Instituto de Ciencias Químicas Aplicadas, Facultad de Ingeniería, Universidad Autónoma de Chile, San Miguel, Santiago 8900000, Chile.
Departamento de Ciencias Químicas, Universidad Andrés Bello, Viña del Mar 2520000, Chile.
Molecules. 2019 Mar 29;24(7):1239. doi: 10.3390/molecules24071239.
is a worldwide spread fungus that causes the grey mold disease, which is considered the most important factor in postharvest losses in fresh fruit crops. Consequently, the control of gray mold is a matter of current and relevant interest for agricultural industries. In this work, a series of phenylpropanoids derived from eugenol were synthesized and characterized. Their effects on the mycelial growth of a virulent and multi-resistant isolate of (PN2) have been evaluated and IC values for the most active compounds range between 31⁻95 ppm. The antifungal activity exhibited by these compounds is strongly related to their chemical structure, i.e., increasing activity has been obtained by isomerization of the double bond or introduction of a nitro group on the aromatic ring. Based on the relationship between the fungicide activities and chemical structure, a mechanism of action is proposed. Finally, the activity of these compounds is higher than that reported for the commercial fungicide BC-1000 that is currently employed to combat this disease. Thus, our results suggest that these compounds are potential candidates to be used in the design of new and effective control with inspired natural compounds of this pathogen.
是一种在世界范围内广泛传播的真菌，可引起灰霉病，这被认为是新鲜水果作物采后损失的最重要因素。因此，控制灰霉病是当前农业产业关注的焦点。在这项工作中，合成并表征了一系列来源于丁香酚的苯丙烷类化合物。评估了它们对（PN2）强毒多抗性分离物菌丝生长的影响，最活跃化合物的 IC 值范围在 31⁻95 ppm 之间。这些化合物的抗真菌活性与其化学结构密切相关，即通过双键异构化或在芳环上引入硝基基团可以提高活性。基于杀菌剂活性与化学结构之间的关系，提出了一种作用机制。最后，这些化合物的活性高于目前用于防治该疾病的商业杀菌剂 BC-1000 的报道活性。因此，我们的研究结果表明，这些化合物可能是设计新型和有效的基于该病原体天然化合物控制方法的潜在候选物。
