An Efficient Microwave Synthesis of 3-Acyl-5-bromoindole Derivatives for Controlling Monilinia fructicola and Botrytis cinerea

Silva, Valentina; Munoz, Evelyn; Diaz, Katy; Molina, Paula; Besoain, Ximena; Montenegro, Ivan; Rigano, Daniela; Caro, Nelson; Madrid, Alejandro

Keywords: filamentous fungi, molecular docking, microwave-assisted synthesis, Indole derivatives

Abstract

Molecules containing indole cores are of interest due to their multiple biological applications and seem to be an alternative to face contemporary challenges in agriculture, especially the control of phytopathogens that affect fruit quality. In this research, starting from 5-bromoindole (A), eleven 3-acyl-5-bromoindole derivatives with linear (B–G) and aromatic (H–L) substitutions were obtained through microwave-assisted synthesis. The antifungal capacity of indole, 5-bromoindole (A) and their derivatives (B–L) were determined by in vitro assays on Monilinia fructicola and Botrytis cinerea, and a molecular docking was performed on mitochondrial complex II, succinate dehydrogenase (SDH). The results indicate that compounds A, B, G, and L were able to inhibit the growth of M. fructicola, while only A and J showed activity against B. cinerea. The acylation of A improved their ability to inhibit the germination of conidia on both pathogens. Compounds A, B and G are the most promising candidates for future research due to their inhibition on M. fructicola and/or B. cinerea and demonstrate favorable binding energies with SDH.

Más información

Título de la Revista: INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
Volumen: 26
Editorial: MDPI Open Access Publishing
Fecha de publicación: 2025
Página de inicio: 9148
Página final: 9148
Idioma: Ingles
URL: https://doi.org/10.3390/ijms26189148