Acetic acid (S)-2-((S)-2-benzyloxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propyl ester | 59490-18-5

• 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: Acetic acid (S)-2-((S)-2-benzyloxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propyl ester
• 英文别名: [(2S)-3-phenyl-2-[[(2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoyl]amino]propyl] acetate
• CAS: 59490-18-5
• 化学式: C₂₈H₃₀N₂O₅
• 分子量: 474.557
• InChiKey: GEXFOCBLMNLCEZ-UIOOFZCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  35
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  93.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  benzyl ((S)-1-(((S)-1-hydroxy-3-phenylpropan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate 、 乙酸酐 在 吡啶 作用下， 反应 1.0h， 生成 Acetic acid (S)-2-((S)-2-benzyloxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propyl ester
  参考文献：
  名称：

  Design and synthesis of new N-(fluorenyl-9-methoxycarbonyl) (Fmoc)-dipeptides as anti-inflammatory agents

  摘要：

  Twenty-four new dipeptide analogs (1-24) of aurantiamide acetate were designed, synthesized, and assayed for effects on superoxide anion generation and elastase release by human neutrophils in response to fMLP/CB. Among them, seven N-(fluorenyl-9-methoxycarbonyl) (Fmoc)-dipeptides (6, 9,12, 14, 17, 18 and 20) showed potent inhibitory effects. Compounds 9 and 18 showed the most selective effects against human neutrophil elastase release, with IC50 values of 0.8+/-0.1 and 1.7+/-0.6 mu M, respectively, and were 130-fold more potent than phenylmethylsulfonyl fluoride (PMSF), the positive control, in this anti-inflammatory assay. These two compounds could be developed as new lead antiinflammatory agents. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.11.008