torrubiellutin A | 1184179-02-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯内酰胺
• 英文名称: torrubiellutin A
• 英文别名: (3S,6E,8R,9S,10Z,12S,13R,14R,15S)-3-benzyl-9,13-dihydroxy-4,8,10,12,14,15-hexamethyl-1-oxa-4-azacyclopentadeca-6,10-diene-2,5-dione
• CAS: 1184179-02-9
• 化学式: C₂₆H₃₇NO₅
• 分子量: 443.583
• InChiKey: SQRHAWJNRYYSGK-AHYNVWOCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  32
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  87.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  torrubiellutin A 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 96.0h， 以0.6 mg的产率得到
  参考文献：
  名称：

  Torrubiellutins A–C, from insect pathogenic fungus Torrubiella luteorostrata BCC 12904

  摘要：

  Investigation of the insect pathogenic fungus Torrubiella luteorostrota led to the isolation of three new macrocyclic torrubiellutins A-C (1-3) and the known pyrone diterpene 4. Structures were elucidated by spectroscopic data including 1D, 2D NMR, and MS spectral data. The absolute stereochemistry was determined by chemical means using Mosher reactions and Marfey's reagent, together with NCESY spectral data. Torrubiellutin C showed biological activities against KB, MCF-7, NCI-H187, and Vero cell lines with IC(50) varying from 0.78 to 4.36 mu g/mL, while compound 4 exhibited antimalaria and anti-inflammatory activity with IC(50) values of 3.49 and 1.21 mu g/mL, respectively. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.05.070