oxirapentyn F

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: oxirapentyn F
• 英文别名: Oxirapentyn F；[(1aS,2S,3S,4S,4aS,7R,8aS)-2,3,4-trihydroxy-6,6-dimethyl-3-(3-methylbut-3-en-1-ynyl)-1a,2,4,4a,7,8-hexahydrooxireno[2,3-e]chromen-7-yl] acetate
• 化学式: C₁₈H₂₄O₇
• 分子量: 352.384
• InChiKey: CKOXTYVYLDHQFC-CSJOOHGPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  109
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  oxirapentyn F 、 甲氧基-三氟甲基苯 在 4-二甲氨基吡啶 作用下， 以 吡啶 为溶剂， 反应 0.75h， 生成
  参考文献：
  名称：

  Oxirapentyns F–K from the Marine-Sediment-Derived Fungus Isaria felina KMM 4639

  摘要：

  Six new highly oxygenated chromene derivatives, oxirapentyns F-K (2-7), one new polyketide (8), one new benzofurane (9), and two known cyclodepsipeptides, isoisariin B and isaridin E, were isolated from the lipophilic extract of the marine-derived fungus Isaria felina KMM 4639. The structures of compounds 2-9 were determined using spectroscopic methods. The relative configurations of compounds 2-7 were established through a combination of NOE data and spin coupling constants, and these results were confirmed by X-ray crystallographic analysis of 4. The absolute structures of all oxirapentyns were assumed based on their biogenetic relationship and confirmed using the modified Mosher's method on 2 and 7. Isariketide (8) showed moderate cytotcodcity toward HL-60 cells.

  DOI：

  10.1021/np500014m

文献信息

• Oxirapentyns F–K from the Marine-Sediment-Derived Fungus <i>Isaria felina</i> KMM 4639
  作者：Anton N. Yurchenko、Olga F. Smetanina、Anatoly I. Kalinovsky、Michael A. Pushilin、Valeriy P. Glazunov、Yuliya V. Khudyakova、Natalya N. Kirichuk、Svetlana P. Ermakova、Sergey A. Dyshlovoy、Ekaterina A. Yurchenko、Shamil Sh. Afiyatullov

  DOI：10.1021/np500014m

  日期：2014.6.27

  Six new highly oxygenated chromene derivatives, oxirapentyns F-K (2-7), one new polyketide (8), one new benzofurane (9), and two known cyclodepsipeptides, isoisariin B and isaridin E, were isolated from the lipophilic extract of the marine-derived fungus Isaria felina KMM 4639. The structures of compounds 2-9 were determined using spectroscopic methods. The relative configurations of compounds 2-7 were established through a combination of NOE data and spin coupling constants, and these results were confirmed by X-ray crystallographic analysis of 4. The absolute structures of all oxirapentyns were assumed based on their biogenetic relationship and confirmed using the modified Mosher's method on 2 and 7. Isariketide (8) showed moderate cytotcodcity toward HL-60 cells.