| 1391971-80-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• CAS: 1391971-80-4
• 化学式: C₂₃H₂₄O₁₁S
• 分子量: 508.503
• InChiKey: LYCWEQSKHSDQQT-SAHWJRBASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.79
• 重原子数：
  35.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  155.64
• 氢给体数：
  1.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  oxalicumone A 、 乙酸酐 在 4-二甲氨基吡啶 作用下， 反应 9.0h， 生成
  参考文献：
  名称：

  Cytotoxic Dihydrothiophene-Condensed Chromones from Marine-Derived Fungus Penicillium oxalicum

  摘要：

  Two new dihydrothiophene-condensed chromones and a new natural chromone, namely oxalicumones A-C (1-3), respectively, were isolated from a culture broth of a marine-derived fungus Penicillium oxalicum SCSGAF 0023, Meripilaceae family. The structures of 1-3 and acetylated derivatives of 1 (4-7) were elucidated on the basis of spectroscopic methods and chemical reactions. The absolute configuration of 1 was established by using the modified Mosher ester method and circular dichroism data of in situ formed [Rh-2(OCOCF3)(4)] and [Mo-2(OAc)(4)] complexes. (R)-MTPA ester of 1 showed cytotoxicity against A375, SW-620, and HeLa carcinoma cell lines with IC50 values of 8.9, 7.8, and 18.4 mu M, respectively. Compound 1 displayed cytotoxicity against A375 and SW-620 cell lines with IC50 values of 11.7 and 22.6 mu M, respectively. The structure-biological activity relationship of 1 is discussed.

  DOI：

  10.1055/s-0032-1327874