paeciloquinone B methyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: paeciloquinone B methyl ester
• 英文别名: Methyl 5-oxo-2-(1,3,6,8-tetrahydroxy-9,10-dioxoanthracen-2-yl)hexanoate；methyl 5-oxo-2-(1,3,6,8-tetrahydroxy-9,10-dioxoanthracen-2-yl)hexanoate
• 化学式: C₂₁H₁₈O₉
• 分子量: 414.369
• InChiKey: YSFBMLUXDYVJKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  158
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  甲醇 、 paeciloquinone B 在 三氟化硼 作用下， 反应 2.0h， 以81%的产率得到paeciloquinone B methyl ester
  参考文献：
  名称：

  Paeciloquinones A,B,C,D,E and F: New Potent Inhibitors of Protein Tyrosine Kinases Produced by Paecilomyces carneus. I. Taxonomy, Fermentation, Isolation and Biological Activity.

  摘要：

  Paeciloquinones A to F as well as versiconol have been isolated as inhibitors of protein tyrosine kinase from the culture broth of the fungus Paecilomyces carneus P-177. The novel anthraquinones inhibit epidermal growth factor receptor protein tyrosine kinase in the micromolar range. Two compounds, paeciloquinones A and C, are potent and selective inhibitors of the v-abl protein tyrosine kinase with an IC50 of 0.4μM. Dependent on the fermentation conditions, partially different sets of paeciloquinones may be produced. An HPLC method allows separation of all major active components.

  DOI：

  10.7164/antibiotics.48.191

文献信息

• Paeciloquinones A,B,C,D,E and F: New Potent Inhibitors of Protein Tyrosine Kinases Produced by Paecilomyces carneus. I. Taxonomy, Fermentation, Isolation and Biological Activity.
  作者：FRANK PETERSEN、ANDREAS FREDENHAGEN、HELMUT METT、NICHOLAS B. LYDON、RON DELMENDO、HANS-BEAT JENNY、HEINRICH H. PETER

  DOI：10.7164/antibiotics.48.191

  日期：——

  Paeciloquinones A to F as well as versiconol have been isolated as inhibitors of protein tyrosine kinase from the culture broth of the fungus Paecilomyces carneus P-177. The novel anthraquinones inhibit epidermal growth factor receptor protein tyrosine kinase in the micromolar range. Two compounds, paeciloquinones A and C, are potent and selective inhibitors of the v-abl protein tyrosine kinase with an IC50 of 0.4μM. Dependent on the fermentation conditions, partially different sets of paeciloquinones may be produced. An HPLC method allows separation of all major active components.