salmahyrtisol A

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环七呋喃
• 英文名称: salmahyrtisol A
• 英文别名: [(1R,2S,4S,10S,11S,13R,14S,19S)-4-hydroxy-1,11,14,18,18-pentamethyl-8-oxapentacyclo[11.8.0.02,11.05,9.014,19]henicosa-5(9),6-dien-10-yl] acetate
• 化学式: C₂₇H₄₀O₄
• 分子量: 428.612
• InChiKey: HTVZLAVMRJYGFM-XOLBZSSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  59.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  18S-acetoxy-17,24-epoxy-salmahyrtisa-16,24-dien-15-one 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 1.5h， 以93%的产率得到salmahyrtisol A
  参考文献：
  名称：

  Biomimetic Synthesis of Two Salmahyrtisanes: Salmahyrtisol A and Hippospongide A

  摘要：

  Sesterterpenes with a salmahyrtisane skeleton have been synthesized for the first time. (-)-Sclareol has been selected as a precursor for the synthesis of two novel natural products: salmahyrtisol A (1) and hippospongide A (2). Our results represent a biomimetic approach to obtaining salmahyrtisanes from hyrtiosanes. Salmahyrtisol A has shown an activity comparable to that of the standard anticancer drugs in the cell lines A549, HBL-100, HeLa, and SW1573.

  DOI：

  10.1021/acs.joc.5b00420

文献信息

• Biomimetic Synthesis of Two Salmahyrtisanes: Salmahyrtisol A and Hippospongide A
  作者：María Martín、Aitor Urosa、Isidro S. Marcos、David Díez、José M. Padrón、Pilar Basabe

  DOI：10.1021/acs.joc.5b00420

  日期：2015.5.1

  Sesterterpenes with a salmahyrtisane skeleton have been synthesized for the first time. (-)-Sclareol has been selected as a precursor for the synthesis of two novel natural products: salmahyrtisol A (1) and hippospongide A (2). Our results represent a biomimetic approach to obtaining salmahyrtisanes from hyrtiosanes. Salmahyrtisol A has shown an activity comparable to that of the standard anticancer drugs in the cell lines A549, HBL-100, HeLa, and SW1573.