Abstract
This work reports on the synthesis of eight new 2′-hydroxy-chalcones with potential anti-phytopathogenic applications in agroindustry, AMONG others, via Claisen–Schmidt condensation and ultrasound assisted reaction. Assays showed three chalcones with allyl moieties strongly inhibited growth of phytopathogenic oomycete Phytophthora infestans; moreover, compound 8a had a half maximal effective concentration (EC50) value (32.5 µg/mL) similar to that of metalaxyl (28.6 µg/mL). A software-aided quantitative structure–activity relationship (QSAR) analysis of the whole series suggests that the structural features of these new chalcones—namely, the fluoride, hydroxyl, and amine groups over the carbon 3′ of the chalcone skeleton—increase anti-oomycete activity.
Highlights
In recent years, worldwide per capita food consumption has increased while growth rates in global agricultural production and crop yields have declined [1]; this latter is largely due to phytosanitary problems like pests, fungi, bacteria, and, mainly in the post-harvest phase, diseases produced by oomycetes [2,3,4]
Phytophthora infestans infestans is is renowned as the genus, and is responsible for the grave potato and tomato disease known as late blight or potato genus, and is responsible for the grave potato and tomato disease known as late blight or potato blight [9]
This study study synthesized synthesized twelve twelve derivatives derivatives of of 2′-hydroxy-chalcone
Summary
Worldwide per capita food consumption has increased while growth rates in global agricultural production and crop yields have declined [1]; this latter is largely due to phytosanitary problems like pests, fungi, bacteria, and, mainly in the post-harvest phase, diseases produced by oomycetes [2,3,4]. Of the diseases caused by oomycetes, root rot and fruit blight [5] are estimated to render up to 30% of the harvested vegetables and fruits inedible during postharvest handling [6]. Is present scattered in almost all producing regions worldwide, causing heavy economic losses and disastrous consequences for natural ecosystems [8]. Phytophthora [7] is present scattered in almost all producing regions worldwide, causing heavy economic losses and disastrous consequences for natural ecosystems [8]. Phytophthora infestans infestans is is renowned as the genus, and is responsible for the grave potato and tomato disease known as late blight or potato genus, and is responsible for the grave potato and tomato disease known as late blight or potato blight [9].
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