1-O-3,4-(dihydroxyphenyl)ethyl-O-α-L-apiofuranosyl-(1->2)-O-α-L-apiofuranosyl-(1->3)-4-O-caffeoyl-β-D-glucopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-O-3,4-(dihydroxyphenyl)ethyl-O-α-L-apiofuranosyl-(1->2)-O-α-L-apiofuranosyl-(1->3)-4-O-caffeoyl-β-D-glucopyranoside
• 英文别名: fucatoside C；[(2R,3R,4S,5R,6R)-4,5-bis[[(2S,3R,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy]-6-[2-(3,4-dihydroxyphenyl)ethoxy]-2-(hydroxymethyl)oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• 化学式: C₃₃H₄₂O₁₉
• 分子量: 742.685
• InChiKey: GOOONRUWDVUFHP-QNXTZJCGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  52
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  304
• 氢给体数：
  11
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  1-O-3,4-(dihydroxyphenyl)ethyl-O-α-L-apiofuranosyl-(1->2)-O-α-L-apiofuranosyl-(1->3)-4-O-caffeoyl-β-D-glucopyranoside 在 盐酸 、 水 作用下， 反应 4.0h， 生成 洋芹糖 、 葡萄糖
  参考文献：
  名称：

  Phenylethanoid Glycosides from Lantana fucata with in Vitro Anti-inflammatory Activity

  摘要：

  A phytochemical analysis of Lantana fucata dried leaves led to the isolation of three new phenylethanoid glycosides, fucatosides A-C, along with parvifloroside A and six known methoxyflavones. Their structures were established by NMR and ESIMS experiments. In vitro assays showed that the alcoholic extract and fucatoside C have significant anti-inflammatory effects, inhibiting NO release in the LPS-induced J774.Al murine macrophage cell line.

  DOI：

  10.1021/np9002383

文献信息

• Phenylethanoid Glycosides from <i>Lantana fucata</i> with <i>in Vitro</i> Anti-inflammatory Activity
  作者：Lisieux de Santana Julião、Anna Lisa Piccinelli、Stefania Marzocco、Suzana Guimarães Leitão、Cinzia Lotti、Giuseppina Autore、Luca Rastrelli

  DOI：10.1021/np9002383

  日期：2009.8.28

  A phytochemical analysis of Lantana fucata dried leaves led to the isolation of three new phenylethanoid glycosides, fucatosides A-C, along with parvifloroside A and six known methoxyflavones. Their structures were established by NMR and ESIMS experiments. In vitro assays showed that the alcoholic extract and fucatoside C have significant anti-inflammatory effects, inhibiting NO release in the LPS-induced J774.Al murine macrophage cell line.