nakijinamines A | 1395686-73-3

• 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: nakijinamines A
• 英文别名: Nakijinamine A；[2-(6-bromo-1H-indol-3-yl)-2-(11,12-dihydroxy-6-aza-2-azoniatricyclo[7.3.1.05,13]trideca-1,3,5(13),7,9,11-hexaen-10-yl)ethyl]-trimethylazanium
• CAS: 1395686-73-3
• 化学式: C₂₄H₂₄BrN₄O₂*H
• 分子量: 481.392
• InChiKey: SEYPOVFNBREYAZ-UHFFFAOYSA-P

计算性质

• 辛醇/水分配系数(LogP)：
  5.24
• 重原子数：
  31.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  81.17
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  nakijinamines A 在 chiral HPLC 作用下， 生成 nakijinamines A 、 nakijinamines A
  参考文献：
  名称：

  Heteroaromatic alkaloids, nakijinamines, from a sponge Suberites sp.

  摘要：

  The structures of seven new secondary metabolites isolated from an Okinawan marine sponge Suberites sp., nakijinamines A (1), B (2), and F-I (3-6) and 6-bromoconicamin (7), have been elucidated on the basis of spectroscopic analysis, chemical conversion, and conformational analysis. These analyses disclosed that 1-6 were heteroaromatic alkaloids having the hybrid structures of an aaptamine-type alkaloid and an indole alkaloid, while 7 was a bromoindole alkaloid. Nakijinamine I (6) is the first example of an aaptamine-type alkaloid possessing a 1,4-dioxane ring. Antimicrobial activities of 1-7 were evaluated. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.08.018

文献信息

• Heteroaromatic alkaloids, nakijinamines, from a sponge Suberites sp.
  作者：Yohei Takahashi、Naonobu Tanaka、Takaaki Kubota、Haruaki Ishiyama、Azusa Shibazaki、Tohru Gonoi、Jane Fromont、Jun’ichi Kobayashi

  DOI：10.1016/j.tet.2012.08.018

  日期：2012.10

  The structures of seven new secondary metabolites isolated from an Okinawan marine sponge Suberites sp., nakijinamines A (1), B (2), and F-I (3-6) and 6-bromoconicamin (7), have been elucidated on the basis of spectroscopic analysis, chemical conversion, and conformational analysis. These analyses disclosed that 1-6 were heteroaromatic alkaloids having the hybrid structures of an aaptamine-type alkaloid and an indole alkaloid, while 7 was a bromoindole alkaloid. Nakijinamine I (6) is the first example of an aaptamine-type alkaloid possessing a 1,4-dioxane ring. Antimicrobial activities of 1-7 were evaluated. (C) 2012 Elsevier Ltd. All rights reserved.