tetrahydrobrefeldin | 154170-91-9

• 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: tetrahydrobrefeldin
• 英文别名: Tetrahydro-decumbin；(1R,2R,7S,13R,15S)-2,15-dihydroxy-7-methyl-6-oxabicyclo[11.3.0]hexadecan-5-one
• CAS: 154170-91-9
• 化学式: C₁₆H₂₈O₄
• 分子量: 284.396
• InChiKey: YZQJEGLDWIIEEF-XPABHHOTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  布雷非德菌素 A 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以850 mg的产率得到tetrahydrobrefeldin
  参考文献：
  名称：

  Proksa; Uhrin; Adamcova, Pharmazie, 1992, vol. 47, # 8, p. 582 - 584

  摘要：

  DOI：

文献信息

• Synthesis and activity of brefeldin a analogs as inducers of cancer cell differentiation and apoptosis
  作者：Ji-Wen Zhu、Hitoshi Hori、Hisao Nojiri、Takahiko Tsukuda、Zenei Taira

  DOI：10.1016/s0960-894x(96)00588-4

  日期：1997.1

  We designed and synthesized several brefeldin A (BFA) analogs. These compounds were evaluated for the ability to induce differentiation and apoptosis in human colonic carcinoma cell line HCT116. Diacetyl BFA (2a), 4-acetyl BFA (2b), 7-acetyl BFA (2c), and 10,11-epoxy BFA (3b) were active but tetrahydro BFA (3a) and other analogs could not induce the malignant cells to differentiate. The results suggested that the moiety from 1- to 4-position in BFA as well as its conformational rigidity is essential for its biological activity. (C) 1997, Elsevier Science Ltd.
• Proksa; Uhrin; Adamcova, Pharmazie, 1992, vol. 47, # 8, p. 582 - 584
  作者：Proksa、Uhrin、Adamcova、Fuska

  DOI：——

  日期：——