Chemical investigation of the EtOH extract of the leaves of Machilus japonica var. kusanoi resulted in the isolation of three compounds with a unique skeleton, i.e., apigenosylides A-C (4-6), together with five known flavonoid glycosides. Some of these compounds possess moderate inhibitory activity against alpha-glucosidase. The structures of the new compounds were elucidated on the basis of spectrometric analyses. They possess an unprecedented skeleton comprising the adduct of a butenolide moiety and apigenin glycoside linked via a 1,2-dioxane moiety.