[(2R,4R,7S,8S,9E,12S)-8,16-bis[(4-bromobenzoyl)oxy]-18-methoxy-12-methyl-14-oxo-3,13-dioxatricyclo[13.4.0.02,4]nonadeca-1(15),9,16,18-tetraen-7-yl] 4-bromobenzoate | 409340-55-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: [(2R,4R,7S,8S,9E,12S)-8,16-bis[(4-bromobenzoyl)oxy]-18-methoxy-12-methyl-14-oxo-3,13-dioxatricyclo[13.4.0.02,4]nonadeca-1(15),9,16,18-tetraen-7-yl] 4-bromobenzoate
• CAS: 409340-55-2
• 化学式: C₄₀H₃₃Br₃O₁₀
• 分子量: 913.408
• InChiKey: CRTSVEOMFMMYBD-LUFXCXMJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  53
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  127
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  [(2R,4R,7S,8S,9E,12S)-8,16-bis[(4-bromobenzoyl)oxy]-18-methoxy-12-methyl-14-oxo-3,13-dioxatricyclo[13.4.0.02,4]nonadeca-1(15),9,16,18-tetraen-7-yl] 4-bromobenzoate 在 potassium carbonate 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 6.0h， 以3.0 mg的产率得到[(2R,4R,7S,8S,9E,12S)-8-(4-bromobenzoyl)oxy-16-hydroxy-18-methoxy-12-methyl-14-oxo-3,13-dioxatricyclo[13.4.0.02,4]nonadeca-1(15),9,16,18-tetraen-7-yl] 4-bromobenzoate
  参考文献：
  名称：

  Aigialomycins A−E, New Resorcylic Macrolides from the Marine Mangrove Fungus Aigialus parvus

  摘要：

  Aigialomycins A-E (2-6), new 14-membered resorcylic macrolides, were isolated together with a known hypothemycin (1) from the mangrove fungus, Aigialus parvus BCC 5311. Structures of these compounds, including absolute configuration, were elucidated by spectroscopic methods, chemical conversions, and X-ray crystallographic analysis. Hypothemycin and aigialomycin D (5) exhibited in vitro antimalarial activity with IC50 values of 2.2 and 6.6 mug/mL, respectively, while other analogues were inactive. Cytotoxicities of these compounds were also evaluated.

  DOI：

  10.1021/jo010930g
• 作为产物：
  描述：

  4-溴苯甲酰氯 、 aigialomycin C 在 吡啶 作用下， 反应 48.0h， 以4.6 mg的产率得到[(2R,4R,7S,8S,9E,12S)-8,16-bis[(4-bromobenzoyl)oxy]-18-methoxy-12-methyl-14-oxo-3,13-dioxatricyclo[13.4.0.02,4]nonadeca-1(15),9,16,18-tetraen-7-yl] 4-bromobenzoate
  参考文献：
  名称：

  Aigialomycins A−E, New Resorcylic Macrolides from the Marine Mangrove Fungus Aigialus parvus

  摘要：

  Aigialomycins A-E (2-6), new 14-membered resorcylic macrolides, were isolated together with a known hypothemycin (1) from the mangrove fungus, Aigialus parvus BCC 5311. Structures of these compounds, including absolute configuration, were elucidated by spectroscopic methods, chemical conversions, and X-ray crystallographic analysis. Hypothemycin and aigialomycin D (5) exhibited in vitro antimalarial activity with IC50 values of 2.2 and 6.6 mug/mL, respectively, while other analogues were inactive. Cytotoxicities of these compounds were also evaluated.

  DOI：

  10.1021/jo010930g