A New Adjacent Bis-Tetrahydrofuran Annonaceous Acetogenin from the Seeds ofUvaria chamae
Djibril Fall, Lorena Pimentel, Pierre Champy, Christophe Gleye, Alain Laurens, Reynald Hocquemiller
Abstract
Djibril Fall, Lorena Pimentel, Pierre Champy, Christophe Gleye, Alain Laurens, Reynald Hocquemiller
Abstract
A novel acetogenin, joolanin ( 1), along with eight known acetogenins, squamocin ( 2), desacetyluvaricin ( 3), chamuvarinin ( 4), tripoxyrollin ( 5), diepoxyrollin ( 6), dieporeticanin-1 ( 7), dieporeticanin-2 ( 8) and dieporeticenin ( 9) were isolated from the seeds of Uvaria chamae (Annonaceae). Compound 1, the first adjacent bis-tetrahydrofuranic ring acetogenin bearing a ketone group at C-5, shows significant cytotoxicity towards the KB 3 - 1 cell line (IC (50) = 0.4 nM).
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A novel acetogenin, joolanin ( 1), along with eight known acetogenins, squamocin ( 2), desacetyluvaricin ( 3), chamuvarinin ( 4), tripoxyrollin ( 5), diepoxyrollin ( 6), dieporeticanin-1 ( 7), dieporeticanin-2 ( 8) and dieporeticenin ( 9) were isolated from the seeds of Uvaria chamae (Annonaceae). Compound 1, the first adjacent bis-tetrahydrofuranic ring acetogenin bearing a ketone group at C-5, shows significant cytotoxicity towards the KB 3 - 1 cell line (IC (50) = 0.4 nM).
Key concepts: Acetogenin, Annonaceae, Ketone, Stereochemistry, Tetrahydrofuran, Chemistry, Biology, Botany