(5Z)-4-(3-bromo-4-methoxyphenyl)-5-[(3-bromo-4-methoxyphenyl)methylidene]-3-(3,5-dibromo-4-methoxybenzoyl)furan-2-one | 1424974-09-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (5Z)-4-(3-bromo-4-methoxyphenyl)-5-[(3-bromo-4-methoxyphenyl)methylidene]-3-(3,5-dibromo-4-methoxybenzoyl)furan-2-one
• CAS: 1424974-09-3
• 化学式: C₂₇H₁₈Br₄O₆
• 分子量: 758.052
• InChiKey: HYZOKUMBNCHIHB-AFPJDJCSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  cadiolide C 、 硫酸二甲酯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以4.2 mg的产率得到(5Z)-4-(3-bromo-4-methoxyphenyl)-5-[(3-bromo-4-methoxyphenyl)methylidene]-3-(3,5-dibromo-4-methoxybenzoyl)furan-2-one
  参考文献：
  名称：

  Antibacterial Butenolides from the Korean Tunicate Pseudodistoma antinboja

  摘要：

  Six new (1, 2, and 5-8) and three known (3, 4, and 9) butenolide metabolites were isolated from the tunicate Pseudodistoma antinboja by activity-guided fractionations. The structures were elucidated by combined NMR and MS spectroscopic methods. These compounds were evaluated for their antibacterial activity, and most of them exhibited moderate to significant activity that selectively targeted Gram-positive strains and did not exhibit cytotoxicity in the MTT assay at 100 mu M. Cadiolides 5-9 in particular exhibited significant antibacterial activity that was comparable to or even better than those of marketed drugs such as vancomycin and linezolid against all of the drug-resistant strains tested.

  DOI：

  10.1021/np300544a

文献信息

• Antibacterial Butenolides from the Korean Tunicate <i>Pseudodistoma antinboja</i>
  作者：Weihong Wang、Hiyoung Kim、Sang-Jip Nam、Boon Jo Rho、Heonjoong Kang

  DOI：10.1021/np300544a

  日期：2012.12.28

  Six new (1, 2, and 5-8) and three known (3, 4, and 9) butenolide metabolites were isolated from the tunicate Pseudodistoma antinboja by activity-guided fractionations. The structures were elucidated by combined NMR and MS spectroscopic methods. These compounds were evaluated for their antibacterial activity, and most of them exhibited moderate to significant activity that selectively targeted Gram-positive strains and did not exhibit cytotoxicity in the MTT assay at 100 mu M. Cadiolides 5-9 in particular exhibited significant antibacterial activity that was comparable to or even better than those of marketed drugs such as vancomycin and linezolid against all of the drug-resistant strains tested.