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Molecules 2018, 23(7), 1499; https://doi.org/10.3390/molecules23071499

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

Key Laboratory of Biopesticide and Chemical Biology, Ministry of Education, Fujian Agriculture and Forestry University, Fuzhou 350002, China
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Received: 29 May 2018 / Revised: 12 June 2018 / Accepted: 21 June 2018 / Published: 21 June 2018
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Abstract

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. View Full-Text
Keywords: antifungal activity; Lansiumamide B; derivatives; SAR; chemical synthesis antifungal activity; Lansiumamide B; derivatives; SAR; chemical synthesis
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Xu, H.; Chen, T.; Huang, L.; Shen, Q.; Lian, Z.; Shi, Y.; Ouyang, M.-A.; Song, L. Synthesis and Fungicidal Activity of Lansiumamide A and B and Their Derivatives. Molecules 2018, 23, 1499.

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