1-(1-(5,8-dihydroxy-1,4-naphthoquinon-2-yl)-4-methyl-3-pentenyloxy)-2,3,4-tri-O-acetyl-β-xylopyranoside | 1219924-05-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(1-(5,8-dihydroxy-1,4-naphthoquinon-2-yl)-4-methyl-3-pentenyloxy)-2,3,4-tri-O-acetyl-β-xylopyranoside
• 英文别名: [(3R,4S,5R,6S)-4,5-diacetyloxy-6-[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enoxy]oxan-3-yl] acetate
• CAS: 1219924-05-6
• 化学式: C₂₇H₃₀O₁₂
• 分子量: 546.528
• InChiKey: KGZLFYWJSOXVFT-BDRZGKIISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  39
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  172
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  紫草素 、 2,3,4-三-O-乙酰基-1-O-(2,2,2-三氯亚氨代乙酰)-alpha-D-甘油-吡喃戊糖 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以86%的产率得到1-(1-(5,8-dihydroxy-1,4-naphthoquinon-2-yl)-4-methyl-3-pentenyloxy)-2,3,4-tri-O-acetyl-β-xylopyranoside
  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

文献信息

• Synthesis and antitumor activity of new shikonin glycosides
  作者：Yehua Su、Jiansheng Xie、Yanguang Wang、Xun Hu、Xianfu Lin

  DOI：10.1016/j.ejmech.2010.02.002

  日期：2010.7

  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.