Design, synthesis, and mechanism study of novel natural-based isoquinolone derivatives as potential antifungal agents
A series of isoquinolone compounds <b>Ia-Iq</b> containing amide moiety were rationally designed and synthesized based-on isoquinolone alkaloids. Their structures were confirmed by <sup>1</sup>H NMR,<sup>13</sup>C NMR and HRMS. Most of the title compounds showed medium to excellent antifungal activity <i>in vitro</i> at 50 mg/L. Especially, the EC<sub>50</sub> of <b>Im</b> (13.155 mg/L) against <i>P. piricola</i> was slightly better than chlorothalonil (14.323 mg/L). The <i>in vivo</i> activity of <b>Im</b> against <i>P. piricola</i> on apples was comparable to chlorothalonil. Preliminary mechanistic exploration illustrated that <b>Im</b> strongly damage the mycelium morphology. Furthermore, molecular electrostatic potential and molecular docking analysis revealed that <b>Im</b> could interact with the residues of SDH via hydrogen bond.
Authors
- Simin Lei
- Wei Chen (ORCID: https://orcid.org/0000-0003-2106-4284)
- Luyao Wang (ORCID: https://orcid.org/0000-0001-6470-5059)
- Yang Chen (ORCID: https://orcid.org/0000-0003-3868-3145)
- Tao Huang (ORCID: https://orcid.org/0000-0002-5842-3386)
- Yanxi Jin
Institutions
- Southwest Jiaotong University (CN)
Publication Details
- Journal
- Journal of Asian Natural Products Research
- Published
- 2025-04-21
- DOI
- https://doi.org/10.1080/10286020.2025.2492353
- Primary Topic
- Cancer therapeutics and mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Natural Science Foundation of Sichuan Province
- Fundamental Research Funds for the Central Universities