Design, synthesis, and evaluation of novel arecoline-linked amino acid derivatives for insecticidal and antifungal activities

A series of arecoline derivatives with amino acid moieties were designed and synthesised using an acylamide condensation strategy, taking arecoline as the foundational structure. The insecticidal efficacy of these compounds against Aphis craccivora and Tetranychus cinnabarinus was evaluated. Notably...

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Bibliographic Details
Published in:Scientific reports 2024-04, Vol.14 (1), p.9392-9392, Article 9392
Main Authors: Pang, Chaohai, Xu, Yuan, Ma, Xionghui, Li, Shuhuai, Zhou, Shengfu, Tian, Hai, Wang, Mingyue, Han, Bingjun
Format: Article
Language:English
Subjects:
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631/45/2783
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Acetylcholine receptors (nicotinic)
Agricultural production
Agriculture
Amino acids
Amino Acids - chemistry
Animals
Antifungal Agents - chemical synthesis
Antifungal Agents - chemistry
Antifungal Agents - pharmacology
Aphids - drug effects
Arecoline
Chromatography
Derivatives
Design
Drug Design
Fruits
Fungicidal activity
Fungicides
Humanities and Social Sciences
Innovations
Insecticidal activity
Insecticides
Insecticides - chemical synthesis
Insecticides - chemistry
Insecticides - pharmacology
Laboratories
Microbial Sensitivity Tests
Molecular docking
Molecular Docking Simulation
multidisciplinary
Pesticides
R&D
Receptors, Nicotinic - chemistry
Receptors, Nicotinic - metabolism
Research & development
Science
Science (multidisciplinary)
Solvent extraction processes
Structure-Activity Relationship
Tetranychidae - drug effects
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Summary:A series of arecoline derivatives with amino acid moieties were designed and synthesised using an acylamide condensation strategy, taking arecoline as the foundational structure. The insecticidal efficacy of these compounds against Aphis craccivora and Tetranychus cinnabarinus was evaluated. Notably, derivatives 3h and 3i demonstrated superior insecticidal activity compared with arecoline. Additionally, 3h and 3i showed good fungicidal effectiveness against two types of plant fungi. Moreover, molecular docking analyses suggested that 3h and 3i could affect the nervous systems of A. craccivora and T. cinnabarinus by binding to neuronal nicotinic acetylcholine receptors. These findings suggest that compounds 3h and 3i represent promising leads for further development in insecticide and fungicide research.
ISSN:2045-2322
2045-2322
DOI:10.1038/s41598-024-60053-2