SAR studies suggested that the C-ring of baicalein (1) was not necessary for the activity, and validated the importance of 2,3,4-trihydroxybenzoyl structure of 1. Thus, a series of 2,3,4-trihydroxybenzoyi-containing flavonoid analogs were investigated for the alpha-glucosidase inhibitory activity. The results indicated that 5,6,7-trihydroxy-2-phenyl-4-quinolone (2) and 5,6,7-trihydroxyflavanone (4) showed the comparable activity to 1, while 3,5,6,7-tetrahydroxyflavone (7), 5,6,7-trihydroxyisoflavone (8), and 6-hydroxygenistein (9) showed moderate alpha-glucosidase inhibitory activity. In addition, it was found that 6-amino-5,7-dihydroxyflavone (16) was a more potent and specific rat intestinal alpha-glucosidase inhibitor than 1, and showed the comparable activity to acarbose. This is the first report on mammalian intestinal alpha-glucosidase inhibitory activity of 6-aminoflavones. Kinetic studies revealed that 16 inhibited both sucrose- and maltose-hydrolyzing activities of rat intestinal alpha-glucosidase uncompetitively/ (C) 2004 Elsevier Ltd. All rights reserved.
• Narasimhachari et al., Proceedings - Indian Academy of Sciences, Section A, 1949, # 29, p. 404,409
  作者：Narasimhachari et al.

  DOI：——

  日期：——
• DELIVERY SYSTEMS FOR DELIVERING FUNCTIONAL COMPOUNDS TO SUBSTRATES AND PROCESSES OF USING THE SAME
  申请人：KIMBERLY-CLARK WORLDWIDE, INC.

  公开号：EP2175922B1

  公开（公告）日：2014-12-17
• METHOD FOR DISSOLVING FLAVONOID COMPOUND, CARBON GLYCOSIDE COMPOUND, OR STILBENE COMPOUND AND METHOD FOR PREPARING AN INJECTION OR A POWDER FOR INJECTION
  申请人：Kunming Pharmaceutical Corp.

  公开号：EP2832348B1

  公开（公告）日：2020-03-04