Molecules, Vol. 29, Pages 864: Design, Synthesis, Antifungal Evaluation, Structure & ndash;Activity Relationship (SAR) Study, and Molecular Docking of Novel Spirotryprostatin A Derivatives

Molecules, Vol. 29, Pages 864: Design, Synthesis, Antifungal Evaluation, Structure–Activity Relationship (SAR) Study, and Molecular Docking of Novel Spirotryprostatin A Derivatives
Molecules doi: 10.3390/molecules29040864
Authors:
Yang-Min Ma
Xia Miao
Bin Jia
Zhao-Yang Sun
Si-Yue Ma
Cong Yan

Phytopathogenic fungi cause plant diseases and economic losses in agriculture. To efficiently control plant pathogen infections, a total of 19 spirotryprostatin A derivatives and 26 spirooxindole derivatives were designed, synthesized, and tested for their antifungal activity against ten plant pathogens. Additionally, the intermediates of spirooxindole derivatives were investigated, including proposing a mechanism for diastereoselectivity and performing amplification experiments. The bioassay results demonstrated that spirotryprostatin A derivatives possess good and broad-spectrum antifungal activities. Compound 4d exhibited excellent antifungal activity in vitro, equal to or higher than the positive control ketoconazole, against Helminthosporium maydis, Trichothecium roseum, Botrytis cinerea, Colletotrichum gloeosporioides, Fusarium graminearum, Alternaria brassicae, Alternaria alternate, and Fusarium solan (MICs: 8–32 µg/mL). Compound 4k also displayed remarkable antifungal activity against eight other phytopathogenic fungi, including Fusarium oxysporium f. sp. niveum and Mycosphaerella melonis (MICs: 8–32 &mi...

Source: Molecules - February 15, 2024 Category: Chemistry Authors: Yang-Min Ma Xia Miao Bin Jia Zhao-Yang Sun Si-Yue Ma Cong Yan Tags: Article Source Type: research