maltol 6′-O-(5-O-caffeoyl)-β-d-apiofuranosyl-β-d-glucopyranoside

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: maltol 6′-O-(5-O-caffeoyl)-β-d-apiofuranosyl-β-d-glucopyranoside
• 英文别名: shimobashiraside A；hedyotosides B；[(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-methyl-4-oxopyran-3-yl)oxyoxan-2-yl]methoxy]oxolan-3-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate
• 化学式: C₂₆H₃₀O₁₅
• 分子量: 582.515
• InChiKey: OXTDSIZXZWVNSG-KYNWAAQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  41
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  231
• 氢给体数：
  7
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  maltol 6′-O-(5-O-caffeoyl)-β-d-apiofuranosyl-β-d-glucopyranoside 在 盐酸 、 吡啶 、 D-半胱氨酸甲酯盐酸盐 、 邻甲苯异硫氰酸酯 作用下， 以 水 为溶剂， 反应 7.0h， 生成 D-apiose
  参考文献：
  名称：

  Five new phenolic glycosides from Hedyotis scandens

  摘要：

  Five new phenolic glycosides, hedyotosides A-E (1-5), including a new cyanogenic glycoside (1), along with 10 known compounds (6-15) were isolated from the whole plants of Hedyotis scandens. The structures of compounds 1-5 were established by extensive spectroscopic analyses and acid hydrolysis. All the isolated compounds were evaluated for their in vitro antiviral activity against respiratory syncytial virus (RSV) with cytopathic effect (CPE) reduction assay. Compounds 6 and 15 showed anti-RSV effects with IC50 values of 20 and 25 mu g/mL, respectively. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.077

文献信息

• Hyaluronidase Inhibitors from Keiskea japonica
  作者：Toshihiro Murata、Toshio Miyase、Fumihiko Yoshizaki

  DOI：10.1248/cpb.60.121

  日期：——

  An extract of Keiskea japonica MIQ. showed an inhibitory effect on hyaluronidase activity. From the extract, four new phenylpropanoids, two new maltol glycosides, two new monoterpene glycosides, and two new phenolic compounds were isolated together with 19 known compounds. Among these constituents, two phenylpropanoids and a flavone glucuronide were revealed as hyaluronidase inhibitors.

  Keiskea japonica MIQ.的提取物对透明质酸酶的活性有抑制作用。从提取物中分离出了四种新的苯丙苷类化合物、两种新的麦芽酚苷类化合物、两种新的单萜苷类化合物和两种新的酚类化合物，以及 19 种已知化合物。在这些成分中，有两种苯丙酸类化合物和一种黄酮葡萄糖醛酸苷被揭示为透明质酸酶抑制剂。
• Five new phenolic glycosides from Hedyotis scandens
  作者：Guo-Cai Wang、Tao Li、Fang-Ye Deng、Yao-Lan Li、Wen-Cai Ye

  DOI：10.1016/j.bmcl.2012.12.077

  日期：2013.3

  Five new phenolic glycosides, hedyotosides A-E (1-5), including a new cyanogenic glycoside (1), along with 10 known compounds (6-15) were isolated from the whole plants of Hedyotis scandens. The structures of compounds 1-5 were established by extensive spectroscopic analyses and acid hydrolysis. All the isolated compounds were evaluated for their in vitro antiviral activity against respiratory syncytial virus (RSV) with cytopathic effect (CPE) reduction assay. Compounds 6 and 15 showed anti-RSV effects with IC50 values of 20 and 25 mu g/mL, respectively. (c) 2012 Elsevier Ltd. All rights reserved.