Organometallic Schiff bases derived from 5-nitrothiophene and 5-nitrofurane: Synthesis, crystallographic, electrochemical, ESR and antiTrypanosoma cruzi studies
摘要:
In the search for new therapeutic tools for the treatment of American trypanosomiasis, a series of novel ferrocene and cyrhetrene imine compounds, derived from 5-nitro-heterocycles, were designed, synthesized and characterized. The H-1 and C-13 NMR spectra indicated that these compounds adopted an anti-(E) conformation in solution, and this was confirmed by X-ray crystallography for one of the complexes (NT2). To study the relationship between the physical-chemical properties of N-iminyl substituents of nitrofurfuryl and nitrothienyl groups and their antitrypanosomal activity, we have carried out cyclic voltammetry and electron spin resonance studies of a series of organometallic imine compounds. The results demonstrated that the electronic properties of the side chain of the 5-nitroheterocyclic compound could be correlated to its trypanocidal effect. (C) 2013 Elsevier B.V. All rights reserved.
设计,合成和表征了一系列新的5-硝基呋喃衍生的环苯乙烯基和二茂铁基亚胺配合物。的1 H和13 C NMR谱表明,这些化合物采用抗(ê)构象在溶液中,并确认为1b中通过X射线晶体晶体学。环己烯基(1b)和二茂铁基(1a)直接与氮结合的电子效应已经与亚胺基碳的化学位移相关。锥虫活性(Trypanosoma cruzi的Tulahuen株关于5-硝基糠基亚烷基氨基药效基团的氮原子上的取代物,已经研究了这些化合物)。尽管所有生成的衍生物的活性都低于尼古丁酮,但与二茂铁基(1a)或纯有机物(4a和4b)类似物相比,环戊二烯基络合物(1b)的活性更高,可作为抗chachagasic剂。该结果可能归因于分子的亲脂性增强或环苯乙烯基和5-硝基呋喃基团之间可能的协同作用。