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首页> 美国卫生研究院文献>Molecules >Potential Amoebicidal Activity of Hydrazone Derivatives: Synthesis Characterization Electrochemical Behavior Theoretical Study and Evaluation of the Biological Activity
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Potential Amoebicidal Activity of Hydrazone Derivatives: Synthesis Characterization Electrochemical Behavior Theoretical Study and Evaluation of the Biological Activity

机译：dra衍生物的潜在杀菌活性：合成表征电化学行为理论研究和生物活性的评估。

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摘要

Four new hydrazones were synthesized by the condensation of the selected hydrazine and the appropriate nitrobenzaldehyde. A complete characterization was done employing 1H- and 13C-NMR, electrochemical techniques and theoretical studies. After the characterization and electrochemical analysis of each compound, amoebicidal activity was tested in vitro against the HM1:IMSS strain of Entamoeba histolytica. The results showed the influence of the nitrobenzene group and the hydrazone linkage on the amoebicidal activity. meta-Nitro substituted compound >2 presents a promising amoebicidal activity with an IC50 = 0.84 μM, which represents a 7-fold increase in cell growth inhibition potency with respect to metronidazole (IC50 = 6.3 μM). Compounds >1, >3, and >4 show decreased amoebicidal activity, with IC50 values of 7, 75 and 23 µM, respectively, as a function of the nitro group position on the aromatic ring. The observed differences in the biological activity could be explained not only by the redox potential of the molecules, but also by their capacity to participate in the formation of intra- and intermolecular hydrogen bonds. Redox potentials as well as the amoebicidal activity can be described with parameters obtained from the DFT analysis.
机译：通过所选肼与适当的硝基苯甲醛的缩合反应合成了四个新的azo。利用 1 H-和 13 C-NMR，电化学技术和理论研究完成了表征。在对每种化合物进行表征和电化学分析后，体外测试了对溶组织变形杆菌的HM1：IMSS菌株的杀螨活性。结果表明硝基苯基和and键对杀菌活性的影响。间硝基取代的化合物> 2 具有令人信服的杀菌活性，IC50 = 0.84μM，相对于甲硝唑（IC50 = 6.3μM），其细胞生长抑制能力提高了7倍。化合物> 1 ，> 3 和> 4 表现出降低的杀螨活性，其IC50值分别为7、75和23 µM。芳香环上的硝基位置。观察到的生物学活性差异不仅可以通过分子的氧化还原电位来解释，还可以通过它们参与形成分子内和分子间氢键的能力来解释。氧化还原电势和杀螨活性可以用从DFT分析获得的参数来描述。

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