(2R,3S,2''R,3''R)-manniflavanone | 1359880-30-0

• 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: (2R,3S,2''R,3''R)-manniflavanone
• 英文别名: (2R,2'R,3S,3'R)-2,2'-bis(3,4-dihydroxyphenyl)-3',5,5',7,7'-pentahydroxy-2,2',3,3'-tetrahydro-4H,4'H-3,8'-bichromene-4,4'-dione；(2R,3R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-3-yl]-3,5,7-trihydroxy-2,3-dihydrochromen-4-one
• CAS: 1359880-30-0
• 化学式: C₃₀H₂₂O₁₃
• 分子量: 590.497
• InChiKey: UKRJEVDCOVVSAB-ZLPBPMGLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  43
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  235
• 氢给体数：
  9
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  (2R,3S,2''R,3''R)-manniflavanone 、 碘甲烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 24.0h， 生成 (2R,3S,2'R,3'R)-nonamethylmanniflavanone
  参考文献：
  名称：

  WO2013/96878

  摘要：

  公开号：

文献信息

• Isolation and Structure Elucidation of Highly Antioxidative 3,8″-Linked Biflavanones and Flavanone-<i>C</i>-glycosides from <i>Garcinia buchananii</i> Bark
  作者：Timo D. Stark、Toshiaki Matsutomo、Sofie Lösch、Paul A. Boakye、Onesmo B. Balemba、Sofie P. Pasilis、Thomas Hofmann

  DOI：10.1021/jf205175b

  日期：2012.2.29

  The aim of this study was to identify antioxidants from Garcinia buchananii bark extract using hydrogen peroxide scavenging and oxygen radical absorbance capacity (ORAC) assays. LC-MS/MS analysis, 1D- and 2D-NMR, and circular dichroism (CD) spectroscopy led to the unequivocal identification of the major antioxidative molecules as a series of three 3,8 ''-linked biflavanones and two flavanone-C-glycosides. Besides the previously reported (2R,3R,2 '' R,3 '' R)-naringenin-C-3/C-8 '' dihydroquercetin linked biflavanone (GB-2; 4) and (2R,3S,2 '' R,3 '' R)-manniflavanone (3), whose stereochemistry has been revised, the antioxidants identified for the first time in Garcinia buchananii were (2R,3R)-taxifolin-6-C-beta-D-glucopyranoside (1), (2R,3R)-aromadendrin-6-C-beta-D-glucopyranoside (2), and the new compound (2R,3S,2 '' S)-buchananiflavanone (5). The H2O2 scavenging and the ORAC assays demonstrated that these natural products have an extraordinarily high antioxidative power, especially (2R,3S,2 '' R,3 '' R)-manniflavanone (3) and GB-2 (4), with Egg) values of 2.8 and 2.2 mu M, respectively, and 13.73 and 12.10 mu mol TE/mu mol. These findings demonstrate that G. buchananii bark extract is a rich natural source of antioxidants.
• GARCINIA BUCHANANII BAKER COMPOUNDS, COMPOSITIONS AND RELATED METHODS
  申请人：Balemba Onesmo B.

  公开号：US20140348966A1

  公开（公告）日：2014-11-27

  Embodiments of the present disclosure related to compounds and compositions derived from G. buchananii baker and methods thereof.