A series of new 1,4-naphtho- and benzoquinone derivatives possessing N-, S-, O-substituted groups which has not been reported yet has been synthesized from 2,3-dichloro-1,4-naphthoquinone 1 and 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione 15 involving a Michael addition. In the synthesized compounds, antimicrobial activity at low concentrations against Escherichia coli B-906, Staphylococcus aureus 209-P, and Mycobacterium luteum B-917 bacteria and Candida tenuis VKM Y-70 and Aspergillus niger F-1119 fungi in comparison with controls was identified. 2-Chloro-3-((2-(piperidin-1-yl)ethyl)amino)naphthalene-1,4-dione 3g and 2,5-dichloro-3-ethoxy-6-((2,4,6-trifluorophenyl)amino)cyclohexa-2,5-diene-1,4-dione 17 were the most potent, with a minimum inhibitory concentration value of 15.6 μg/mL against test-culture M. luteum and S. aureus, respectively. Furthermore, in this work, a catalase activity of benzo- and naphthoquinone derivatives was examined for the first time. The catalase activity of benzo- and naphthoquinone derivatives was determined, showing that compound 3g had significant inhibition activity for catalase enzyme.

中文翻译：

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含有 N-、S-、O-取代的 1,4-萘并苯醌衍生物的合成、抗菌特性和过氧化氢酶活性的抑制

由2,3-二氯-1,4-萘醌1和2,3合成了一系列尚未报道的具有N-、S-、O-取代基团的新型1,4-萘醌和苯醌衍生物,5,6-四氯环己-2,5-二烯-1,4-二酮 15 涉及迈克尔加成。在合成的化合物中，与对照相比，在低浓度下对大肠杆菌 B-906、金黄色葡萄球菌 209-P、黄分枝杆菌 B-917 细菌和细念珠菌 VKM Y-70 和黑曲霉 F-1119 真菌具有抗菌活性. 2-Chloro-3-((2-(piperid-1-yl)ethyl)amino)naphthalene-1,4-dione 3g 和 2,5-dichloro-3-ethoxy-6-((2,4,6-三氟苯基）氨基）环己-2,5-二烯-1,4-二酮 17 是最有效的，对测试培养的黄体支原体和金黄色葡萄球菌的最小抑制浓度值为 15.6 μg/mL。此外，在这项工作中，首次检测了苯并萘醌衍生物的过氧化氢酶活性。测定苯并萘醌衍生物的过氧化氢酶活性，表明化合物3g对过氧化氢酶具有显着的抑制活性。