Daphlongeramine A, novel Daphniphyllum alkaloid from Daphniphyllum longeracemosum

A novel Daphyniphyllum alkaloid, Daphlongeramine A (1) with unprecedented ring system, together with a quite recently isolated alkaloid Paxdaphnine A (2) were isolated from the fruits of Daphniphyllum longeracemosum. The 5-hydroxymethyl-2-furancarboxaldehyde moiety of Daphlongeramine A (1) is the first example in all of the Daphniphyllum alkaloids reported up to date. Biologically, this isolation could prove the biosynthetic link between methyl homodaphniphyllate and daphnilactone skeletons.