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新型 Schiff 碱类化合物来源于 N-芳基马来酰亚胺衍生物作为一种有效的抗菌剂:理论和实验研究。

Novel Schiff bases derived from N-aryl maleimide derivatives as an effective antimicrobial agent: Theoretical and experimental approach.

机构信息

Department of Chemistry, M. V. P Samaj's K. K. Wagh Arts, Science, and Commerce College, Pimpalgaon (B.), Nashik 422 209, Maharashtra, India.

Post Graduate Department of Chemistry, K.R.T. Arts, B.H. Commerce, and A.M. Science College, Nashik 422002, Maharashtra, India.

出版信息

Bioorg Chem. 2020 Oct;103:104129. doi: 10.1016/j.bioorg.2020.104129. Epub 2020 Jul 23.

DOI:10.1016/j.bioorg.2020.104129
PMID:32745757
Abstract

A set of new Schiff bases of N-aryl 3- and 4-substituted maleimides has been prepared via condensation of N-aryl 3- and 4- substituted maleimides with p-toluene sulfonyl hydrazide in acidic medium at room temperature. The structures of synthesized compounds were characterized by IR, H NMR, C NMR, MS spectral data, and further confirmed by single-crystal x-ray crystallography for 5c. The computational study was carried out using Gaussian 09 software by using the B3LYP/6-311+G(d,p) basis set. Single-crystal study results showed much closeness with computational study results. These novel compounds were screened for their antimicrobial activity against two pathogenic bacteria such as Escherichia coli (ATCC 8739) and Staphylococcus aureus (ATCC25923) and two pathogenic fungi such as Aspergillus niger (MCIM10231) and Candida albicans (MTCC6275). The investigation of antimicrobial screening data showed that the most of tested compounds are moderate to good microbial inhibitors.

摘要

通过 N-芳基 3-和 4-取代马来酰亚胺与对甲苯磺酰肼在酸性介质中于室温下缩合,制备了一组新的 N-芳基 3-和 4-取代马来酰亚胺的席夫碱。合成化合物的结构通过 IR、H NMR、C NMR、MS 光谱数据进行了表征,并通过单晶 X 射线晶体学对 5c 进行了进一步确认。使用 Gaussian 09 软件,通过 B3LYP/6-311+G(d,p)基组进行了计算研究。单晶研究结果与计算研究结果非常吻合。这些新型化合物对两种致病菌(如大肠杆菌(ATCC 8739)和金黄色葡萄球菌(ATCC25923))和两种致病菌(如黑曲霉(MCIM10231)和白色念珠菌(MTCC6275))进行了抗菌活性筛选。抗菌筛选数据的研究表明,大多数测试化合物对微生物具有中等至良好的抑制作用。

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