9-deoxy-ζ-rhodomycinone | 75324-02-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: 9-deoxy-ζ-rhodomycinone
• 英文别名: 1-Naphthacenecarboxylic acid, 2-ethyl-1,2,3,4,6,11-hexahydro-5,7,12-trihydroxy-6,11-dioxo-, methyl ester, 1S-cis-；methyl (1S,2S)-2-ethyl-5,7,12-trihydroxy-6,11-dioxo-1,2,3,4-tetrahydrotetracene-1-carboxylate
• CAS: 75324-02-6
• 化学式: C₂₂H₂₀O₇
• 分子量: 396.397
• InChiKey: LHFDKPDGYRDMGT-ZANVPECISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  121
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  ζ-rhodomycinone 在 palladium on activated charcoal 氢气 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 40.0h， 生成 9-deoxy-ζ-rhodomycinone
  参考文献：
  名称：

  8-Hydroxyanthracyclinones from .epsilon.-rhodomycinone

  摘要：

  epsilon-Rhodomycinone was converted into 8,9-dehydro-zeta-rhodomycinone, which gave a cis diol with osmium tetroxide and a pair of epimeric epoxides with m-chloroperbenzoic acid. Acid-catalyzed opening of the epoxides gave the corresponding trans diols. In contrast, acid treatment of the trimethyl ethers of these epoxides gave predominantly a lactone and an eta-rhodomycinone derivative, with only small amounts of the diols. None of the new rhodomycinones were active against Bacillus subtilis, but 8,9-dehydro-zeta-rhodomycinone was active in the induction of lytic phage in Escherichia coli.

  DOI：

  10.1021/jm00185a020

文献信息

• 8-Hydroxyanthracyclinones from .epsilon.-rhodomycinone
  作者：Horng-Jau Lin、Virendra Kumar、William A. Remers

  DOI：10.1021/jm00185a020

  日期：1980.11

  epsilon-Rhodomycinone was converted into 8,9-dehydro-zeta-rhodomycinone, which gave a cis diol with osmium tetroxide and a pair of epimeric epoxides with m-chloroperbenzoic acid. Acid-catalyzed opening of the epoxides gave the corresponding trans diols. In contrast, acid treatment of the trimethyl ethers of these epoxides gave predominantly a lactone and an eta-rhodomycinone derivative, with only small amounts of the diols. None of the new rhodomycinones were active against Bacillus subtilis, but 8,9-dehydro-zeta-rhodomycinone was active in the induction of lytic phage in Escherichia coli.