methyl (2S)-2-[[(2R,3S)-2-[[2-[2-(2-bromo-1,1-dimethoxyethyl)-1,3-oxazol-4-yl]-5-phenyl-1,3-oxazole-4-carbonyl]amino]-3-methylpentanoyl]amino]-3-methylbutanoate | 930285-13-5

• 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: methyl (2S)-2-[[(2R,3S)-2-[[2-[2-(2-bromo-1,1-dimethoxyethyl)-1,3-oxazol-4-yl]-5-phenyl-1,3-oxazole-4-carbonyl]amino]-3-methylpentanoyl]amino]-3-methylbutanoate
• CAS: 930285-13-5
• 化学式: C₂₉H₃₇BrN₄O₈
• 分子量: 649.539
• InChiKey: WFCHFXCGIWCNIF-DZFGPLHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  42
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  155
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  methyl (2S)-2-[[(2R,3S)-2-[[2-[2-(2-bromo-1,1-dimethoxyethyl)-1,3-oxazol-4-yl]-5-phenyl-1,3-oxazole-4-carbonyl]amino]-3-methylpentanoyl]amino]-3-methylbutanoate 在 lithium hydroxide 、 水 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.0h， 生成 (2S)-2-[[(2R,3S)-2-[[2-[2-(2-bromo-1,1-dimethoxyethyl)-1,3-oxazol-4-yl]-5-phenyl-1,3-oxazole-4-carbonyl]amino]-3-methylpentanoyl]amino]-3-methylbutanoic acid
  参考文献：
  名称：

  Synthesis and Antitumor Activity of Mechercharmycin A Analogues

  摘要：

  Several analogues of the cytotoxic thiopeptide IB-01211 or mechercharmycin A (1) have been synthesized. The cytotoxicity of 1 and the synthesized analogues were evaluated against a panel of three human tumor cell lines. Thiopeptide 1 and the most active derivatives 2 and 3c were chosen for further studies on effects on cell cycle progression and induction of apoptosis. Interestingly, the inhibition of cell division and activation of a programmed cell death by apoptosis were detected.

  DOI：

  10.1021/jm800513w
• 作为产物：
  描述：

  、 methyl (2S)-2-[[(2R,3S)-2-amino-3-methylpentanoyl]amino]-3-methylbutanoate 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 methyl (2S)-2-[[(2R,3S)-2-[[2-[2-(2-bromo-1,1-dimethoxyethyl)-1,3-oxazol-4-yl]-5-phenyl-1,3-oxazole-4-carbonyl]amino]-3-methylpentanoyl]amino]-3-methylbutanoate
  参考文献：
  名称：

  Synthesis and Antitumor Activity of Mechercharmycin A Analogues

  摘要：

  Several analogues of the cytotoxic thiopeptide IB-01211 or mechercharmycin A (1) have been synthesized. The cytotoxicity of 1 and the synthesized analogues were evaluated against a panel of three human tumor cell lines. Thiopeptide 1 and the most active derivatives 2 and 3c were chosen for further studies on effects on cell cycle progression and induction of apoptosis. Interestingly, the inhibition of cell division and activation of a programmed cell death by apoptosis were detected.

  DOI：

  10.1021/jm800513w