Two novel rearranged Diels-Alder adducts, morunigrines A () and B (), and four new prenylated flavonoids, morunigrols A-D (-), were isolated from the twigs of , together with four known prenylated phenolic compounds, including two flavonoids ( and ) and two 2-arylbenzofurans ( and ). Morunigrines A () and B () are a novel class of Diels-Alder adducts with unprecedented carbon skeletons featuring a rearranged chalcone-stilbene/2-arylbenzofuran core decorated with a unique methylbiphenyl moiety. The structures of the new compounds were assigned by analysis of spectroscopic data. The absolute configuration of compound was determined by the measurement of specific rotation. A plausible biogenetic pathway for and is also proposed. Compounds and exhibited more potent protein tyrosine phosphatase 1B inhibitory activity with IC values of 1.8 ± 0.2 and 1.3 ± 0.3 μM, respectively, than that of the positive control oleanolic acid (IC, 2.5 ± 0.1 μM).
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