macrolactin I | 1351628-88-0

• 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: macrolactin I
• 英文别名: 15,17-epoxy-16-hydroxy macrolactin A；(1S,2E,7R,10Z,12E,15S,16E,18Z,21S,23R,25R)-15,21,25-trihydroxy-7-methyl-8,24-dioxabicyclo[21.1.1]pentacosa-2,10,12,16,18-pentaen-9-one
• CAS: 1351628-88-0
• 化学式: C₂₄H₃₄O₆
• 分子量: 418.53
• InChiKey: YWWAYEWLZVNRNN-CUHPGSETSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  30
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  96.2
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  macrolactin I 在 吡啶 、 甲醇 作用下， 反应 17.17h， 生成 methyl (2Z,4E,7S,8E,10Z,13S)-7,13-bis[[(2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxy]-14-[(2R,3R,4S)-3-[(2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxy-4-[(E,6R)-6-[(2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxyhept-1-enyl]oxetan-2-yl]tetradeca-2,4,8,10-tetraenoate
  参考文献：
  名称：

  Cyclic Ether-Containing Macrolactins, Antimicrobial 24-Membered Isomeric Macrolactones from a Marine Bacillus sp.

  摘要：

  Bioassay-guided isolation of bioactive metabolites from the ethyl acetate extract of a marine Bacillus sp. fermentation broth has led to the discovery of three new 24-membered macrolactones, macrolactins 1-3, which contain an oxetane, an epoxide, and a tetrahydropyran ring, respectively. The configurations of 1-3 were assigned by a combination of coupling constants, ROESY data analysis, and application of the modified Mosher's method. Compounds 1-3 showed in vitro antimicrobial activity.

  DOI：

  10.1021/np200487k