6,7,3',4'-tetrahydroxyisoflavone | 109588-95-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 6,7,3',4'-tetrahydroxyisoflavone
• 英文别名: cladrastin；3-(3,4-dihydroxy-phenyl)-6,7-dihydroxy-chromen-4-one；3-(3,4-Dihydroxy-phenyl)-6,7-dihydroxy-chromen-4-on；3-(3,4-Dihydroxyphenyl)-6,7-dihydroxy-4H-chromen-4-one；3-(3,4-dihydroxyphenyl)-6,7-dihydroxychromen-4-one
• CAS: 109588-95-6
• 化学式: C₁₅H₁₀O₆
• 分子量: 286.241
• InChiKey: QMMUPEDRUCMYIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  107
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6,7,3',4'-tetrahydroxyisoflavone 、 硫酸二甲酯 在 potassium carbonate 、 丙酮 作用下， 生成 3',4',6,7-tetramethoxy-isoflavone
  参考文献：
  名称：

  Rangaswami; Sastry, Proceedings - Indian Academy of Sciences, Section A, 1956, # 44, p. 279,281

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4-二甲氧基苯酚 在 盐酸 、 aluminum (III) chloride 、 二甲基硫 、 三氟化硼乙醚 、 zinc(II) chloride 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 56.0h， 生成 6,7,3',4'-tetrahydroxyisoflavone
  参考文献：
  名称：

  Facile Method for the Large-Scale Synthesis of 6,7,4′-Trihydroxyisoflavanone

  摘要：

  6,7,4 '-Trihydroxyisoflavanone, the main source of which is extracted from soybeans, has been found to have diverse significant bioactivities. A large-scale, cost-effective, and facile chemical synthesis of 6,7,4 '-trihydroxyisoflavanone is presented herein. Its synthesis is characterized by three steps with an overall yield of 71% and a purity or more than 99.0%. This reaction can be scaled up to multikilogram quantities, providing a solid basis for its further bioactivity studies and drug development. With this same method, 6,7,3 ',4 '-tetrahydroxyisoflavanone, an analog of 6,7,4 '-trihydroxyisoflavanone, also can be largely prepared, indicating this modified synthetic method is potentially available for large-scale synthesis of a broad range of multihydroxyl isoflavanones.

  DOI：

  10.1080/00397911.2014.886331

文献信息

• Isoflavones for regulating sirtuin gene expression
  申请人：Nestec S.A.

  公开号：EP2898923A2

  公开（公告）日：2015-07-29

  The invention provides compositions useful for regulating sirtuin gene expression, mimicking caloric restriction, preventing and treating Alzheimer's disease, increasing longevity and retarding aging in an animal. The compositions comprising one or more isoflavones are to be administered to the animals, preferably in amounts of from about 0.001 to about 10 g/kg/day.

  本发明提供了可用于调节 sirtuin 基因表达、模拟热量限制、预防和治疗阿尔茨海默病、延长动物寿命和延缓衰老的组合物。包含一种或多种异黄酮的组合物将施用给动物，优选用量为约 0.001 至约 10 克/千克/天。
• Glycan therapeutics and related methods thereof
  申请人：KALEIDO BIOSCIENCES, INC.

  公开号：US10314853B2

  公开（公告）日：2019-06-11

  Preparations of glycan therapeutics, pharmaceutical compositions and medical foods thereof, optionally comprising micronutrients, polyphenols, prebiotics, probiotics, or other agents are provided and methods of making same. Also provided are methods of using said gycan therapeutics, e.g. for the modulation of human gastrointestinal microbiota and to treat dysbioses.

  本发明提供了可选择包含微量营养素、多酚、益生元、益生菌或其他制剂的聚糖疗法制剂、药物组合物及其医用食品，以及制造方法。还提供了使用所述糖治疗剂的方法，例如用于调节人类胃肠道微生物群和治疗菌群失调。
• Glycan therapeutics and method of treating conditions associated with TMAO
  申请人：Kaleido Biosciences, Inc.

  公开号：US11229660B2

  公开（公告）日：2022-01-25

  Preparations of glycan therapeutics, pharmaceutical compositions and medical foods thereof, optionally comprising micronutrients, polyphenols, prebiotics, probiotics, or other agents are provided and methods of making same. Also provided are methods of using said gycan therapeutics, e.g. for the modulation of human gastrointestinal microbiota and to treat dysbioses.

  本发明提供了可选择包含微量营养素、多酚、益生元、益生菌或其他制剂的聚糖疗法制剂、药物组合物及其医用食品，以及制造方法。还提供了使用所述糖治疗剂的方法，例如用于调节人类胃肠道微生物群和治疗菌群失调。
• METHODS AND COMPOSITIONS SUITABLE FOR PREVENTING AND TREATING HYPERLEPTINEMIA
  申请人：Nestec S.A.

  公开号：EP2699095A2

  公开（公告）日：2014-02-26
• METHODS FOR REGULATING SIRTUIN GENE EXPRESSION
  申请人：Nestec S.A.

  公开号：EP2696692A1

  公开（公告）日：2014-02-19