chafuroside A

• 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: chafuroside A
• 英文别名: (11S,13R,14S,15S,16S)-9,14,15-trihydroxy-13-(hydroxymethyl)-5-(4-hydroxyphenyl)-4,12,17-trioxatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),2,5,8-tetraen-7-one
• 化学式: C₂₁H₁₈O₉
• 分子量: 414.369
• InChiKey: DZQBNDGXEFWXEK-ODJUOBDQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  146
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  异牡荆黄素 生成 chafuroside A
  参考文献：
  名称：

  NOVEL FLAVONE C-GLYCOSIDE DERIVATIVES AND COMPOSITION CONTAINING THE DERIVATIVES

  摘要：

  公开号：

  EP1533313B1

文献信息

• First total synthesis of structurally unique flavonoids and their strong anti-inflammatory effect
  作者：Takashi Nakatsuka、Yoshiaki Tomimori、Yoshiaki Fukuda、Haruo Nukaya

  DOI：10.1016/j.bmcl.2004.03.108

  日期：2004.6

  The first total synthesis of structurally unique flavonoids 1a and 1b is described. These compounds showed very strong anti-inflammatory effect against delayed hypersensitivity in a mouse model.

  描述了结构独特的类黄酮1a和1b的第一个全合成。这些化合物对小鼠模型中的迟发型超敏反应显示出非常强的抗炎作用。
• Chemosensory receptor ligand-based therapies
  申请人：Anji Pharma (US) LLC

  公开号：US10610500B2

  公开（公告）日：2020-04-07

  Provided herein are methods for treating conditions associated with a chemosensory receptor, including diabetes, obesity, and other metabolic diseases, disorders or conditions by administrating a composition comprising a chemosensory receptor ligand, such as a bitter receptor ligand. Also provided herein are chemosensory receptor ligand compositions, including bitter receptor ligand compositions, and methods for the preparation thereof for use in the methods of the present invention. Also provided herein are compositions comprising metformin and salts thereof and methods of use.

  本文提供了通过施用包含化感受体配体（如苦味受体配体）的组合物来治疗与化感受体相关的病症（包括糖尿病、肥胖症和其他代谢性疾病、失调或病症）的方法。本文还提供了化学感觉受体配体组合物，包括苦味受体配体组合物，及其用于本发明方法的制备方法。本文还提供了包含二甲双胍及其盐类的组合物和使用方法。
• Quantitation of Chafurosides A and B in Tea Leaves and Isolation of Prechafurosides A and B from Oolong Tea Leaves
  作者：Hitoshi Ishida、Toshiyuki Wakimoto、Yukiko Kitao、Shimako Tanaka、Toshio Miyase、Haruo Nukaya

  DOI：10.1021/jf900032z

  日期：2009.8.12

  A procedure was developed for the quantitative determination of chafuroside A, a flavone C glycoside with potent anti-inflammatory activity, and its regioisomer chafuroside B, as well as isovitexin and vitexin, by selected reaction monitoring liquid chromatography-tandem mass spectrometry (SRM LC-MS/MS) analysis. This method was successfully applied to commercial leaves of green tea, houji tea, oolong tea, and black tea. High levels of chafurosides A and B were found in oolong tea leaves that had been heated at >140 degrees C. Next, their precursors, prechafurosides A and B, were isolated from methanol extract of oolong tea leaves prepared from Shizu 7132, Camellia sinensis (L.) O. Kuntze, by partition with n-butanol and H2O and chromatography on Diaion SP-825, Sephadex LH-20, and ODS C-18, guided by assay of chafuroside formation. Prechafurosides A and B gave chafurosides A and B, respectively, in good yields when heated at 160 degrees C for 0.5 h. Solvolysis of prechafurosides A and B with pyridine and dioxane quantitatively afforded isovitexin and vitexin, respectively. On the basis of these results and physicochemical data (MS, UV, and NMR), prechafurosides A and B were concluded to be new flavone C-glycoside sulfates, isovitexin-2 ''-sulfate and vitexin-2 ''-sulfate, respectively.
• JP2016/88888
  申请人：——

  公开号：——

  公开（公告）日：——
• NOVEL FLAVONE C-GLYCOSIDE DERIVATIVES AND COMPOSITION CONTAINING THE DERIVATIVES
  申请人：SUNTORY LIMITED

  公开号：EP1533313B1

  公开（公告）日：2008-07-02