0000000000132795

AUTHOR

André Cavé

Diepoxyrollin and Diepomuricanin B:  Two New Diepoxyacetogenins from Rollinia membranacea Seeds

Diepoxyrollin (1) and diepomuricanin B (2), two new Annonaceous acetogenins were isolated from the cytotoxic MeOH extract of the seeds of Colombian Rollinia membranacea. Five others known acetogenins were also isolated, dieporeticanin 1, dieporeticanin 2, diepomuricanin A, rollinone, and sylvaticin. Their structures were elucidated on the basis of spectral data. Compounds 1 and 2 belong to the rare type of diepoxyacetogenins, which are probably precursors of the mono-tetrahydrofuran acetogenins.

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Tripoxyrollin, a New Epoxy Acetogenin from the Seeds ofRollinia membranacea1

Abstract A new epoxy acetogenin, tripoxyrollin (1), has been isolated from the seeds of the Colombian Annonaceae, Rollinia membranacea. Its structure was elucidated on the basis of spectral data. Biomimetic synthesis of isodesacetyluvaricin (2) from tripoxyrollin (1) suggests its key role in the biogenesis of the adjacent bis-tetrahydrofuran acetogenins.

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Acetogenins from Annonaceae

In 1982, Jolad et al. isolated uvaricin, a new antitumor agent, from the roots of Uvaria acuminata (Annonaceae), a bis-tetrahydrofuranoid fatty acid lactone (1) related to polyketides or acetogenins. However, it contained a number of original structural characteristics, particularly a linear acetogenin, a bis-tetrahydrofuran pattern flanked by hydroxyls and a terminal unsaturated lactone. Two years later, Dabrah and Sneden (2, 3 and Cortes et al. (4) described four new products presenting the same structural characteristics. Because these products formed a new class of natural compounds, and are only found in species belonging to the family of Annonaceae, they are commonly called acetogenin…

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ChemInform Abstract: Acetogenins from Annonaceae

In 1982, Jolad et al. isolated uvaricin, a new antitumor agent, from the roots of Uvaria acuminata (Annonaceae), a bis-tetrahydrofuranoid fatty acid lactone (1) related to polyketides or acetogenins. However, it contained a number of original structural characteristics, particularly a linear acetogenin, a bis-tetrahydrofuran pattern flanked by hydroxyls and a terminal unsaturated lactone. Two years later, Dabrah and Sneden (2, 3 and Cortes et al. (4) described four new products presenting the same structural characteristics. Because these products formed a new class of natural compounds, and are only found in species belonging to the family of Annonaceae, they are commonly called acetogenin…

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