Synthesis and Fungicidal Activity of Lansiumamide A and B and Their Derivatives

Molecules

Liyan Song¹  Yan Shi¹  Ming-An Ouyang¹  Qiuju Shen¹  Zengwei Lian¹  Huiyou Xu¹  Ting Chen¹  Luanbin Huang¹ 

[1] Key Laboratory of Biopesticide and Chemical Biology, Ministry of Education, Fujian Agriculture and Forestry University, Fuzhou 350002, China;

关键词: antifungal activity;    Lansiumamide B;    derivatives;    SAR;    chemical synthesis;   

DOI  :  10.3390/molecules23071499

来源: DOAJ

【 摘 要 】

A efficient 2-step protocol has been applied for the synthesis of Lansiumamide B (N-methyl-N-cis-styryl-cinnamamide, 2) derivatives by various substitution on the amide nitrogen with alkyl, allyl, propargyl, benzyl or ester groups. The structures of nine new compounds were characterized by HRMS, 1H NMR, and 13C NMR spectra. These compounds were tested in vitro against 10 strains of phytopathogenic fungi and showed a wide antifungal spectrum. The relationship between different substituents on the amide nitrogen and antifungal activity of Lansiumamide B derivatives were compared and analyzed. The result indicates that the length and steric hindrance of N-substitution have a significant impact on biological activities. It is noteworthy that the methyl or ethyl substituent on the amide nitrogen is critical for the antifungal activities.

【 授权许可】

Unknown