preussomerin E | 134111-69-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: preussomerin E
• 英文别名: (1S,2R,4S,12R,15S)-7,15-dihydroxy-3,11,21,22-tetraoxaheptacyclo[10.9.1.11,6.112,16.02,4.010,24.020,23]tetracosa-6,8,10(24),13,16(23),17,19-heptaen-5-one
• CAS: 134111-69-6
• 化学式: C₂₀H₁₂O₇
• 分子量: 364.311
• InChiKey: OBZXRUYSZXAANO-NDMITINESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  27
• 可旋转键数：
  0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  97.8
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  preussomerin E 在 sodium acetate 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 生成 preussomerin G
  参考文献：
  名称：

  The preussomerins: novel antifungal metabolites from the coprophilous fungus Preussia isomera Cain

  摘要：

  Preussomerins A-F (1-6), a series of new aromatic bis-ketals with antifungal and antibacterial activities, have been isolated from the coprophilous fungus Preussia isomera (CBS 415.82). Preussomerins A-F were obtained from ethyl acetate extracts of liquid cultures of P. isomera by silica gel chromatography and reversed-phase HPLC. The structures of preussomerins B-F (2-6) were proposed on the basis of extensive NMR experiments and by comparison with the data for preussomerin A (1), whose structure was confirmed by single-crystal X-ray diffraction analysis. The isolation process was guided by in vitro bioassays for antifungal antagonism toward other coprophilous fungi.

  DOI：

  10.1021/jo00014a007

文献信息

• WEBER, HOLLY A.;GLOER, JAMES B., J. ORG. CHEM., 56,(1991) N4, C. 4355-4360
  作者：WEBER, HOLLY A.、GLOER, JAMES B.

  DOI：——

  日期：——
• The preussomerins: novel antifungal metabolites from the coprophilous fungus Preussia isomera Cain
  作者：Holly A. Weber、James B. Gloer

  DOI：10.1021/jo00014a007

  日期：1991.7

  Preussomerins A-F (1-6), a series of new aromatic bis-ketals with antifungal and antibacterial activities, have been isolated from the coprophilous fungus Preussia isomera (CBS 415.82). Preussomerins A-F were obtained from ethyl acetate extracts of liquid cultures of P. isomera by silica gel chromatography and reversed-phase HPLC. The structures of preussomerins B-F (2-6) were proposed on the basis of extensive NMR experiments and by comparison with the data for preussomerin A (1), whose structure was confirmed by single-crystal X-ray diffraction analysis. The isolation process was guided by in vitro bioassays for antifungal antagonism toward other coprophilous fungi.