[(S)-[(4R,7R,10R)-7-butan-2-yl-5,10-dimethyl-3,6,9,12-tetraoxo-2,5,8,11-tetrazabicyclo[11.4.0]heptadeca-1(17),13,15-trien-4-yl]-phenylmethyl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate | 1443151-31-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: [(S)-[(4R,7R,10R)-7-butan-2-yl-5,10-dimethyl-3,6,9,12-tetraoxo-2,5,8,11-tetrazabicyclo[11.4.0]heptadeca-1(17),13,15-trien-4-yl]-phenylmethyl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
• CAS: 1443151-31-2
• 化学式: C₃₆H₃₉F₃N₄O₇
• 分子量: 696.723
• InChiKey: LFTFUJJWZJLANT-MMIYIAJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  50
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  143
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  asperterrestide A 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 4-二甲氨基吡啶 作用下， 以 氘代吡啶 为溶剂， 反应 5.0h， 生成 [(S)-[(4R,7R,10R)-7-butan-2-yl-5,10-dimethyl-3,6,9,12-tetraoxo-2,5,8,11-tetrazabicyclo[11.4.0]heptadeca-1(17),13,15-trien-4-yl]-phenylmethyl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Asperterrestide A, a Cytotoxic Cyclic Tetrapeptide from the Marine-Derived Fungus Aspergillus terreus SCSGAF0162

  摘要：

  A new cytotoxic and antiviral cyclic tetrapeptide, asperterrestide A(1), a new alkaloid, terremide C (2), and a new aromatic butenolide, aspernolide E (A), together with 10 known compounds were isolated from the fermentation broth of the marine-derived fungus Aspergillus terreus SCSGAF0162:. Their structures were elucidated by spectroscopic analysis, and the absolute configuration of 1 was determined by the Mosher ester technique, and analysis of the acid hydrolysates using a chiral, phase HPLC column. Compound 1 contains a rare 3-OH-N-CH3-Phe residue and showed cytotoxicity against U937 and MOLT4 human carcinoma cell lines and inhibitory effects on influenza virus strains H1N1 and H3N2.

  DOI：

  10.1021/np300897v

文献信息

• Asperterrestide A, a Cytotoxic Cyclic Tetrapeptide from the Marine-Derived Fungus <i>Aspergillus terreus</i> SCSGAF0162
  作者：Fei He、Jie Bao、Xiao-Yong Zhang、Zheng-Chao Tu、Yi-Ming Shi、Shu-Hua Qi

  DOI：10.1021/np300897v

  日期：2013.6.28

  A new cytotoxic and antiviral cyclic tetrapeptide, asperterrestide A(1), a new alkaloid, terremide C (2), and a new aromatic butenolide, aspernolide E (A), together with 10 known compounds were isolated from the fermentation broth of the marine-derived fungus Aspergillus terreus SCSGAF0162:. Their structures were elucidated by spectroscopic analysis, and the absolute configuration of 1 was determined by the Mosher ester technique, and analysis of the acid hydrolysates using a chiral, phase HPLC column. Compound 1 contains a rare 3-OH-N-CH3-Phe residue and showed cytotoxicity against U937 and MOLT4 human carcinoma cell lines and inhibitory effects on influenza virus strains H1N1 and H3N2.