phomoarcherin A | 1278474-01-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: phomoarcherin A
• 英文别名: (1S,13R,14S,17S,19R)-10,17-dihydroxy-1,14,18,18-tetramethyl-2,6-dioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3,8,10-trien-7-one
• CAS: 1278474-01-3
• 化学式: C₂₃H₃₀O₅
• 分子量: 386.488
• InChiKey: WHXNYSBXVSPILE-FKQDBXSBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  phomoarcherin A 、 4-溴苯甲酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以40.8%的产率得到[(1S,13R,14S,17S,19R)-17-hydroxy-1,14,18,18-tetramethyl-7-oxo-2,6-dioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3,8,10-trien-10-yl] 4-bromobenzoate
  参考文献：
  名称：

  Cytotoxic Pentacyclic and Tetracyclic Aromatic Sesquiterpenes from Phomopsis archeri

  摘要：

  Three new sesquiterpenes named phomoarcherins A-C (1-3), and four; known compounds,, kampanol A (4), R-mevalonolactone, ergosterol; and ergosterol peroxide, Were isolated from the endophytic fungus Phomopsis archeri. These structures were established on the basis of spectroscopic evidence. The structure and absolute configuration of 1 were confirmed by X-ray crystallographic analysis. of its p-bromobenzoate derivative (la). Compounds 1-4 showed cytotoxicity against five cholangiocarcinoma cell lines (0.1-19.6 mu g/mL), while 1 and 2 exhibited weak cytotoxicity against the KB cell line with IC(50) values of 42.1 and 94 mu g/mL, respectively. In addition, compound 2 showed antimalarial activity against Plasmodium falciparum with an IC(50) value of 079 mu g/mL.

  DOI：

  10.1021/np100632g