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新型有机钴配合物的合成与表征及其作为儿茶酚酶和抗菌活性物质的潜力。

Synthesis and characterization of novel organocobaloximes as potential catecholase and antimicrobial activity agents.

机构信息

Department of Chemistry, Sciences and Arts Faculty, Süleyman Demirel University, Isparta, Turkey.

出版信息

Arch Pharm (Weinheim). 2013 Oct;346(10):718-26. doi: 10.1002/ardp.201300168. Epub 2013 Sep 3.

DOI:10.1002/ardp.201300168
PMID:24003018
Abstract

An asymmetric, potentially bidentate dioxime ligand (H₂L) was formed by condensation of 4-biphenylchloroglyoxime and napthyl-1-amine. Two equivalents of H₂L were reacted with CoCl₂  · 6H₂O under appropriate conditions with deprotonation of the dioxime ligand. A series of new organocobaloxime derivatives of the type [CoR(HL)₂Py], [CoRL₂PyB₂F₄], and [CoRL₂Py(Cu(phen))₂] (H₂L = 4-(napthyl-1-amino)biphenylglyoxime; phen = 1,10-phenathroline; R = izopropyl and benzyl; Py = pyridine) were synthesized. The products were characterized by elemental analysis, molar conductance, FT-IR, ¹H NMR, and magnetic susceptibility measurements. Catecholase-like activity properties of all complexes were also studied. All complexes are catalysts for the oxidation of 3,5-di-tert-butylcatechol to 3,5-di-tert-butyl-1,2-benzoquinone in methanol. Antimicrobial activity studies of H₂L and the six complexes were carried out on standard strains (human pathogenic) of bacteria (Staphylococcus aureus, methicillin-resistant S. aureus (MRSA), Bacillus cereus, Enterococcus faecalis, Streptococcus pneumoniae, Listeria monocytogenes, Bacillus subtilis, Escherichia coli, Pseudominas aeruginosa, Salmonella typhi) and the yeast Candida albicans. The compounds showed a significant inhibition of the growth of the Gram-positive bacteria tested. Among the tested microorganisms, S. aureus was the most sensitive strain, especially to H₂L and its complexes.

摘要

一种不对称的、潜在的双齿二肟配体(H₂L)是由 4-联苯氯代乙二肟和萘基-1-胺缩合而成的。在适当的条件下,CoCl₂·6H₂O 与 H₂L 的两当量反应,二肟配体发生去质子化。一系列新的有机钴肟衍生物,如[CoR(HL)₂Py]、[CoRL₂PyB₂F₄]和[CoRL₂Py(Cu(phen))₂](H₂L = 4-(萘基-1-氨基)联苯乙二肟;phen = 1,10-菲咯啉;R = 异丙基和苄基;Py = 吡啶)被合成出来。这些产物通过元素分析、摩尔电导率、FT-IR、¹H NMR 和磁化率测量来进行表征。所有配合物的儿茶酚酶样活性特性也进行了研究。所有配合物都是甲醇中 3,5-二叔丁基儿茶酚氧化为 3,5-二叔丁基-1,2-苯醌的催化剂。对 H₂L 和六个配合物进行了标准菌株(人类病原体)的细菌(金黄色葡萄球菌、耐甲氧西林金黄色葡萄球菌(MRSA)、蜡状芽孢杆菌、粪肠球菌、肺炎链球菌、李斯特菌单核细胞增生症、枯草芽孢杆菌、大肠杆菌、铜绿假单胞菌、伤寒沙门氏菌)和酵母白色念珠菌的抗菌活性研究。这些化合物对所测试的革兰氏阳性菌的生长表现出显著的抑制作用。在所测试的微生物中,金黄色葡萄球菌是最敏感的菌株,尤其是对 H₂L 和它的配合物。

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