Synthesis and antifungal activity of novel chiral indole analogues

Starting from L-tryptophan, 19 new N-substituted chiral indole analogs were synthesized. The prepared compounds were evaluated for biological activity against Sclerotinia sclerotiorum, Alternaria solani, Verticillium dahliae, Colletotrichum orbiculare, Cytospora juglandis and Curvularia lunata. The...

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Bibliographic Details
Published in:Natural product research 2023-07, Vol.37 (14), p.2335-2341
Main Authors: Tan, Yi, Jiang, Qiaoju, Lin, Chuansong, Fang, Yue, Dai, Huihui, Tang, Bing, Wu, Wenbin, Zheng, Shaojun
Format: Article
Language:English
Subjects:
Antifungal activity
Bioassays
Biological activity
Chiral pesticide
Curvularia lunata
Fungicidal activity
Fungicides
indole analogs
plant pathogen fungi
Sclerotinia sclerotiorum
Synthesis
Tryptophan
Verticillium dahliae
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Summary:Starting from L-tryptophan, 19 new N-substituted chiral indole analogs were synthesized. The prepared compounds were evaluated for biological activity against Sclerotinia sclerotiorum, Alternaria solani, Verticillium dahliae, Colletotrichum orbiculare, Cytospora juglandis and Curvularia lunata. The preliminary bioassays showed that most of the synthesized compounds exhibited fungicidal activity. Compound b13 in particular exhibited significant antifungal activity against Verticillium dahliae and Sclerotinia sclerotiorum, with the MIC value of 1.95 µg mL −1 . Compound b13 also showed excellent activity against six plant pathogen fungi, and was identified as the most active on the biological assays, and will be studied further.
ISSN:1478-6419
1478-6427
DOI:10.1080/14786419.2022.2042533