aspidazide A | 1610046-68-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡嗪类
• 英文名称: aspidazide A
• 英文别名: 6,7-Dibromo-2-[7,8-dibromo-4-(3,5-dibromo-4-hydroxyphenyl)-1-oxopyrrolo[1,2-a]pyrazin-2-yl]-4-(3,5-dibromo-4-hydroxyphenyl)pyrrolo[1,2-a]pyrazin-1-one；6,7-dibromo-2-[7,8-dibromo-4-(3,5-dibromo-4-hydroxyphenyl)-1-oxopyrrolo[1,2-a]pyrazin-2-yl]-4-(3,5-dibromo-4-hydroxyphenyl)pyrrolo[1,2-a]pyrazin-1-one
• CAS: 1610046-68-8
• 化学式: C₂₆H₁₀Br₈N₄O₄
• 分子量: 1081.62
• InChiKey: PTVJGXRBAVHEEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  42
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  90.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  aspidazide A 在 sodium hydride 作用下， 以 二甲基亚砜 为溶剂， 反应 0.5h， 生成 aspidazide A 、 aspidazide A
  参考文献：
  名称：

  Bromopyrrole Alkaloids Isolated from the Patagonian Bryozoan Aspidostoma giganteum

  摘要：

  Nine new bromopyrrole alkaloids, aspidostomides A-H and aspidazide A (1-9), were isolated from the Patagonian bryozoan Aspidostoma giganteum. Aspidostomides A-H have dibromotyrosine- or bromotryptophan-derived moieties forming either linear amides or pyrroloketopiperazine-type lactams with a bromopyrrole carboxylic acid as a common structural motif. On the other hand, aspidazide A is a rare asymmetric acyl azide formed by an N-N link of two different pyrroloketopiperazine lactams and is the first isolated compound of this class from marine invertebrates. This work is the first report of secondary metabolites isolated from a bryozoan from the Patagonian region. The structures of compounds 1-9 were elucidated by spectroscopic methods and chemical transformations. One of these compounds, aspidostomide E (5), was moderately active against the 786-O renal carcinoma cell line.

  DOI：

  10.1021/np500012y