(5S,5aR,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5,8-diol | 248277-81-8

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基四氢萘木脂素
• 英文名称: (5S,5aR,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5,8-diol
• CAS: 248277-81-8
• 化学式: C₂₁H₂₂O₈
• 分子量: 402.401
• InChiKey: NZROXCFGSGIHFQ-IKVNGOEKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  106.84
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (5S,5aR,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5,8-diol 在 吡啶 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 22.0h， 生成 [(5R,5aR,8aR,9S)-9-Hydroxy-5-(4-hydroxy-3,5-dimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-yl]-acetic acid methyl ester
  参考文献：
  名称：

  9-Deoxopodophyllotoxin derivatives as anti-cancer agents

  摘要：

  Several 9-deoxo-9-substituted podophyllotoxin derivatives were synthesised starting from naturally occuring podophyllotoxin and their anti-cancer activity was evaluated against <(in vitro)under bar> human cancer cell line assay. It was observed that these compounds do possess good anti-cancer activity particularly against ovarian, renal and lung cancer cell lines, (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00347-9
• 作为产物：
  描述：

  4'-demethyl-4'-O-(benzoyloxycarbonyl)epipodophyllotoxin 在 二异丁基氢化铝 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 0.67h， 以70%的产率得到(5S,5aR,8aR,9R)-9-(4-Hydroxy-3,5-dimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5,8-diol
  参考文献：
  名称：

  9-Deoxopodophyllotoxin derivatives as anti-cancer agents

  摘要：

  Several 9-deoxo-9-substituted podophyllotoxin derivatives were synthesised starting from naturally occuring podophyllotoxin and their anti-cancer activity was evaluated against <(in vitro)under bar> human cancer cell line assay. It was observed that these compounds do possess good anti-cancer activity particularly against ovarian, renal and lung cancer cell lines, (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00347-9