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Antifungal Activity of Phloroglucinol Derivatives against Botrytis cinerea and Monilinia fructicola
Journal of Agricultural and Food Chemistry ( IF 5.7 ) Pub Date : 2024-09-11 , DOI: 10.1021/acs.jafc.4c05968 Chen-Xin Jing 1 , Yong-Mei Hu 1 , Ya-Rui Jin 1 , An-Ping Li 2 , Rui Wang 3 , Shao-Yong Zhang 4 , Zhengrong Wu 1 , Xiao-Yu Yan 4 , Zhi-Jun Zhang 1 , Hong-Jie Liang 1 , Jun-Xia An 1 , Ying-Qian Liu 1, 4
Journal of Agricultural and Food Chemistry ( IF 5.7 ) Pub Date : 2024-09-11 , DOI: 10.1021/acs.jafc.4c05968 Chen-Xin Jing 1 , Yong-Mei Hu 1 , Ya-Rui Jin 1 , An-Ping Li 2 , Rui Wang 3 , Shao-Yong Zhang 4 , Zhengrong Wu 1 , Xiao-Yu Yan 4 , Zhi-Jun Zhang 1 , Hong-Jie Liang 1 , Jun-Xia An 1 , Ying-Qian Liu 1, 4
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Naturally derived compounds show promise as treatments for microbial infections. Polyphenols, abundantly found in various plants, fruits, and vegetables, are noted for their physiological benefits including antimicrobial effects. This study introduced a new set of acylated phloroglucinol derivatives, synthesized and tested for their antifungal activity in vitro against seven different pathogenic fungi. The standout compound, 3-methyl-1-(2,4,6-trihydroxyphenyl) butan-1-one (2b), exhibited remarkable fungicidal strength, with EC50 values of 1.39 μg/mL against Botrytis cinerea and 1.18 μg/mL against Monilinia fructicola, outperforming previously screened phenolic compounds. When tested in vivo, 2b demonstrated effective antifungal properties, with cure rates of 76.26% for brown rot and 83.35% for gray mold at a concentration of 200 μg/mL, rivaling the commercial fungicide Pyrimethanil in its efficacy against B. cinerea. Preliminary research suggests that 2b’s antifungal mechanism may involve the disruption of spore germination, damage to the fungal cell membrane, and leakage of cellular contents. These results indicate that compound 2b has excellent fungicidal properties against B. cinerea and holds potential as a treatment for gray mold.
中文翻译：
间苯三酚衍生物对灰葡萄孢和果核念珠菌的抗真菌活性
天然衍生的化合物有望作为微生物感染的治疗方法。多酚广泛存在于各种植物、水果和蔬菜中，以其抗菌作用等生理益处而闻名。本研究引入了一组新的酰化间苯三酚衍生物，对其进行合成并测试其对七种不同病原真菌的体外抗真菌活性。突出的化合物 3-甲基-1-(2,4,6-三羟基苯基)丁-1-酮 ( 2b ) 表现出显着的杀菌强度，对灰葡萄孢的 EC 50值为 1.39 μg/mL，对灰霉病菌的EC 50 值为 1.18 μg/mL。对抗Monilinia fructicola ，优于之前筛选的酚类化合物。体内测试表明， 2b具有有效的抗真菌特性，浓度为200 μg/mL时，对褐腐病的治愈率为76.26%，对灰霉病的治愈率为83.35%，其对灰霉菌的功效可与市售杀菌剂嘧霉胺相媲美。初步研究表明2b的抗真菌机制可能涉及孢子萌发的破坏、真菌细胞膜的损伤以及细胞内容物的渗漏。这些结果表明化合物2b对灰霉病菌具有优异的杀菌性能，并具有治疗灰霉病的潜力。
更新日期：2024-09-11
中文翻译：
间苯三酚衍生物对灰葡萄孢和果核念珠菌的抗真菌活性
天然衍生的化合物有望作为微生物感染的治疗方法。多酚广泛存在于各种植物、水果和蔬菜中，以其抗菌作用等生理益处而闻名。本研究引入了一组新的酰化间苯三酚衍生物，对其进行合成并测试其对七种不同病原真菌的体外抗真菌活性。突出的化合物 3-甲基-1-(2,4,6-三羟基苯基)丁-1-酮 ( 2b ) 表现出显着的杀菌强度，对灰葡萄孢的 EC 50值为 1.39 μg/mL，对灰霉病菌的EC 50 值为 1.18 μg/mL。对抗Monilinia fructicola ，优于之前筛选的酚类化合物。体内测试表明， 2b具有有效的抗真菌特性，浓度为200 μg/mL时，对褐腐病的治愈率为76.26%，对灰霉病的治愈率为83.35%，其对灰霉菌的功效可与市售杀菌剂嘧霉胺相媲美。初步研究表明2b的抗真菌机制可能涉及孢子萌发的破坏、真菌细胞膜的损伤以及细胞内容物的渗漏。这些结果表明化合物2b对灰霉病菌具有优异的杀菌性能，并具有治疗灰霉病的潜力。
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