Parvifloracin and parviflorin: cytotoxic bistetrahydrofuran acetogenins with 35 carbons from Asimina parviflora (Annonaceae)

Using lethality to brine shrimp, activity-directed fractionation of extracts of Asimina parviflora (Michx.) Dunal. (Annonaceae) has led to the isolation of two new and four known acetogenins (1–6). Compound 1, parvifloracin, is the first nonadjacent bistetrahydrofuran acetogenin with 35 carbons. Compound 2, parviflorin, is an unusual adjacent bistetrahydrofuran acetogenin with 35 carbons. Bullatacin (3), molvizarin (4), annonacin (5), and goniothalamicin (6) are also reported for the first time from this plant. Brine shrimp lethality test data and comparative cytotoxicities of 1–6 against three human solid tumor cell lines are presented.