Preparation of New Spiropyrazole, Pyrazole and Hydantoin Derivatives and Investigation of Their Antioxidant and Antibacterial Activities.,Chemistry & Biodiversity

当前位置： X-MOL 学术 › Chem. Biodivers. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Preparation of New Spiropyrazole, Pyrazole and Hydantoin Derivatives and Investigation of Their Antioxidant and Antibacterial Activities.
Chemistry & Biodiversity ( IF 2.3 ) Pub Date : 2021-07-17 , DOI: 10.1002/cbdv.202100197
Leila Ghasempour ₁ , Sakineh Asghari _{1,

2} , Mahmood Tajbakhsh ₁ , Mojtaba Mohseni _{2,

3}

Affiliation

In this study, the synthesis of new spiropyrazoles, pyrazole and hydantoin heterocycles is reported by three component reactions of parabanic acids, hydrazine derivatives, and phenacyl bromides in the presence of triphenylphosphine as a nucleophile and triethylamine as a base in good to high yields (69–91 %). Evaluation of the synthesized compounds revealed a good to excellent antioxidant activities (37.6–96.2 %) using DPPH inhibitory potency. Among these compounds, hydantoin derivatives displayed higher antioxidant activities (93.7–96.2 %) comparing with spiropyrazoles and pyrazoles. The obtained results showed that Cl and Br substituents on the phenyl ring increased antioxidant activities of the related heterocycles. The antibacterial activities of the synthesized compounds were examined against two Gram-negative (Escherichia coli and Pseudomonas aeruginosa) and two Gram-positive (Staphylococcus aureus and Bacillus subtilis) bacteria. Among the synthesized heterocycles, 2-[1,3-dimethyl-2,5-dioxo-4-(2-oxo-2-phenylethyl)imidazolidin-4-yl]hydrazine-1-carbothioamide exhibited the excellent antibacterial activity against both Gram-positive and Gram-negative bacteria.

中文翻译：

新型螺吡唑、吡唑和乙内酰脲衍生物的制备及其抗氧化和抗菌活性研究。

在这项研究中，在三苯基膦作为亲核试剂和三乙胺作为碱存在的情况下，通过对羟基苯甲酸、肼衍生物和苯甲酰溴的三组分反应合成了新的螺吡唑、吡唑和乙内酰脲杂环，收率良好至高（69 –91%）。对合成化合物的评估表明，使用 DPPH 抑制效力具有良好至极好的抗氧化活性（37.6-96.2%）。在这些化合物中，与螺吡唑和吡唑相比，乙内酰脲衍生物显示出更高的抗氧化活性（93.7-96.2%）。所得结果表明苯环上的Cl和Br取代基增加了相关杂环的抗氧化活性。检查合成化合物对两种革兰氏阴性菌的抗菌活性（大肠杆菌和绿脓杆菌）和两个革兰氏阳性（金黄色葡萄球菌和枯草芽孢杆菌）的细菌。在合成的杂环中，2-[1,3-二甲基-2,5-dioxo-4-(2-oxo-2-phenylethyl)imidazolidin-4-yl]hydrazine-1-carbothioamide对革兰氏-阳性和革兰氏阴性细菌。

更新日期：2021-09-13

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11