2-[((2-(4-imidazoyl)ethyl)amino)carbonyl]-6-[((2-amino-2-carbamoylethyl)amino)methyl]pyridine | 143634-53-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-[((2-(4-imidazoyl)ethyl)amino)carbonyl]-6-[((2-amino-2-carbamoylethyl)amino)methyl]pyridine
• 英文别名: 2-{((2-(4-imidazolyl)ethyl)amino)carbonyl}-6-{((2-amino-2-carbamoylethyl)amino)methyl}pyridine
• CAS: 143634-53-1
• 化学式: C₁₅H₂₁N₇O₂
• 分子量: 331.377
• InChiKey: GGFABWTYNVDNSP-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  copper(ll) sulfate pentahydrate 、 2-[((2-(4-imidazoyl)ethyl)amino)carbonyl]-6-[((2-amino-2-carbamoylethyl)amino)methyl]pyridine 在 NaClO₄ 、 NaOH 作用下， 以 水 为溶剂， 以37%的产率得到
  参考文献：
  名称：

  Kimura, Eiichi; Kurosaki, Hiromasa; Kurogi, Yasuhisa, Inorganic Chemistry, 1992, vol. 31, # 21, p. 4314 - 4321

  摘要：

  DOI：

文献信息

• Synthesis, spectroscopic, redox properties, and DNA cleavage activity of low-spin iron(III) complexes of bleomycin analogues
  作者：Hiromasa Kurosaki、Yoshinobu Ishikawa、Kentarou Hayashi、Miwako Sumi、Yoshiko Tanaka、Masafumi Goto、Kazufumi Inada、Isao Taniguchi、Mitsuhiko Shionoya、Hiroaki Matsuo、Masanori Sugiyama、Eiichi Kimura

  DOI：10.1016/s0020-1693(99)00279-0

  日期：1999.11

  The reaction of the bleomycin (BLM) analogues, 2-[((2-(4-imidazoyl)ethyl)amino)carbonyl]-6-[((2-aminoethyl)amino)methyl]pyridine = L-1 or 2-[((2-(4-imidazoyl)ethyl)amino)carbonyl]-6-[((2-amino-2-carbamoylethyl)amino)methyl]pyridine = L-2 with an equimolar amount of FeCl3.6H(2)O in ethanol in the presence of N-methylimidazole afforded deep-red microcrystals, [Fe-III(H- 1L1)(H2O)]Cl-2 (1) or [Fe-III(H-1L2)(H2O)]Cl-2.0.5H(2)O (2), respectively. These Fe-III complexes have been characterized by electronic and EPR spectroscopies and cyclic voltammetry. The electronic spectra of 1 and 2 in methanol are similar to that of authentic Fe-III-pepleomycin, which is a member of the family of BLMs. The EPR spectra of 1 and 2 in frozen methanol at 77 K exhibited rhombic low-spin Fe-III signals (g(1) = 2.40, g(2) = 2.32, and g(3) = 1.86 for 1 and g(1) = 2.38, g(2) = 2.31, and g(3) = 1.86 for 2). The cyclic voltammograms of 1 and 2 in DMF at I = 0.1 M tetraethylammonium chloride, TEACl, displayed one-electron Fe-III/II redox process at E-1/2 = - 0.04 V and + 0.05 V versus Ag/AgCl for 1 and 2, respectively. Both Fe-III complexes, 1 and 2, cleaved pUC19 DNA at 0.1 mM in the presence of H2O2. Complex 1 was found to cleave 293 base-pair DNA with a little selectivity as compared with the Fe-III-BLM complex, indicating that the metal-chelating moiety may be necessary for the sequence selectivity of DNA strand scission by BLM. (C) 1999 Elsevier Science S.A. All rights reserved.