ζ-rhodomycinone | 21179-17-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: ζ-rhodomycinone
• 英文别名: ζ-Rhodomycinon；methyl (1R,2R)-2-ethyl-2,5,7,12-tetrahydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
• CAS: 21179-17-9
• 化学式: C₂₂H₂₀O₈
• 分子量: 412.396
• InChiKey: KXNYQVVGFPFVJR-KSFYIVLOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  30
• 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：
  141
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ζ-rhodomycinone 在 高氯酸 、 对甲苯磺酸 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 丙酮 、 甲苯 为溶剂， 反应 316.0h， 生成 8α-hydroxy-9-epi-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
• 作为产物：
  描述：

  紫红霉酮 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以89%的产率得到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.