Unknown

Dataset Information

0

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


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.

SUBMITTER: Xu H 

PROVIDER: S-EPMC6099640 | biostudies-literature | 2018 Jun

REPOSITORIES: biostudies-literature

altmetric image

Publications

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

Xu Huiyou H   Chen Ting T   Huang Luanbin L   Shen Qiuju Q   Lian Zengwei Z   Shi Yan Y   Ouyang Ming-An MA   Song Liyan L  

Molecules (Basel, Switzerland) 20180621 7


A efficient 2-step protocol has been applied for the synthesis of Lansiumamide B (<i>N</i>-methyl-<i>N</i>-<i>cis</i>-styryl-cinnamamide, <b>2</b>) 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 <sup>13</sup>C NMR spectra. These compounds were tested in vitro against 10 strains of phytopathogenic fungi and showed a wide antifungal spectrum. The relationshi  ...[more]

Similar Datasets

| S-EPMC4932680 | biostudies-literature
| S-EPMC6149837 | biostudies-other
| S-EPMC9783666 | biostudies-literature
| S-EPMC4731749 | biostudies-literature
| S-EPMC6271163 | biostudies-literature
| S-EPMC7763646 | biostudies-literature
| S-EPMC5528880 | biostudies-literature
| S-EPMC3856078 | biostudies-literature
| S-EPMC9167667 | biostudies-literature
| S-EPMC6195099 | biostudies-literature