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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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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
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author Chen, Jie
Koswatta, Panduka
DeBergh, J. Robb
Fu, Peng
Pan, Ende
MacMillan, John B.
Ready, Joseph M.
author_facet Chen, Jie
Koswatta, Panduka
DeBergh, J. Robb
Fu, Peng
Pan, Ende
MacMillan, John B.
Ready, Joseph M.
author_sort Chen, Jie
collection PubMed
description 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.
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spelling pubmed-47518852016-02-12 Structure elucidation of nigricanoside A through enantioselective total synthesis Chen, Jie Koswatta, Panduka DeBergh, J. Robb Fu, Peng Pan, Ende MacMillan, John B. Ready, Joseph M. Chem Sci Chemistry 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. Royal Society of Chemistry 2015-05-01 2015-03-12 /pmc/articles/PMC4751885/ /pubmed/26877863 http://dx.doi.org/10.1039/c5sc00281h Text en This journal is © The Royal Society of Chemistry 2015 http://creativecommons.org/licenses/by/3.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution 3.0 Unported License (http://creativecommons.org/licenses/by/3.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Chemistry
Chen, Jie
Koswatta, Panduka
DeBergh, J. Robb
Fu, Peng
Pan, Ende
MacMillan, John B.
Ready, Joseph M.
Structure elucidation of nigricanoside A through enantioselective total synthesis
title Structure elucidation of nigricanoside A through enantioselective total synthesis
title_full Structure elucidation of nigricanoside A through enantioselective total synthesis
title_fullStr Structure elucidation of nigricanoside A through enantioselective total synthesis
title_full_unstemmed Structure elucidation of nigricanoside A through enantioselective total synthesis
title_short Structure elucidation of nigricanoside A through enantioselective total synthesis
title_sort structure elucidation of nigricanoside a through enantioselective total synthesis
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4751885/
https://www.ncbi.nlm.nih.gov/pubmed/26877863
http://dx.doi.org/10.1039/c5sc00281h
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