1,6,11-Trimethoxy-8-methyl-naphthacene-5,12-dione | 629655-46-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: 1,6,11-Trimethoxy-8-methyl-naphthacene-5,12-dione
• 英文别名: 5,12-Naphthacenedione, 1,6,11-trimethoxy-8-methyl-；1,6,11-trimethoxy-8-methyltetracene-5,12-dione
• CAS: 629655-46-5
• 化学式: C₂₂H₁₈O₅
• 分子量: 362.382
• InChiKey: YJAIOMGNLBZZGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,6,11-Trimethoxy-8-methyl-naphthacene-5,12-dione 在 sodium tetrahydroborate 作用下， 以 异丙醇 为溶剂， 反应 3.0h， 以3.8 mg的产率得到1,6,11-Trimethoxy-8-methyl-5,12-dihydro-naphthacene-5,12-diol
  参考文献：
  名称：

  Komodoquinone A, a Novel Neuritogenic Anthracycline, from Marine Streptomyces sp. KS3

  摘要：

  A novel anthracycline, komodoquinone A (1), and its aglycone, komodoquinone B (2), were isolated from the solid-state fermentation of the marine Streptomyces sp. KS3, which was isolated from marine sediment. The absolute stereostructures of 1 and 2, except for the sugar portion, were elucidated on the basis of chemical and physicochemical evidence. Komodoquinone A (1) is a unique anthracycline, in which a new amino sugar is connected to the D-ring of the anthracyclinone skeleton, and was found to induce neuronal cell differentiation in the neuroblastoma cell line, Neuro 2A.

  DOI：

  10.1021/np030212k
• 作为产物：
  描述：

  碘甲烷 、 (8S,10S)-1,6,8,10,11-Pentahydroxy-8-methyl-7,8,9,10-tetrahydro-naphthacene-5,12-dione 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以21 mg的产率得到1,6,11-Trimethoxy-8-methyl-naphthacene-5,12-dione
  参考文献：
  名称：

  Komodoquinone A, a Novel Neuritogenic Anthracycline, from Marine Streptomyces sp. KS3

  摘要：

  A novel anthracycline, komodoquinone A (1), and its aglycone, komodoquinone B (2), were isolated from the solid-state fermentation of the marine Streptomyces sp. KS3, which was isolated from marine sediment. The absolute stereostructures of 1 and 2, except for the sugar portion, were elucidated on the basis of chemical and physicochemical evidence. Komodoquinone A (1) is a unique anthracycline, in which a new amino sugar is connected to the D-ring of the anthracyclinone skeleton, and was found to induce neuronal cell differentiation in the neuroblastoma cell line, Neuro 2A.

  DOI：

  10.1021/np030212k

文献信息

• Komodoquinone A, a Novel Neuritogenic Anthracycline, from Marine <i>Streptomyces </i>sp. KS3
  作者：Takuya Itoh、Masahiro Kinoshita、Shunji Aoki、Motomasa Kobayashi

  DOI：10.1021/np030212k

  日期：2003.10.1

  A novel anthracycline, komodoquinone A (1), and its aglycone, komodoquinone B (2), were isolated from the solid-state fermentation of the marine Streptomyces sp. KS3, which was isolated from marine sediment. The absolute stereostructures of 1 and 2, except for the sugar portion, were elucidated on the basis of chemical and physicochemical evidence. Komodoquinone A (1) is a unique anthracycline, in which a new amino sugar is connected to the D-ring of the anthracyclinone skeleton, and was found to induce neuronal cell differentiation in the neuroblastoma cell line, Neuro 2A.