1-(1-(5,8-dihydroxy-1,4-naphthoquinon-2-yl)-4-methyl-3-pentenyloxy)-2,3,6,2',3',4',6'-hepta-O-acetyl-β-maltoside | 1219924-12-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(1-(5,8-dihydroxy-1,4-naphthoquinon-2-yl)-4-methyl-3-pentenyloxy)-2,3,6,2',3',4',6'-hepta-O-acetyl-β-maltoside
• 英文别名: [(2R,3R,4S,5R,6R)-4,5-diacetyloxy-6-[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enoxy]-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
• CAS: 1219924-12-5
• 化学式: C₄₂H₅₀O₂₂
• 分子量: 906.846
• InChiKey: ACZSJWAAOUCFSU-JXFZPWGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  64
• 可旋转键数：
  23
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  296
• 氢给体数：
  2
• 氢受体数：
  22

反应信息

• 作为产物：
  描述：

  紫草素 、 peracetylated α-maltosyl trichloroacetimidate 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以79%的产率得到1-(1-(5,8-dihydroxy-1,4-naphthoquinon-2-yl)-4-methyl-3-pentenyloxy)-2,3,6,2',3',4',6'-hepta-O-acetyl-β-maltoside
  参考文献：
  名称：

  Synthesis and antitumor activity of new shikonin glycosides

  摘要：

  Eleven shikonin glycosides were synthesized and evaluated for their antitumor activity in vitro. Some of them were found to exhibit cytotoxic activities against both drug sensitive cell lines (K562, MCF-7 and HL60) and their drug resistant cell sublines (K562/ADR, MCF-7/ADR and HL60/ADR). (C) 2010 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2010.02.002