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Structure elucidation of nigricanoside A through enantioselective total synthesis

Nigricanoside A was isolated from green alga, and its dimethyl ester was found to display potent cytotoxicity. Its scarcity prevented a full structure elucidation, leaving total synthesis as the only means to determine its relative and absolute stereochemistry and to explore its biological activity....

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Detalles Bibliográficos
Autores principales: Chen, Jie, Koswatta, Panduka, DeBergh, J. Robb, Fu, Peng, Pan, Ende, MacMillan, John B., Ready, Joseph M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4751885/
https://www.ncbi.nlm.nih.gov/pubmed/26877863
http://dx.doi.org/10.1039/c5sc00281h
Descripción
Sumario:Nigricanoside A was isolated from green alga, and its dimethyl ester was found to display potent cytotoxicity. Its scarcity prevented a full structure elucidation, leaving total synthesis as the only means to determine its relative and absolute stereochemistry and to explore its biological activity. Here we assign the stereochemistry of the natural product through enantioselective total synthesis and provide initial studies of its cytotoxicity.