2,3-dihydroisorhamnetin | 55812-91-4

• 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: 2,3-dihydroisorhamnetin
• 英文别名: dihydroisorhamnetin；isorhamnetin；3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrochromen-4-one
• CAS: 55812-91-4
• 化学式: C₁₆H₁₄O₇
• 分子量: 318.283
• InChiKey: JWYULKXTGMJKKM-UHFFFAOYSA-N

物化性质

• 沸点：
  640.4±55.0 °C(Predicted)
• 密度：
  1.558±0.06 g/cm3(Predicted)
• 物理描述：
  Solid
• 熔点：
  230°C

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,3-dihydroisorhamnetin 在 potassium pyrosulfite 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以55%的产率得到异鼠李素
  参考文献：
  名称：

  Synthesis and antioxygenic activities of seabuckthorn flavone-3-ols and analogs

  摘要：

  A practical synthesis of polyhydroxy- and regiospecifically methylated flavone-3-ols which are components of commercial 'seabuckthorn flavone' has been achieved by modified Algar-Flynn-Oyamada method. Antioxidant activities of seabuckthorn extracts, isolated products and a number of flavone-3-ols have been determined. Structure-activity relationships have been discussed. Amongst the compounds tested, gallic acid, which is also present in seabuckthorn, was found to be the most effective antioxidant and radioprotectant. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.008
• 作为产物：
  描述：

  3-甲氧基-4-(甲氧基甲氧基)苯甲醛 在 盐酸 、 双氧水 、 potassium hydroxide 、 sodium hydroxide 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.33h， 生成 2,3-dihydroisorhamnetin
  参考文献：
  名称：

  Synthesis and antioxygenic activities of seabuckthorn flavone-3-ols and analogs

  摘要：

  A practical synthesis of polyhydroxy- and regiospecifically methylated flavone-3-ols which are components of commercial 'seabuckthorn flavone' has been achieved by modified Algar-Flynn-Oyamada method. Antioxidant activities of seabuckthorn extracts, isolated products and a number of flavone-3-ols have been determined. Structure-activity relationships have been discussed. Amongst the compounds tested, gallic acid, which is also present in seabuckthorn, was found to be the most effective antioxidant and radioprotectant. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.008

文献信息

• Flavonoid 3′-O-methyltransferase from rice: cDNA cloning, characterization and functional expression
  作者：Bong-Gyu Kim、Youngshim Lee、Hor-Gil Hur、Yoongho Lim、Joong-Hoon Ahn

  DOI：10.1016/j.phytochem.2005.11.022

  日期：2006.2

  all of which have a 3'-hydroxyl functional group. The reaction products were analyzed using TLC, HPLC, HPLC/MS, and NMR spectroscopy. The NMR analysis showed that ROMT-9 transferred the methyl group specifically to the 3'-hydroxyl group of quercetin, resulting in the formation of its methoxy derivative. Furthermore, ROMT-9 converted flavonoids containing the 3'-hydroxy functional group such as eriodictyol

  已知植物 O-甲基转移酶 (OMT) 参与植物次生代谢物的甲基化，尤其是苯丙烷和类黄酮化合物。使用逆转录聚合酶链反应 (RT-PCR) 从水稻中克隆并表征了 OMT，ROMT-9。ROMT-9 的爆炸结果显示与来自玉米和普通小麦的咖啡酸 OMT 具有 73% 的同一性。ROMT-9 在大肠杆菌中表达，其重组蛋白使用亲和层析纯化。然后测试其将 S-腺苷-l-甲硫氨酸的甲基转移到类黄酮底物、圣草酚、木犀草素、槲皮素和紫杉叶素的能力，所有这些都具有 3'-羟基官能团。使用TLC、HPLC、HPLC/MS和NMR光谱分析反应产物。核磁共振分析表明，ROMT-9 将甲基特异性转移到槲皮素的 3'-羟基上，从而形成其甲氧基衍生物。此外，ROMT-9 将含有 3'-羟基官能团的黄酮类化合物如圣草酚、木犀草素、槲皮素和紫杉叶素转化为相应的甲氧基衍生物，表明 ROMT-9 是一种对黄酮类化合物的 3'-羟基具有严格特异性的
• CONJUGATES OF HUPERZINE AND ANALOGS THEREOF
  申请人：INSERO HEALTH INC.

  公开号：US20150191430A1

  公开（公告）日：2015-07-09

  Compounds and compositions for treating neurodegenerative diseases are described. The compounds include a therapeutic agent covalently linked with huperzine or an analog thereof through a linker. Methods of preparing the compounds are described. Methods of treating a neurodegenerative disease by administering compounds and compositions including a therapeutic agent covalently linked with huperzine or an analog thereof are described. Methods for delivering a therapeutic agent by administering the therapeutic agent covalently linked to huperzine or an analog thereof are described.
• Synthesis and antioxygenic activities of seabuckthorn flavone-3-ols and analogs
  作者：N. Pandurangan、Chinchu Bose、A. Banerji

  DOI：10.1016/j.bmcl.2011.07.008

  日期：2011.9

  A practical synthesis of polyhydroxy- and regiospecifically methylated flavone-3-ols which are components of commercial 'seabuckthorn flavone' has been achieved by modified Algar-Flynn-Oyamada method. Antioxidant activities of seabuckthorn extracts, isolated products and a number of flavone-3-ols have been determined. Structure-activity relationships have been discussed. Amongst the compounds tested, gallic acid, which is also present in seabuckthorn, was found to be the most effective antioxidant and radioprotectant. (C) 2011 Elsevier Ltd. All rights reserved.