Synthesis and Biological Activity of Perimidine Derivatives

doi:10.11944/j.issn.1000-0518.2017.06.160393

Chinese Journal of Applied Chemistry ›› 2017, Vol. 34 ›› Issue (6): 685-692.DOI: 10.11944/j.issn.1000-0518.2017.06.160393

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Synthesis and Biological Activity of Perimidine Derivatives

YUAN Lin,LI Zhongyan(),JIA Guokai,ZHANG Min,YUAN Xianyou

Department of Biology and Chemistry,Hu'nan University of Science and Engineering,Yongzhou,Hu'nan 425199,China

Accepted:2017-02-14 Published:2017-05-31 Online:2017-05-31
Contact: LI Zhongyan
Supported by:
Supported by the Natural Science Foundation of Hu'nan Province of China(No.2017JJ3093), the Scientific Research Fund of Hu'nan Provincial Education Department(No.16B104), the Opening Project of Key Laboratory of Comprehensive Utilization of Advantage Plants Resources in Hu'nan South(No.XNZW16C01), the Scientific Research Fund of Hu'nan University of Science and Engineering(No.16XKY063)

Abstract

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

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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