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新型生物活性吡唑啉酮苯腙的金属配合物;4-乙酰基-3-甲基-1-苯基-2-吡唑啉-5-酮苯腙Ampp-Ph的晶体结构

Metal Complexes of New Bioactive Pyrazolone Phenylhydrazones; Crystal Structure of 4-Acetyl-3-methyl-1-phenyl-2-pyrazoline-5-one phenylhydrazone Ampp-Ph.

作者信息

Idemudia Omoruyi G, Sadimenko Alexander P, Hosten Eric C

机构信息

Chemistry Department, University of Fort Hare, Private Bag X1314, Alice 5700, South Africa.

Chemistry Department, Nelson Mandela Metropolitan University, Summerstrand Campus, P.O Box 77000, Port Elizabeth 6031, South Africa.

出版信息

Int J Mol Sci. 2016 May 18;17(5):687. doi: 10.3390/ijms17050687.

DOI:10.3390/ijms17050687
PMID:27213342
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4881513/
Abstract

The condensation reaction of phenylhydrazine and dinitrophenylhydrazine with 4-acetyl and 4-benzoyl pyrazolone precipitated air-stable acetyldinitrophenylhydrazone Ampp-Dh, benzoylphenylhydrazone Bmpp-Ph and benzoyldinitrophenylhydrazone Bmpp-Dh in their keto imine form; a study inspired by the burning interest for the development of new bioactive materials with novel properties that may become alternative therapeutic agents. Elemental analysis, FTIR, ¹H, and (13)C NMR, and mass spectroscopy have been used to justify their proposed chemical structures, which were in agreement with the single crystal structure of Bmpp-Dh earlier reported according to X-ray crystallography. The single crystal structure of 4-acetyl-3-methyl-1-phenyl--pyrazoline-5-one phenylhydrazone Ampp-Ph, which crystallizes in a triclinic crystal system with a P-1 (No. 2) space group is presented. Octahedral Mn(II), Ni(II), Co(II), and Cu(II) complexes of these respective ligands with two molecules each of the bidentate Schiff base, coordinating to the metal ion through the azomethine nitrogen C=N and the keto oxygen C=O, which were afforded by the reaction of aqueous solutions of the corresponding metal salts with the ligands are also reported. Their identity and proposed structures were according to elemental analysis, FTIR spectroscopy, UV-VIS spectrophotometry (electronic spectra) and Bohr magnetic moments, as well as thermogravimetric analysis (TGA) results. A look at the antibacterial and antioxidant activities of synthesized compounds using the methods of the disc diffusion against some selected bacterial isolates and 1,1-diphenyl-2-picryl-hydrazil (DPPH) respectively, showed biological activities in relation to employed standard medicinal drugs.

摘要

苯肼和二硝基苯肼与4-乙酰基和4-苯甲酰基吡唑啉酮的缩合反应,以酮亚胺形式沉淀出空气稳定的乙酰基二硝基苯腙Ampp-Dh、苯甲酰基苯腙Bmpp-Ph和苯甲酰基二硝基苯腙Bmpp-Dh;这项研究受到开发具有新特性的新型生物活性材料的强烈兴趣的启发,这些材料可能成为替代治疗剂。元素分析、傅里叶变换红外光谱(FTIR)、¹H和¹³C核磁共振(NMR)以及质谱已被用于证实它们所提出的化学结构,这些结构与先前根据X射线晶体学报道的Bmpp-Dh的单晶结构一致。给出了4-乙酰基-3-甲基-1-苯基-吡唑啉-5-酮苯腙Ampp-Ph的单晶结构,它在三斜晶系中结晶,空间群为P-1(编号2)。还报道了这些各自配体与八面体锰(II)、镍(II)、钴(II)和铜(II)形成的配合物,每个配合物中有两个双齿席夫碱分子,通过偶氮甲碱氮C=N和酮氧C=O与金属离子配位,这是由相应金属盐的水溶液与配体反应得到的。它们的身份和所提出的结构是根据元素分析、傅里叶变换红外光谱、紫外可见分光光度法(电子光谱)和玻尔磁矩以及热重分析(TGA)结果确定的。分别使用纸片扩散法对一些选定的细菌分离株进行测试以及用1,1-二苯基-2-苦基肼(DPPH)法对合成化合物的抗菌和抗氧化活性进行研究,结果表明这些化合物相对于所用的标准药物具有生物活性。

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