Synthesis and biological evaluation of 2-(2-hydrazinyl) thiazole derivatives with potential antibacterial and antioxidant activity

IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY
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引用次数: 0

Abstract

Heterocyclic systems containing 2-(2-hydrazinyl) thiazole moieties were synthesized by heterocyclization of thiosemicarbazones with arylglyoxals and Meldrum's acid in ethanol and water 1:1 (v/v) under reflux conditions. The paper reports an efficient, facile, and environmentally friendly protocol via a novel one-pot three-component reaction to access a broad range of 2-(2-Hydrazinyl) thiazole derivatives. Products were isolated by plate chromatography and their structures were established from their spectroscopic data, then the antibacterial and antioxidant activity of synthesized 2-(2-hydrazinyl) thiazole derivatives were evaluated, and demonstrated encouraging antibacterial activity against Staphylococcus aureus as a gram positive bacteria and Escherichia coli as a gram negative bacteria. Furthermore, when representative products were assessed for radical scavenging activity against 2,2-diphenyl-1-picrylhydrazyl (DPPH0), high antioxidant effects were observed, indicating their potential safety for use in pharmacological studies.

具有潜在抗菌和抗氧化活性的 2-(2-肼基)噻唑衍生物的合成与生物学评价
在乙醇和水 1:1 (v/v) 的回流条件下,通过硫代氨基甲酸酯与芳基乙二醛和梅氏酸的杂环化反应,合成了含有 2-(2-肼基)噻唑分子的杂环系统。本文报告了一种高效、简便、环保的方案,通过新型的一锅三组份反应,获得了多种 2-(2-肼基)噻唑衍生物。通过平板色谱法分离出产品,并根据光谱数据确定了它们的结构,然后评估了合成的 2-(2-肼基)噻唑衍生物的抗菌和抗氧化活性,结果表明它们对革兰氏阳性菌金黄色葡萄球菌和革兰氏阴性菌大肠杆菌具有令人鼓舞的抗菌活性。此外,在评估代表性产品对 2,2-二苯基-1-苦基肼(DPPH0)的自由基清除活性时,观察到了很高的抗氧化效果,这表明它们在药理学研究中的使用具有潜在的安全性。
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来源期刊
Journal of Sulfur Chemistry
Journal of Sulfur Chemistry CHEMISTRY, MULTIDISCIPLINARY-
CiteScore
4.10
自引率
9.10%
发文量
38
审稿时长
6-12 weeks
期刊介绍: The Journal of Sulfur Chemistry is an international journal for the dissemination of scientific results in the rapidly expanding realm of sulfur chemistry. The journal publishes high quality reviews, full papers and communications in the following areas: organic and inorganic chemistry, industrial chemistry, materials and polymer chemistry, biological chemistry and interdisciplinary studies directly related to sulfur science. Papers outlining theoretical, physical, mechanistic or synthetic studies pertaining to sulfur chemistry are welcome. Hence the target audience is made up of academic and industrial chemists with peripheral or focused interests in sulfur chemistry. Manuscripts that truly define the aims of the journal include, but are not limited to, those that offer: a) innovative use of sulfur reagents; b) new synthetic approaches to sulfur-containing biomolecules, materials or organic and organometallic compounds; c) theoretical and physical studies that facilitate the understanding of sulfur structure, bonding or reactivity; d) catalytic, selective, synthetically useful or noteworthy transformations of sulfur containing molecules; e) industrial applications of sulfur chemistry; f) unique sulfur atom or molecule involvement in interfacial phenomena; g) descriptions of solid phase or combinatorial methods involving sulfur containing substrates. Submissions pertaining to related atoms such as selenium and tellurium are also welcome. Articles offering routine heterocycle formation through established reactions of sulfur containing substrates are outside the scope of the journal.
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