[(1R,4S,5S,9R,11R,14S,15R,16R,19R)-11-methylsulfanyl-2,8,12,18-tetraoxo-15-[(2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxy-21,22-dithia-3,13-diazahexacyclo[14.4.2.01,13.03,11.04,9.014,19]docosan-5-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate | 1234793-72-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [(1R,4S,5S,9R,11R,14S,15R,16R,19R)-11-methylsulfanyl-2,8,12,18-tetraoxo-15-[(2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxy-21,22-dithia-3,13-diazahexacyclo[14.4.2.01,13.03,11.04,9.014,19]docosan-5-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
• CAS: 1234793-72-6
• 化学式: C₃₉H₃₆F₆N₂O₁₀S₃
• 分子量: 902.911
• InChiKey: SBADMQSNJISDPF-TWHULIIXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  60
• 可旋转键数：
  11
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  222
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为产物：
  描述：

  epicoccin M 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 吡啶 作用下， 以0.7 mg的产率得到[(1R,4S,5S,9R,11R,14S,15R,16R,19R)-11-methylsulfanyl-2,8,12,18-tetraoxo-15-[(2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxy-21,22-dithia-3,13-diazahexacyclo[14.4.2.01,13.03,11.04,9.014,19]docosan-5-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Thiodiketopiperazines Produced by the Endophytic Fungus Epicoccum nigrum

  摘要：

  Thirteen new thiodiketopiperazines, epicoccin I (1), ent-epicoccin G (2), and epicoccins J-T (3-13), together with six known diketopiperazines (14-19), have been isolated from the endophytic fungus Epicoccum nigram. The structures of 1, 2, and 10 were confirmed by X-ray crystallography, and the absolute configurations of 2, 4, 6, and 8 were assigned using Moshers' method. Compounds 2, 6, 12, and 17 showed potent activities in vitro against the release of beta-glucuronidase in rat polymorphonuclear leukocytes induced by platelet-activating factor, with IC50 values of 3.07, 4.16, 4.95, and 1.98 mu M, respectively. None of the 19 compounds exhibited detectable cytotoxic activities toward six tumor cell lines (A549, Bc-17402, BGC-823, HCT-116, and A2780) in the MTT assay.

  DOI：

  10.1021/np1000895