tert-butyl (3S)-3-[[(2S)-1-[[(2S)-1-[[(2S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-5-methoxy-1,5-dioxopentan-2-yl]carbamoyl]-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate | 1310735-78-4

• 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: tert-butyl (3S)-3-[[(2S)-1-[[(2S)-1-[[(2S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-5-methoxy-1,5-dioxopentan-2-yl]carbamoyl]-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate
• CAS: 1310735-78-4
• 化学式: C₄₄H₅₀N₆O₉
• 分子量: 806.916
• InChiKey: JHEXUTUUIMNKCT-SZHYKVQFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  59
• 可旋转键数：
  18
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  201
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  tert-butyl (3S)-3-[[(2S)-1-[[(2S)-1-[[(2S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-5-methoxy-1,5-dioxopentan-2-yl]carbamoyl]-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate 在 氢氟酸 作用下， 以 二甲基硫 、 苯甲醚 为溶剂， 反应 4.0h， 以55%的产率得到N-((3S)-1,2,3,4-tetrahydro-β-carboline-3-carboxyl)-Glu-Phe-Trp
  参考文献：
  名称：

  Novel β-carboline-tripeptide conjugates attenuate mesenteric ischemia/reperfusion injury in the rat

  摘要：

  We have synthesized a series of new beta-carboline-tripeptide conjugates, and examined their anti-inflammatory properties in a mouse model of xylene-induced ear edema. The analgesic capacity of these compounds was further evaluated in a rodent tail flick assay. Our results indicate that beta-carboline conjugate 4a manifests potent anti-inflammatory and analgesic activity while exerting a protective effect against mesenteric ischemia/reperfusion (I/R) injury in the rat. Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2011.03.029
• 作为产物：
  描述：

  Boc-Glu(OCH3)-Phe-Trp-OCH3 在 N-甲基吗啉 、 盐酸 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 20.0 ℃ 、100.0 kPa 条件下， 反应 18.0h， 生成 tert-butyl (3S)-3-[[(2S)-1-[[(2S)-1-[[(2S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-5-methoxy-1,5-dioxopentan-2-yl]carbamoyl]-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate
  参考文献：
  名称：

  Novel β-carboline-tripeptide conjugates attenuate mesenteric ischemia/reperfusion injury in the rat

  摘要：

  We have synthesized a series of new beta-carboline-tripeptide conjugates, and examined their anti-inflammatory properties in a mouse model of xylene-induced ear edema. The analgesic capacity of these compounds was further evaluated in a rodent tail flick assay. Our results indicate that beta-carboline conjugate 4a manifests potent anti-inflammatory and analgesic activity while exerting a protective effect against mesenteric ischemia/reperfusion (I/R) injury in the rat. Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2011.03.029