12(13)-dihydro-3,19-isopropylideneandrographolide-14α-O-glutarate | 1260159-22-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 12(13)-dihydro-3,19-isopropylideneandrographolide-14α-O-glutarate
• CAS: 1260159-22-5
• 化学式: C₂₈H₄₂O₈
• 分子量: 506.637
• InChiKey: JZLAWDIMAYZTCC-IIHRQIBTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.65
• 重原子数：
  36.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  108.36
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  12(13)-dihydro-3,19-isopropylideneandrographolide-14α-O-glutarate 在 溶剂黄146 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.5h， 以88%的产率得到12(13)-dihydroandrographolide-14α-O-glutarate
  参考文献：
  名称：

  Synthesis, cytotoxicity, and structure–activity relationship (SAR) studies of andrographolide analogues as anti-cancer agent

  摘要：

  A series of analogues of andrographolide, prepared through chemo-selective functionalization at C14 hydroxy, have been evaluated for in vitro cytotoxicities against human leukemic cell lines. Two of the analogues (6a, 9b) exhibited significant potency. Preliminary studies on structure-activity relationship (SAR) revealed that the alpha-alkylidene-gamma-butyrolactone moiety of andrographolide played a major role in the activity profile. The structures of the analogues were established through spectroscopic and analytical data (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.126
• 作为产物：
  描述：

  戊二酸酐 、 12(13)-dihydro-3,19-isopropylideneandrographolide 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以52%的产率得到12(13)-dihydro-3,19-isopropylideneandrographolide-14α-O-glutarate
  参考文献：
  名称：

  Synthesis, cytotoxicity, and structure–activity relationship (SAR) studies of andrographolide analogues as anti-cancer agent

  摘要：

  A series of analogues of andrographolide, prepared through chemo-selective functionalization at C14 hydroxy, have been evaluated for in vitro cytotoxicities against human leukemic cell lines. Two of the analogues (6a, 9b) exhibited significant potency. Preliminary studies on structure-activity relationship (SAR) revealed that the alpha-alkylidene-gamma-butyrolactone moiety of andrographolide played a major role in the activity profile. The structures of the analogues were established through spectroscopic and analytical data (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.126