4-O-[α-L-arabinopyranosyl-(1"'->2")-β-D-xylopyranosyl-(1""->5")-β-D-apiofuranosyl]diphyllin

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 木脂素苷
• 英文名称: 4-O-[α-L-arabinopyranosyl-(1"'->2")-β-D-xylopyranosyl-(1""->5")-β-D-apiofuranosyl]diphyllin
• 英文别名: ciliatoside A；9-(1,3-benzodioxol-5-yl)-4-[(2S,3R,4R)-4-hydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-4-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxolan-2-yl]oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
• 化学式: C₃₆H₄₀O₁₉
• 分子量: 776.702
• InChiKey: WTNBRCRYRLAZFO-DSUIHCPPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  55
• 可旋转键数：
  10
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  260
• 氢给体数：
  7
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  甲醇 、 4-O-[α-L-arabinopyranosyl-(1"'->2")-β-D-xylopyranosyl-(1""->5")-β-D-apiofuranosyl]diphyllin 在 盐酸 作用下， 生成 二叶草素 、 methyl xyloside 、 methyl L-arabinoside
  参考文献：
  名称：

  New Lignan Glycosides with Potent Antiinflammatory Effect, Isolated from Justicia ciliata

  摘要：

  Two new Lignan glycosides, 4-O-[alpha -L-arabinopyranosyl-(1"'-->2")-beta -D-xylopyranosyl-1'''-->5")-beta -D-apiofura- nosyl]diphyllin (1), named ciliatoside A (1), and 4-O-({[beta -D-apiofuranosyl-(1""'-->3"')-alpha -L-arabinopyranosyl-(1"'-->2")] [beta -D-xylopyranosyl-(1"'"-->5")]-beta -D-apiofuranosyl}diphyllin (2), named ciliatoside B (2), were isolated from the whole plant of Justicia ciliata. The structures of 1 and 2 were determined by spectral and chemical methods. Compounds 1 and 2 strongly inhibited the accumulation of NO2- in lpopolysaccharide-stimulated RAW 264.7 cells in a concentration-dependent manner with IC50 values of 27.1 +/- 1.6 and 29.4 +/- 1.4 muM, respectively.

  DOI：

  10.1021/np000191j

文献信息

• [EN] TUBERCULATIN ANALOGS AS ANTIVIRAL AGENTS<br/>[FR] ANALOGUES DE LA TUBERCULINE UTILISÉS EN TANT QU'AGENTS ANTIVIRAUX
  申请人：UNIV HONG KONG BAPTIST UNIV

  公开号：WO2022135136A1

  公开（公告）日：2022-06-30

  Provided herein are tuberculatin analogs that are useful as antivirals, such as anti-HIV, anti-coronaviral, anti-Ebola viral, and anti-influenza viral agents and methods of use thereof.

  本文提供了一些类结核菌素的模拟物，可用作抗病毒剂，例如抗HIV、抗冠状病毒、抗埃博拉病毒和抗流感病毒的药物，并提供了使用方法。