N-(meta-(ferrocenyl)-benzoyl)-glycyl-glycyl-glycyl-glycine ethyl ester | 1173293-67-8

• 英文名称: N-(meta-(ferrocenyl)-benzoyl)-glycyl-glycyl-glycyl-glycine ethyl ester
• CAS: 1173293-67-8
• 化学式: C₂₇H₃₀FeN₄O₆
• 分子量: 562.405
• InChiKey: FXQJISMDVKPHJO-UHFFFAOYSA-N

计算性质

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反应信息

• 作为产物：
  描述：

  m-ferrocenylbenzoic acid 、 glycyl-glycyl-glycyl-glycine ethyl ester hydrochloride 在 1-羟基苯并三唑 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以27%的产率得到N-(meta-(ferrocenyl)-benzoyl)-glycyl-glycyl-glycyl-glycine ethyl ester
  参考文献：
  名称：

  Synthesis, characterization and in vitro anti-cancer activity of N-(ferrocenyl)benzoyl tri- and tetrapeptide esters

  摘要：

  N-ortho, N-meta and N-para-(ferrocenyl)benzoyl tri- and tetrapeptide esters (2-7) were prepared by coupling ortho, meta and para-ferrocenyl benzoic acids to the tri- and tetrapeptide ethyl esters of GlyGlyGly(OEt) and GlyGlyGlyGly(OEt) in the presence of N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride and 1-hydroxybenzotriazole. The compounds were characterized by a range of NMR spectroscopic techniques, mass spectrometry and cyclic voltammetry. The anti-proliferative effects of the ortho derivatives 2 and 5 were measured in vitro against H1299 lung cancer cells and both gave IC50 values greater than 50 mu M. Therefore, extending the length of the peptide chain had a negative effect on activity, relative to N-(ferrocenyl)benzoyl amino acid and dipeptide derivatives. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2009.01.021