chaetomugilin A | 1041640-66-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: chaetomugilin A
• 英文别名: (1S,10S,12R,13R,14R,17R)-8-chloro-12-hydroxy-5-[(E,3R,4R)-4-hydroxy-3-methylpent-1-enyl]-10,13,14-trimethyl-4,11,15-trioxatetracyclo[8.7.0.02,7.012,17]heptadeca-2,5,7-triene-9,16-dione
• CAS: 1041640-66-7
• 化学式: C₂₃H₂₇ClO₇
• 分子量: 450.916
• InChiKey: LNHWUFUMZSBRBY-YELMBXGASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  chaetomugilin A 在 水 、 potassium hydroxide 、 硫酸 作用下， 以 水 为溶剂， 以3.1 mg的产率得到(2E,4R,5R)-5-hydroxy-4-methylhex-2-enoic acid
  参考文献：
  名称：

  Chaetomugilins I–O, new potent cytotoxic metabolites from a marine-fish-derived Chaetomium species. Stereochemistry and biological activities

  摘要：

  Chaetomugilins I-O were isolated from a strain of Chaetomium globosum originally isolated from the marine fish Mugil cephalus, and their absolute stereostructures were elucidated on the basis of spectroscopic analyses, including 1D and 2D NMR techniques, as well as chemical transformations. These compounds exhibited significant growth inhibition of cultured P388, HL-60, L1210, and KB cell lines. In addition, chaetomugilin I showed selective cytotoxic activity against 39 human cancer cell lines. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.125

文献信息

• Absolute stereostructures of cytotoxic metabolites, chaetomugilins A–C, produced by a Chaetomium species separated from a marine fish
  作者：Takeshi Yamada、Mitunobu Doi、Hirohumi Shigeta、Yasuhide Muroga、Saki Hosoe、Atsushi Numata、Reiko Tanaka

  DOI：10.1016/j.tetlet.2008.04.060

  日期：2008.6

  Chaetomugilins A–C were isolated from a strain of Chaetomium globosum originally isolated from the marine fish Mugil cephalus, and their absolute stereostructures have been elucidated on the basis of spectroscopic analyses using 1D and 2D NMR techniques, some chemical transformations, and an X-ray analysis. This compound exhibited significant cytotoxicity against cultured P388 cells and HL-60 cells

  Chaetomugilins A–C分离自最初从海水鱼类Mugil cephalus分离得到的球状Chaetomium globosum菌株，并在使用1D和2D NMR技术进行光谱分析，一些化学转化和X射线分析的基础上阐明了它们的绝对立体结构。分析。该化合物对培养的P388细胞和HL-60细胞显示出显着的细胞毒性。
• Chaetomugilins I–O, new potent cytotoxic metabolites from a marine-fish-derived Chaetomium species. Stereochemistry and biological activities
  作者：Yasuhide Muroga、Takeshi Yamada、Atsushi Numata、Reiko Tanaka

  DOI：10.1016/j.tet.2009.06.125

  日期：2009.9

  Chaetomugilins I-O were isolated from a strain of Chaetomium globosum originally isolated from the marine fish Mugil cephalus, and their absolute stereostructures were elucidated on the basis of spectroscopic analyses, including 1D and 2D NMR techniques, as well as chemical transformations. These compounds exhibited significant growth inhibition of cultured P388, HL-60, L1210, and KB cell lines. In addition, chaetomugilin I showed selective cytotoxic activity against 39 human cancer cell lines. (C) 2009 Elsevier Ltd. All rights reserved.