Resveratrol (E)-dehydrodimer 11'-O-β-D-glucopyranoside | 328090-94-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: Resveratrol (E)-dehydrodimer 11'-O-β-D-glucopyranoside
• 英文别名: (2S,3R,4S,5S,6R)-2-[3-[(E)-2-[(2S,3S)-3-(3,5-dihydroxyphenyl)-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]ethenyl]-5-hydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 328090-94-4
• 化学式: C₃₄H₃₂O₁₁
• 分子量: 616.621
• InChiKey: FICNVOULKMUCLH-REZQOROLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  45
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  190
• 氢给体数：
  8
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  Resveratrol (E)-dehydrodimer 11'-O-β-D-glucopyranoside 在 acetate buffer 、 β-glucosidase 作用下， 反应 24.0h， 生成 trans-δ-viniferin
  参考文献：
  名称：

  Two New Stilbene Dimer Glucosides from Grape (Vitis vinifera) Cell Cultures

  摘要：

  Two new stilbene dimer glucosides, resveratrol (E)-dehydrodimer 11-O-beta -D-glucopyranoside (1) and resveratrol (E)-dehydrodimer 11'-O-beta -D-glucopyranoside (2), were isolated together with the known resveratrol (E)-dehydrodimer (3) and pallidol (4) from Vitis vinifera cell cultures. The structures and stereochemistry of the new compounds were determined on the basis of spectroscopic data analysis. Compounds 1 and 2 are dimers that belong to a new type of oligostilbene formed from a resveratrol unit and a resveratrol glucoside unit. Compounds 1 and 3 exhibited nonspecific inhibitory activity against cyclooxygenase-l and -2, with IC50 values in the range of 5 muM, whereas compound 4 was approximately 10-fold less active.

  DOI：

  10.1021/np000426r

文献信息

• D-TAGATOSE-BASED COMPOSITIONS AND METHODS FOR PREVENTING AND TREATING ATHEROSCLEROSIS, METABOLIC SYNDROME, AND SYMPTOMS THEREOF
  申请人：University Of Kentucky Research Foundation

  公开号：EP2352505B1

  公开（公告）日：2016-07-06
• D-Tagatose-Based Compositions and Methods for Preventing and Treating Atherosclerosis, Metabolic Syndrome, and Symptoms Thereof
  申请人：Lodder Robert A.

  公开号：US20110263518A1

  公开（公告）日：2011-10-27

  Pharmaceutical compositions including D-tagatose along with a stilbene or stilbenoid component, or a salt or derivative thereof. Methods of prophylaxis and therapy by administering to a mammal a pharmaceutically effective amount of D-tagatose, optionally in combination with a stilbene or stilbenoid component, or a salt or derivative thereof to prevent or treat atherosclerosis, the metabolic syndrome, obesity, or diabetes.
• US9060962B2
  申请人：——

  公开号：US9060962B2

  公开（公告）日：2015-06-23
• Two New Stilbene Dimer Glucosides from Grape (<i>Vitis </i><i>v</i><i>inifera</i>) Cell Cultures
  作者：Pierre Waffo-Teguo、Dongho Lee、Muriel Cuendet、Jean-Michel Mérillon、John M. Pezzuto、A. Douglas Kinghorn

  DOI：10.1021/np000426r

  日期：2001.1.1

  Two new stilbene dimer glucosides, resveratrol (E)-dehydrodimer 11-O-beta -D-glucopyranoside (1) and resveratrol (E)-dehydrodimer 11'-O-beta -D-glucopyranoside (2), were isolated together with the known resveratrol (E)-dehydrodimer (3) and pallidol (4) from Vitis vinifera cell cultures. The structures and stereochemistry of the new compounds were determined on the basis of spectroscopic data analysis. Compounds 1 and 2 are dimers that belong to a new type of oligostilbene formed from a resveratrol unit and a resveratrol glucoside unit. Compounds 1 and 3 exhibited nonspecific inhibitory activity against cyclooxygenase-l and -2, with IC50 values in the range of 5 muM, whereas compound 4 was approximately 10-fold less active.