leptosphaerin B | 1226883-82-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异苯并呋喃
• 英文名称: leptosphaerin B
• 英文别名: (6R,7S)-3-(2,6-dihydroxyphenyl)-7-hydroxy-6-methyl-6,7-dihydro-5H-2-benzofuran-4-one
• CAS: 1226883-82-4
• 化学式: C₁₅H₁₄O₅
• 分子量: 274.273
• InChiKey: ONTQFVIAKQPTQW-UOWDBTKRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  90.9
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  leptosphaerin B 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 氘代吡啶 作用下， 反应 24.0h， 以1 mg的产率得到[(4S,5R)-1-[2,6-bis[[(2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxy]phenyl]-5-methyl-7-oxo-5,6-dihydro-4H-2-benzofuran-4-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Polyketides from the Ascomycete Fungus Leptosphaeria sp.

  摘要：

  The new polyketides leptosphaerins A-G (1-7) and the known compounds monodictysin B (8), 2-(2,6-dihydroxybenzoyl)-3-hydroxy-5-methylbenzoic acid (9), and 2-(2,6-dihydroxy-4-methylbenzoyl)-6-hydroxybenzoic acid (10) have been isolated from solid cultures of the ascomycete fungus Leptosphaeria sp. The absolute configurations of compounds 1, 2, and 6 were assigned using the modified Mosher method. whereas that of C-2 in 3 was determined via the circular dichroism data of the [Rh(2)(OCOCF(3))(4)] complex. Compound 7 showed antifungal activity against Aspergillus flavus.

  DOI：

  10.1021/np1000335