N-(p-bromophenacyl)migrastatin

• 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: N-(p-bromophenacyl)migrastatin
• 英文别名: 1-[2-(4-bromophenyl)-2-oxoethyl]-4-[(5S)-5-[(2R,3Z,5R,6S,7S,8E,12E)-6-hydroxy-7-methoxy-3,5-dimethyl-14-oxo-1-oxacyclotetradeca-3,8,12-trien-2-yl]-4-oxohexyl]piperidine-2,6-dione
• 化学式: C₃₅H₄₄BrNO₈
• 分子量: 686.64
• InChiKey: JYCNJXPHLZHSID-POZVKWDKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  45
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  127
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,4'-二溴苯乙酮 、 迁移他汀 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 以7.2 mg的产率得到N-(p-bromophenacyl)migrastatin
  参考文献：
  名称：

  Absolute Configuration of Migrastatin, a Novel 14-Membered Ring Macrolide.

  摘要：

  Sir: Migrastatin (1), a novel 14-membered ring macrolide, was isolated from a culture broth of Streptomyces sp. MK929-43F1.(1)) It inhibits both anchorage-independent growth and migration of human tumor cells. 2) Previously, we reported the planar structure and geometry of the three olefins in the 14-membered ring of 1.(3)) In this communication, we describe the absolute structure of 1 determined by X-ray crystallographic analysis as shown in Fig. 1.

  DOI：

  10.7164/antibiotics.55.442

文献信息

• Absolute Configuration of Migrastatin, a Novel 14-Membered Ring Macrolide.
  作者：HIKARU NAKAMURA、YOSHIKAZU TAKAHASHI、HIROSHI NAGANAWA、KOICHI NAKAE、MASAYA IMOTO、MOTOO SHIRO、KOJI MATSUMURA、HIDENORI WATANABE、TAKESHI KITAHARA

  DOI：10.7164/antibiotics.55.442

  日期：——

  Sir: Migrastatin (1), a novel 14-membered ring macrolide, was isolated from a culture broth of Streptomyces sp. MK929-43F1.(1)) It inhibits both anchorage-independent growth and migration of human tumor cells. 2) Previously, we reported the planar structure and geometry of the three olefins in the 14-membered ring of 1.(3)) In this communication, we describe the absolute structure of 1 determined by X-ray crystallographic analysis as shown in Fig. 1.