cystodimine A | 1229444-50-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: cystodimine A
• CAS: 1229444-50-1
• 化学式: C₁₈H₁₂N₄O
• 分子量: 300.319
• InChiKey: MYHPJEHBGONSAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.44
• 重原子数：
  23.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  78.73
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  cystodimine A 在 盐酸 、 二甲基亚砜 作用下， 以 水 为溶剂， 反应 1.0h， 生成 11-hydroxyascididemin
  参考文献：
  名称：

  Structures and Antimicrobial Activities of Pyridoacridine Alkaloids Isolated from Different Chromotypes of the Ascidian Cystodytes dellechiajei

  摘要：

  Three new pentacyclic alkaloids were isolated from different chromotypes of the western Mediterranean ascidian Cystodytes dellechiajei. The purple color morph collected in Catalonia contained the known compounds kuanoniamine D (1), shermilamine B (2), N-deacetylkuanoniamine (3), and styelsamine C (4) and a new alkaloid named N-deacetylshermilamine B (5). The green color morph collected in the Balearic Islands contained the known compounds 11-hydroxyascididemin (6) and 8,9-dihydro-11-hydroxyascididemin (7) and two new alkaloids named cystodimine A (8) and cystodimine B (9). The blue color morph collected in Catalonia yielded the known compound ascididemin (10). The structures of all compounds were elucidated on the basis of spectroscopic data, mainly 1D and 2D NMR data. The antimicrobial potential of the pyridoacridine alkaloids isolated from each color morph was evaluated and compared.

  DOI：

  10.1021/np900751k

文献信息

• Two cell differentiation inducing pyridoacridines from a marine sponge Biemna sp. and their chemical conversions
  作者：Daniel A. Pedrazzoli Moran、Kentaro Takada、Yuji Ise、Nataly Bontemps、Rohan A. Davis、Kazuo Furihata、Shigeru Okada、Shigeki Matsunaga

  DOI：10.1016/j.tet.2015.05.070

  日期：2015.7

  Two pyridoacridines, N-hydroxymethylisocystodamine (1) and neolabuanine A (2), together with the known ecionine A (3), ecionine B (4), isocystodamine (5), N-methylisocystodamine (6), 9-hydroxyisoascididemin (7), and biemnadin (8), were isolated from a marine sponge Biemna sp. Several of these compounds were shown to induce cell differentiation of K562 leukemia cells into erythrocytes. Following inspection of the NMR data, and comparison of these data with literature values, we demonstrated that neolabuanine A (2) had the structure previously reported as labuanine A (2), and that the compound initially reported under the name of labuanine A possessed the structure assigned to ecionine A (3). We found that both neolabuanine A (2) and ecionine A (3) were gradually converted to 9-hydroxyisoascididemin (7), indicating that 2 and 3 can be considered both as precursors of 7. (C) 2015 Elsevier Ltd. All rights reserved.
• Structures and Antimicrobial Activities of Pyridoacridine Alkaloids Isolated from Different Chromotypes of the Ascidian <i>Cystodytes dellechiajei</i>
  作者：N. Bontemps、D. Bry、S. López-Legentil、A. Simon-Levert、C. Long、B. Banaigs

  DOI：10.1021/np900751k

  日期：2010.6.25

  Three new pentacyclic alkaloids were isolated from different chromotypes of the western Mediterranean ascidian Cystodytes dellechiajei. The purple color morph collected in Catalonia contained the known compounds kuanoniamine D (1), shermilamine B (2), N-deacetylkuanoniamine (3), and styelsamine C (4) and a new alkaloid named N-deacetylshermilamine B (5). The green color morph collected in the Balearic Islands contained the known compounds 11-hydroxyascididemin (6) and 8,9-dihydro-11-hydroxyascididemin (7) and two new alkaloids named cystodimine A (8) and cystodimine B (9). The blue color morph collected in Catalonia yielded the known compound ascididemin (10). The structures of all compounds were elucidated on the basis of spectroscopic data, mainly 1D and 2D NMR data. The antimicrobial potential of the pyridoacridine alkaloids isolated from each color morph was evaluated and compared.