haenamindole

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: haenamindole
• 英文别名: (3S,6R)-6-[[(2S,10S,10aR)-10-hydroxy-4-oxo-2-phenyl-1,2,3,10a-tetrahydropyrimido[1,2-a]indol-10-yl]methyl]-3-benzyl-1-hydroxypiperazine-2,5-dione
• 化学式: C₂₉H₂₈N₄O₅
• 分子量: 512.565
• InChiKey: IAICBPZDIBCDOH-JFGOBNIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  38
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  122
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  haenamindole 在 盐酸 作用下， 以 水 为溶剂， 反应 1.0h， 生成 L-苯丙氨酸 、 (S)-3-氨基-3-苯基丙酸
  参考文献：
  名称：

  Haenamindole, an unusual diketopiperazine derivative from a marine-derived Penicillium sp. KCB12F005

  摘要：

  During the chemical investigation of marine-derived fungus, an unusual diketopiperazine (DKP) alkaloid, haenamindole (1), was isolated from a culture of the marine-derived fungus Penicillium sp. KCB12F005. The structure of 1, which possesses benzyl-hydroxypiperazindione and phenyl-pyrimidoindole rings system in the molecule, was elucidated by analysis of NMR and MS data. The stereochemistry of 1 was determined by ROESY and advanced Marfey's method. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.09.026

文献信息

• Haenamindole, an unusual diketopiperazine derivative from a marine-derived Penicillium sp. KCB12F005
  作者：Jong Won Kim、Sung-Kyun Ko、Sangkeun Son、Kee-Sun Shin、In-Ja Ryoo、Young-Soo Hong、Hyuncheol Oh、Bang Yeon Hwang、Hiroshi Hirota、Shunji Takahashi、Bo Yeon Kim、Hiroyuki Osada、Jae-Hyuk Jang、Jong Seog Ahn

  DOI：10.1016/j.bmcl.2015.09.026

  日期：2015.11

  During the chemical investigation of marine-derived fungus, an unusual diketopiperazine (DKP) alkaloid, haenamindole (1), was isolated from a culture of the marine-derived fungus Penicillium sp. KCB12F005. The structure of 1, which possesses benzyl-hydroxypiperazindione and phenyl-pyrimidoindole rings system in the molecule, was elucidated by analysis of NMR and MS data. The stereochemistry of 1 was determined by ROESY and advanced Marfey's method. (C) 2015 Elsevier Ltd. All rights reserved.