i-propyl ent-15α-hydroxymethyl-16β-hydroxybeyeran-19-oate | 1143505-98-9

• 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: i-propyl ent-15α-hydroxymethyl-16β-hydroxybeyeran-19-oate
• 英文别名: propan-2-yl (1S,4S,5R,9S,10S,13S,14R,15R)-14-hydroxy-15-(hydroxymethyl)-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
• CAS: 1143505-98-9
• 化学式: C₂₄H₄₀O₄
• 分子量: 392.579
• InChiKey: HRUXVZFJIHJNDP-QLSAUNAQSA-N

物化性质

• 熔点：
  137-138 °C
• 沸点：
  489.8±30.0 °C(predicted)
• 密度：
  1.12±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对甲苯磺酸异丙酯 、 ent-16α-hydroxy-15β-hydroxymethylbeyeran-19-oic acid 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以92%的产率得到i-propyl ent-15α-hydroxymethyl-16β-hydroxybeyeran-19-oate
  参考文献：
  名称：

  Stereoselective synthesis of bioactive isosteviol derivatives as α-glucosidase inhibitors

  摘要：

  Considerable interest has been attracted in isosteviol and its derivatives because of their large variety of pharmacological activities. In this project, a series of novel compounds containing hydroxyl, hydroxymethyl group and heteroatom-containing frameworks fused with isosteviol structure were synthesized and evaluated as alpha-glucosidase inhibitors, aimed at clarifying the structure-activity correlation. The results indicated that these isosteviol derivatives were capable of inhibiting in vitro alpha-glucosidase with moderate to good activities. Among them, indole derivative 15b exhibited the highest activities and thus may be exploitable as a lead compound for the development of potent alpha-glucosidase inhibitors. (c) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2009.01.017

文献信息

• Stereoselective synthesis of bioactive isosteviol derivatives as α-glucosidase inhibitors
  作者：Ya Wu、Jing-Hua Yang、Gui-Fu Dai、Cong-Jun Liu、Guo-Qiang Tian、Wen-Yan Ma、Jing-Chao Tao

  DOI：10.1016/j.bmc.2009.01.017

  日期：2009.2

  Considerable interest has been attracted in isosteviol and its derivatives because of their large variety of pharmacological activities. In this project, a series of novel compounds containing hydroxyl, hydroxymethyl group and heteroatom-containing frameworks fused with isosteviol structure were synthesized and evaluated as alpha-glucosidase inhibitors, aimed at clarifying the structure-activity correlation. The results indicated that these isosteviol derivatives were capable of inhibiting in vitro alpha-glucosidase with moderate to good activities. Among them, indole derivative 15b exhibited the highest activities and thus may be exploitable as a lead compound for the development of potent alpha-glucosidase inhibitors. (c) 2009 Published by Elsevier Ltd.