Annotemoyin-1 and -2: Two Novel Monotetrahydrofuranic γ-Lactone Acetogenins from the Seeds ofAnnona atemoya

Two new C35 acetogenins belonging to the A1 type (one tetrahydrofuran ring and an unsaturated γ-lactone) annotemoyin-1 (1) and annotemoyin-2 (2) have been isolated from the cytotoxic methanolic extract of Annona atemoya seeds and have been identified as structural isomers of solamin (5). Their structures were established on the basis of NMR spectroscopic techniques. In addition two previously reported acetogenins, uvariamicin-III (3) and reticulatain-1 (4) which are new to this species were obtained.