4-sec-Butyl-5,7-dihydroxy-8-(4-hydroxy-3-methyl-butyryl)-6-(3-methyl-but-2-enyl)-chromen-2-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-sec-Butyl-5,7-dihydroxy-8-(4-hydroxy-3-methyl-butyryl)-6-(3-methyl-but-2-enyl)-chromen-2-one
• 英文别名: 4-Butan-2-yl-5,7-dihydroxy-8-(4-hydroxy-3-methylbutanoyl)-6-(3-methylbut-2-enyl)chromen-2-one
• 化学式: C₂₃H₃₀O₆
• 分子量: 402.488
• InChiKey: ZLUSGBMZNWJLHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 4-sec-Butyl-5,7-dihydroxy-8-(4-hydroxy-3-methyl-butyryl)-6-(3-methyl-but-2-enyl)-chromen-2-one 在 吡啶 作用下， 反应 24.0h， 生成 Acetic acid 7-acetoxy-8-(4-acetoxy-3-methyl-butyryl)-4-sec-butyl-6-(3-methyl-but-2-enyl)-2-oxo-2H-chromen-5-yl ester
  参考文献：
  名称：

  New Bioactive Coumarins from Kielmeyera albopunctata

  摘要：

  The CH22Cl extract of the stem bark of Kielmeyera albopunctata was subjected to a bioassay-linked LC-MS dereplication procedure using the KB cell line to afford the new coumarins 4-(l-methylpropyl)-5,7-dihydroxy-8-(4-hydroxy-3-methylbutyryl)-6-(3-methylbut-2-enyl)chromen-2-one (1), 9(1-methylpropyl)-4-hydroxy-5-(4-hydroxy-3-methylbutyryl)-2-(1-hydroxy-1-methylethyl)-2,3-dihydrofuro[2,3-f]chromen-7- one (2), and 5,7-dihydroxy-8-(4-hydroxy-3-methylbutyryl)-6-(3-methylbut-2-enyl)-4-phenylchromen-2-one (3). Coumarins 1 and 3 showed moderate cytotoxicity, while 2 was inactive at 20 mg/mL. Compound 1 was active in vitro against the trypomastigote form of the parasite Trypanosoma cruzi, killing 80% of the parasites after 24 h contact at 4 C when added at 125 mg/mL to infected murine blood.

  DOI：

  10.1021/np020597r