Enyne- and enediyne-γ-lactones from the bark of Meiogyne cylindrocarpa

The chemical investigation of the EtOAc extract of the bark of Meiogyne cylindrocarpa led to the isolation of two enyne- and five enediyne-γ-lactones, sapranthins A-G (1-7), of which six were new. They were identified by mass spectrometry, extensive one- and two-dimensional NMR spectroscopy and through comparison with data reported in the literature. Sapranthins B, C and E (2, 3 and 5, respectively) showed a weak cytotoxic activity on L1210 with IC50 values comprised between 8.1 and 18.0 μM.

Graphical abstractThe chemical investigation of the EtOAc extract of the bark of Meiogyne cylindrocarpa led to the isolation of two new enyne- and four new enediyne-γ-lactones, sapranthins A-G (2-7) along with sapranthin A. They were identified by mass spectrometry, extensive one- and two-dimensional NMR spectroscopy and through comparison with data reported in the literature. Sapranthins B, C and E (2, 3 and 5) showed a weak cytotoxic activity against L1210 tumor cell line.Download full-size imageHighlights► Six new acetylenic γ-lactones named sapranthins B-G have been isolated from the bark of Meiogyne cylindrocarpa. ► They are new examples of 3-alkylated-γ-lactones having an enyne or enediyne function isolated from the family Annonaceae. ► Sapranthins B, C and E showed a weak cytotoxicity on L1210 cell line.