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Enantioselective Synthesis of Spliceostatin E and Evaluation of Biological Activity

[Image: see text] An enantioselective total synthesis of spliceostatin E has been accomplished. The δ-lactone unit A was constructed from readily available (R)-glycidyl alcohol using a ring-closing olefin metathesis as the key reaction. A cross-metathesis of ring A containing δ-lactone and the funct...

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Detalles Bibliográficos
Autores principales: Ghosh, Arun K., Veitschegger, Anne M., Sheri, Venkata Reddy, Effenberger, Kerstin A., Prichard, Beth E., Jurica, Melissa S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4260646/
https://www.ncbi.nlm.nih.gov/pubmed/25423085
http://dx.doi.org/10.1021/ol503127r
Descripción
Sumario:[Image: see text] An enantioselective total synthesis of spliceostatin E has been accomplished. The δ-lactone unit A was constructed from readily available (R)-glycidyl alcohol using a ring-closing olefin metathesis as the key reaction. A cross-metathesis of ring A containing δ-lactone and the functionalized tetrahydropyran B-ring provided spliceostatin E. Our biological evaluation of synthetic spliceostatin E revealed that it does not inhibit splicing in vitro and does not impact speckle morphology in cells. Spliceostatin E was reported to possess potent antitumor activity.