Phomactin B

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Phomactin B
• 英文别名: (3S,5R,8E,12S,13S,14S,16R)-14,16-dihydroxy-5,9,12,13,16-pentamethyl-4-oxatricyclo[10.3.1.03,5]hexadeca-1(15),8-dien-2-one
• 化学式: C₂₀H₃₀O₄
• 分子量: 334.456
• InChiKey: IXABPXZNFDNAMM-GMHJXKCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  70.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Phomactin B 在 manganese(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 (E)-(3S,5R,12S,13S,16R)-16-Hydroxy-5,9,12,13,16-pentamethyl-4-oxa-tricyclo[10.3.1.0^3,5]hexadeca-1(15),8-diene-2,14-dione
  参考文献：
  名称：

  Phomactins, novel PAF antagonists from marine fungus Phoma sp.

  摘要：

  Diterpenes phomactins B (1a), B1 (1c), B2 (2a), C (4), and D (5) were isolated from a marine fungus, Phoma sp. These structures were determined based on spectroscopic evidences, X-ray crystallography, and chemical conversion. We also determined the absolute configuration of la, Ic, and 2a by the advanced Mosher's method and circular dichroism. Phomactin D inhibited the binding of PAF to its receptors and PAF-induced platelet aggregation with IC50 Of 1.2 X 10(-7) M and 8.0 X 10(-7) MI respectively, while other compounds antagonized PAF action at higher concentrations.

  DOI：

  10.1021/jo00082a012