Ferns Tyrone A, Kerr Russell G
Department of Chemistry and Biochemistry, Center of Excellence in Biomedical and Marine Biotechnology, Florida Atlantic University, Boca Raton, Florida 33431, USA.
J Org Chem. 2005 Aug 5;70(16):6152-7. doi: 10.1021/jo050282r.
Amphilectosins A and B have been identified from the organic extract of Pseudopterogorgia elisabethae collected in the Florida Keys, along with seco-pseudopterosins and pseudopterosins. The structures of the amphilectosins, "C-12-C-13 dehydro seco-pseudopterosins", suggested that these metabolites provide the biosynthetic link between the seco-pseudopterosins (serrulatane diterpenes) and pseudopterosins (amphilectane diterpenes). This biosynthetic relationship was confirmed through various radiolabeling experiments. Incubation studies with the amphilectosins revealed the selective transformation of amphilectosin A to pseudopterosin Y and the transformation of amphilectosin B to pseudopterosin F, which suggests that the alpha/beta stereochemistry for the isobutenyl group in the pseudopterosins arises from the selective ring closure of the cis- and trans-amphilectosins.
从采集于佛罗里达群岛的壮丽拟软珊瑚（Pseudopterogorgia elisabethae）的有机提取物中，已鉴定出双栖珊瑚素A和B，以及断伪蕨素和伪蕨素。双栖珊瑚素的结构，即“C-12-C-13脱氢断伪蕨素”，表明这些代谢产物为断伪蕨素（锯齿烷二萜）和伪蕨素（双栖烷二萜）之间提供了生物合成联系。这种生物合成关系通过各种放射性标记实验得到了证实。对双栖珊瑚素的孵育研究揭示了双栖珊瑚素A选择性转化为伪蕨素Y以及双栖珊瑚素B转化为伪蕨素F，这表明伪蕨素中异丁烯基的α/β立体化学源于顺式和反式双栖珊瑚素的选择性闭环。
