Why is it so clean under the apple trees: discovery of novel phloretin derivatives as potential herbicidal agents

Abstract

Weeds are a serious problem in worldwide agricultural production. Natural products are a notable source for discovering new lead compounds. Phloretin is a dihydrochalcone compound which was discovered in 1835 and named after its concentrated content in roots, stems or bark of fruits. Within apple orchards, there are typically fewer weeds on the areas covered with fallen leaves compared to areas without fallen leaves. This interesting phenomenon suggested that phloretin may have potential herbicidal activity. Through the principle of bioisosterism and combination of active structural moieties, structures of amide, chalcone and flavanone were integrated with phloretin, with the objective to obtain novel phloretin derivatives to test as herbicides.