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丁香属植物化学成分及其衍生物对可可病原菌真菌的抗真菌活性。

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

机构信息

Department of Chemistry, Faculty of Sciences, Universidad Nacional de Colombia, Sede Bogotá, Bogotá 111321, Colombia.

Department of Chemistry, Faculty of Sciences, Pontificia Universidad Javeriana, Sede Bogotá, Bogotá 110231, Colombia.

出版信息

Molecules. 2021 May 28;26(11):3256. doi: 10.3390/molecules26113256.

Abstract

In this study, the antifungal potential of chemical constituents from 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 , the synthesis of some derivatives and the evaluation of the antifungal activity against the fungi , and sp. The chemical study allowed the isolation of three benzoic acid derivatives (-), one dihydrochalcone () and a mixture of sterols (-). Seven derivatives (-) were synthesized from the main constituents, of which compounds , , and are reported for the first time. Benzoic acid derivatives showed strong antifungal activity against , of which (3.0 ± 0.8 µM) was the most active compound with an IC lower compared with positive control Mancozeb (4.9 ± 0.4 µM). Dihydrochalcones and acid derivatives were active against and sp., of which (32.5 ± 3.3 µM) and (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.

摘要

在这项研究中,测定了 和一些合成衍生物的化学成分对与可可作物相关的三种植物病原菌的抗真菌潜力。该方法包括对 的地上部分进行植物化学研究、合成一些衍生物以及评估它们对真菌 、 和 。sp. 的抗真菌活性。化学研究允许分离出三种苯甲酸衍生物(-)、一种二氢查尔酮()和一种混合甾醇(-)。从主要成分中合成了七种衍生物(-),其中化合物 、 、 和 是首次报道的。苯甲酸衍生物对 表现出很强的抗真菌活性,其中 (3.0 ± 0.8 µM)是最活跃的化合物,其 IC 低于阳性对照代森锰锌(4.9 ± 0.4 µM)。二氢查尔酮和酸衍生物对 和 。sp. 具有活性,其中 (32.5 ± 3.3 µM)和 (26.7 ± 5.3 µM)分别是最活跃的化合物。初步的构效关系使我们能够确定,肉桂酸衍生物中的prenylated 链和羧基是其抗真菌活性的重要因素。同样,推断出羰基对二氢查尔酮的抗真菌活性有积极影响。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b43d/8198927/f915fdeaa4f3/molecules-26-03256-g001.jpg

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