Guangsangons F–J, anti-oxidant and anti-inflammatory Diels–Alder type adducts, from Morus macroura Miq

Five Diels–Alder type adducts, named guangsangos F ( 1), G ( 2), H ( 3), I ( 6), and J ( 7), along with two known compounds, mulberrofuran J and kuwanon J, were isolated from Morus macroura (Moraceae). Five Diels–Alder type adducts, named guangsangons F, G, H, I, and J, along with two known compounds, mulberrofuran J and kuwanon J, were isolated from Morus macroura Miq. Their structures were determined by means of spectroscopic analyses and chemical methods. These compounds were regarded biogenetically as Diels–Alder type adducts of dehydroprenylphenols and chalcone derivatives, and 1H NMR variable temperature experiments suggested that they all existed as an equilibrium mixture of conformational isomers in solution. Among the isolated new compounds, guangsangons H, I, and J displayed potent antioxidant activities and moderate anti-inflammatory activities.