(3S,8aS)-pyrrolo[1,2-a]pyrazine-4-oxooctahydro-3-acetic acid | 1471413-41-8

• 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: (3S,8aS)-pyrrolo[1,2-a]pyrazine-4-oxooctahydro-3-acetic acid
• 英文别名: 2-[(3S,8aS)-4-oxo-2,3,6,7,8,8a-hexahydro-1H-pyrrolo[1,2-a]pyrazin-3-yl]acetic acid
• CAS: 1471413-41-8
• 化学式: C₉H₁₄N₂O₃
• 分子量: 198.222
• InChiKey: LDIKVMIGZZXMNT-BQBZGAKWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  69.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 palladium 10% on activated carbon 、 氢气 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 (3S,8aS)-pyrrolo[1,2-a]pyrazine-4-oxooctahydro-3-acetic acid
  参考文献：
  名称：

  A comparative study of antimicrobial properties of cyclo(l-Pro- l-Asp) with its 2-ketopiperazine analog

  摘要：

  Cyclo(l-Pro- l-Asp) diketopiperazine was synthesized and its antimicrobial properties were compared against its 2-ketopiperazine analog. The results indicate the significance of the peptide bond in antimicrobial property of cyclo(l-Pro- l-Asp) against various pathogenic bacteria and fungi with potent inhibitory effect over the 2-ketopiperazine analog. Cyclo(l-Pro- l-Asp) exhibited a higher inhibitory activity against Penicillium expansum (MIC 8 mu g/mL) than the standard fungicide amphotericin B (MIC 64 mu g/mL). The most potent activity by cyclo(l-Pro- l-Asp) was exhibited against Trichophyton rubrum (MIC 2 mu g/mL).

  DOI：

  10.1007/s00044-013-0836-5

文献信息

• A comparative study of antimicrobial properties of cyclo(l-Pro- l-Asp) with its 2-ketopiperazine analog
  作者：Chandrasekhar Challa、Nishanth Kumar、Manju John、Ravi S. Lankalapalli

  DOI：10.1007/s00044-013-0836-5

  日期：2014.5

  Cyclo(l-Pro- l-Asp) diketopiperazine was synthesized and its antimicrobial properties were compared against its 2-ketopiperazine analog. The results indicate the significance of the peptide bond in antimicrobial property of cyclo(l-Pro- l-Asp) against various pathogenic bacteria and fungi with potent inhibitory effect over the 2-ketopiperazine analog. Cyclo(l-Pro- l-Asp) exhibited a higher inhibitory activity against Penicillium expansum (MIC 8 mu g/mL) than the standard fungicide amphotericin B (MIC 64 mu g/mL). The most potent activity by cyclo(l-Pro- l-Asp) was exhibited against Trichophyton rubrum (MIC 2 mu g/mL).