呸啶衍生物的合成及抑菌性

doi:10.11944/j.issn.1000-0518.2017.06.160393

摘要/Abstract

摘要：

呸啶是一种多核含氮杂环化合物,在工业和生物活性研究领域研究中发挥着重要作用。长期以来,由于含氮杂环的存在,广大研究者们对呸啶化合物进行了大量的研究。本文以1,8-萘二胺和醛为原料,设计合成了一系列呸啶衍生物(4a~4g和6),并通过红外光谱、核磁共振氢谱、核磁共振碳谱和高分辨质谱对其结构进行了表征。其中化合物4a~4g和6的结构进行了单晶衍射测定。单晶衍射结果显示,化合物4b和6的晶体均属于属于单斜晶系,P2₁/n空间群。此外,还对目标化合物进行了抑菌试验,结果表明,化合物4b~4g和6对所测试的植物性病菌具有广谱的抑菌活性,说明呸啶衍生物在将来的抗菌生物领域具有很好应用前景。研究结果还表明,抑菌性并不具有明显的取代基效应。

关键词: 呸啶, 合成, 晶体结构, 抑菌活性

Abstract:

Perimidine is a multi-nuclear N-heterocyclic compound, which plays an important role in industrial and biological fields. Perimidines have been drawn extensive examinations from many researchers for a long time due to the nitrogen heterocyclic ring. Here, a series of perimidine derivatives(4a~4g and 6) was synthesized through 1,8-diaminonaphthalene and aldehydes. The products were characterized by infrared spectroscopy(IR), proton or carbon nuclear magnetic resonance(¹H NMR, ¹³C NMR), high resolution mass spectrometry(HRMS). Compounds 4a and 6 were investigated by single-crystal X-ray diffraction. X-ray analysis reveals that both of crystals of 4a and 6 are made up of monoclinic unit cells with space group P2₁/n. In addition, the biological activity assay was carried out. The results show that perimidine derivatives have a diverse range of biological activities against the fungi, which indicates that perimidine derivatives have great potential applications in antibacterial fields in the future. And test data indicate that there is no obvious regulation between fungicidal activity and the different substituents on the benzene ring.

Key words: perimidine, synthesis, crystal structure, biological activity

袁霖, 李中燕, 贾国凯, 张敏, 袁先友. 呸啶衍生物的合成及抑菌性[J]. 应用化学, 2017, 34(6): 685-692.

YUAN Lin, LI Zhongyan, JIA Guokai, ZHANG Min, YUAN Xianyou. Synthesis and Biological Activity of Perimidine Derivatives[J]. Chinese Journal of Applied Chemistry, 2017, 34(6): 685-692.

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