(+)-catechin (6'-8) (+)-catechin

• 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: (+)-catechin (6'-8) (+)-catechin
• 英文别名: catechin-(8->6')-catechin；catechin [6'-8]-catechin；catechin (6'-8) catechin；(2R,3S)-2-(3,4-dihydroxyphenyl)-8-[4,5-dihydroxy-2-[(2R,3S)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]phenyl]-3,4-dihydro-2H-chromene-3,5,7-triol
• 化学式: C₃₀H₂₆O₁₂
• 分子量: 578.529
• InChiKey: NFKUCWGVXFRSRX-LYWOHPCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  42
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  221
• 氢给体数：
  10
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  儿茶提取物 在 1,1-二苯基-2-苦味酰肼 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以28 mg的产率得到(+)-catechin (6'-8) (+)-catechin
  参考文献：
  名称：

  Chemical studies on antioxidant mechanism of tea catechins: analysis of radical reaction products of catechin and epicatechin with 2,2-Diphenyl-1-picrylhydrazyl

  摘要：

  Tea catechins, an important class of polyphenols. have been shogun to have wide spectrum of antitumor activity believed to be due mainly to their antioxidative effect. In this study the radical scavenging behavior of catechins on 2.2-diphenyl-picrylhydrazyl (DPPH) was studied. Two reaction products of (+)-catechin, and two reaction products of (-)-epicatechin were purified and identified. Their structures were determined on the basis of detailed high-field 1-D and 2-D NMR spectral analysis. Structure elucidation of these products can provide insights into specific mechanisms of antioxidant reactions. A possible mechanism of the formation of reaction products is suggested. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00089-5

文献信息

• Structural determination of colourless and yellow dimers resulting from (+)-catechin coupling catalysed by grape polyphenoloxidase
  作者：Sylvain Guyot、Joseph Vercauteren、Véronique Cheynier

  DOI：10.1016/0031-9422(96)00127-6

  日期：1996.7

  Abstract (+)-Catechin oxidation was carried out in aqueous systems using grape polyphenoloxidase as catalyst. Eight fractions corresponding to the major products formed at pH 3 and 6 were purified using HPLC at the preparative and semi-preparative scale. Structural characterization using UV-visible detection and mass spectrometry indicated that they corresponded to (+)-catechin dimers including two

  摘要 以葡萄多酚氧化酶为催化剂，在水性体系中进行(+)-儿茶素氧化。对应于在 pH 3 和 6 下形成的主要产物的八个级分使用 HPLC 以制备和半制备规模进行纯化。使用紫外-可见光检测和质谱的结构表征表明它们对应于 (+)-儿茶素二聚体，包括两种黄色颜料。单维和二维 1H 和 13C NMR 分析提供了五种氧化产物的结构假设，而其他三个部分是几种异构体的混合物。具有 CC 或 CO 间黄烷键的无色产品是 B 型脱氢二苯酚。两种色素中的一种对应于脱氢二甲双胍 A，已在其他氧化模型中确定，
• [EN] PHOSPHAMIDE DERIVATIVE, METHOD FOR MANUFACTURING THE SAME, AND USES THEREOF<br/>[FR] DÉRIVÉ DE PHOSPHAMIDE, SON PROCÉDÉ DE FABRICATION ET SES UTILISATIONS<br/>[ZH] 一种磷酰胺衍生物及制备方法和用途
  申请人：SICHUAN HAISCO PHARMACEUTICAL CO LTD

  公开号：WO2017133517A1

  公开（公告）日：2017-08-10

  公开了一种磷酰胺衍生物及制备方法和用途。特别公开了一种通式(I)所示化合物及其药学上可接受的盐或立体异构体 (I)，其中，G、L、Q、s如说明书中所定义。
• Potential α-glucosidase inhibitors from thermal transformation of (+)-catechin
  作者：Taewan Kim、Hyo Jin Choi、Sung-Hwan Eom、Jaemin Lee、Tae Hoon Kim

  DOI：10.1016/j.bmcl.2014.01.027

  日期：2014.3

  Thermal transformation of the (+)-catechin (1) with heating processing afforded a new oxidation product, gambiriin D (2), along with catechin [6'-8]-catechin (3), and (+)-epicatechin (4). The structure of a new catechin dimer with C-C linkage was determined on the basis of spectroscopic data interpretation. The catechin dimers 2 and 3 exhibited significantly improved inhibitory activities against alpha-glucosidase, with IC50 values of 0.16 +/- 0.2 and 0.14 +/- 0.2 mu M, respectively, when compared to parent (+)-catechin. Kinetic analysis showed that the two effective compounds 2 and 3 have noncompetitive modes of action. (C) 2014 Published by Elsevier Ltd.
• Chemical studies on antioxidant mechanism of tea catechins: analysis of radical reaction products of catechin and epicatechin with 2,2-Diphenyl-1-picrylhydrazyl
  作者：Shengmin Sang、Xiaofang Cheng、Ruth E. Stark、Robert T. Rosen、Chung S. Yang、Chi-Tang Ho

  DOI：10.1016/s0968-0896(02)00089-5

  日期：2002.7

  Tea catechins, an important class of polyphenols. have been shogun to have wide spectrum of antitumor activity believed to be due mainly to their antioxidative effect. In this study the radical scavenging behavior of catechins on 2.2-diphenyl-picrylhydrazyl (DPPH) was studied. Two reaction products of (+)-catechin, and two reaction products of (-)-epicatechin were purified and identified. Their structures were determined on the basis of detailed high-field 1-D and 2-D NMR spectral analysis. Structure elucidation of these products can provide insights into specific mechanisms of antioxidant reactions. A possible mechanism of the formation of reaction products is suggested. (C) 2002 Elsevier Science Ltd. All rights reserved.