Mangiferin

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: Mangiferin
• 英文别名: 1,3,6,7-tetrahydroxy-2-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one
• 化学式: C₁₉H₁₈O₁₁
• 分子量: 422.345
• InChiKey: AEDDIBAIWPIIBD-IEXOMYFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  197
• 氢给体数：
  8
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  Mangiferin 在 sodium acetate 、 potassium carbonate 、 溶剂黄146 、 potassium iodide 作用下， 以 丙酮 为溶剂， 反应 16.5h， 生成 1,3,6-tri-O-benzyl-2-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-7-O-acetylxanthone
  参考文献：
  名称：

  Semi-synthesis of neomangiferin from mangiferin

  摘要：

  Neomangiferin, a natural xanthone derivative bearing both O- and C-glucosides, was isolated from the leaves of Gentiana asclepiadea L and has shown potential anti-diabetic activity. We describe herein the first semi-synthesis of neomangiferin from the natural C-glucoside mangiferin and glucose. The developed synthesis presents a facile protection strategy using Jurd's method to distinguish the different phenolic hydroxyl groups. Following this strategy, the regioselective protection of 1,3,6-hydroxyl groups was accomplished and neomangiferin was prepared by glycosylation under the phase-transfer catalysis conditions. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.129

文献信息

• Mangiferin-Berberine Salt, Manufacturing Method and Use Thereof
  申请人：Teng Houlei

  公开号：US20120094941A1

  公开（公告）日：2012-04-19

  The present invention provides a mangiferin-berberine salt and manufacturing method thereof. Otherwise, the present invention also provides the use of mangiferin-berberine salt as AMPK activator.

  本发明提供了一种芒果苷-小檗碱盐及其制备方法。另外，本发明还提供了将芒果苷-小檗碱盐用作AMPK激活剂的用途。
• Synthesis of mangiferin derivatives as protein tyrosine phosphatase 1B inhibitors
  作者：Hong-gang Hu、Ming-juan Wang、Qing-jie Zhao、Hong-li Liao、Ling-zhi Cai、Yan Song、Jun Zhang、Shi-chong Yu、Wan-sheng Chen、Chao-mei Liu、Qiu-ye Wu

  DOI：10.1007/s10600-007-0223-x

  日期：2007.11

  Protein tyrosine phosphatase 1B (PTP1B) has received much attention due to its pivotal role in type 2 diabetes and obesity as a negative regulator of the insulin signaling pathway. Mangiferin, a xanthone glucoside, has been reported to possess significant antidiabetic activity. In the present study, a series of mangiferin derivatives was synthesized and evaluated for their PTP1B inhibitory activity. Some of the screened compounds displayed good PTP1B inhibitory activity.

  蛋白酪氨酸磷酸酶1B（PTP1B）作为胰岛素信号传导途径的负调节因子，在2型糖尿病和肥胖症中发挥着关键作用，因此备受关注。据报告，黄酮葡萄糖苷芒果苷具有显著的抗糖尿病活性。在本研究中，我们合成了一系列芒果苷衍生物，并评估了它们对PTP1B的抑制活性。一些筛选出的化合物显示出良好的PTP1B抑制活性。
• Semi-synthesis of neomangiferin from mangiferin
  作者：Xiong Wei、Danlin Liang、Maoheng Ning、Qing Wang、Xiangbao Meng、Zhongjun Li

  DOI：10.1016/j.tetlet.2014.03.129

  日期：2014.5

  Neomangiferin, a natural xanthone derivative bearing both O- and C-glucosides, was isolated from the leaves of Gentiana asclepiadea L and has shown potential anti-diabetic activity. We describe herein the first semi-synthesis of neomangiferin from the natural C-glucoside mangiferin and glucose. The developed synthesis presents a facile protection strategy using Jurd's method to distinguish the different phenolic hydroxyl groups. Following this strategy, the regioselective protection of 1,3,6-hydroxyl groups was accomplished and neomangiferin was prepared by glycosylation under the phase-transfer catalysis conditions. (c) 2014 Elsevier Ltd. All rights reserved.