Antifungal Activity of Chemical Constituents from Piper pesaresanum C. DC. and Derivatives against Phytopathogen Fungi of Cocoa

Molecules

JulietA. Prieto-Rodríguez¹  Cristóbal Ladino-Vargas¹  LuisC. Chitiva-Chitiva²  LuisE. Cuca-Suárez²  OscarJ. Patiño-Ladino² 

[1] Department of Chemistry, Faculty of Sciences, Pontificia Universidad Javeriana, Sede Bogotá, Bogotá 110231, Colombia;Department of Chemistry, Faculty of Sciences, Universidad Nacional de Colombia, Sede Bogotá, Bogotá 111321, Colombia;

关键词: Piper pesaresanum;    Theobroma cacao;    Moniliophthora roreri;    Fusarium solani;    Phytophthora sp.;    benzoic acid derivatives;   

DOI  :  10.3390/molecules26113256

来源: DOAJ

【 摘 要 】

In this study, the antifungal potential of chemical constituents from Piper pesaresanum and some synthesized derivatives was determined against three phytopathogenic fungi associated with the cocoa crop. The methodology included the phytochemical study on the aerial part of P. pesaresanum, the synthesis of some derivatives and the evaluation of the antifungal activity against the fungi Moniliophthora roreri, Fusarium solani and Phytophthora sp. The chemical study allowed the isolation of three benzoic acid derivatives (1–3), one dihydrochalcone (4) and a mixture of sterols (5–7). Seven derivatives (8–14) were synthesized from the main constituents, of which compounds 9, 10, 12 and 14 are reported for the first time. Benzoic acid derivatives showed strong antifungal activity against M. roreri, of which 11 (3.0 ± 0.8 µM) was the most active compound with an IC₅₀ lower compared with positive control Mancozeb^® (4.9 ± 0.4 µM). Dihydrochalcones and acid derivatives were active against F. solani and Phytophthora sp., of which 3 (32.5 ± 3.3 µM) and 4 (26.7 ± 5.3 µM) were the most active compounds, respectively. The preliminary structure–activity relationship allowed us to establish that prenylated chains and the carboxyl group are important in the antifungal activity of benzoic acid derivatives. Likewise, a positive influence of the carbonyl group on the antifungal activity for dihydrochalcones was deduced.

【 授权许可】

Unknown