Structure elucidation of nigricanoside A through enantioselective total synthesis

Jie Chen; Panduka Koswatta; J. Robb DeBergh; Peng Fu; Ende Pan; John B. MacMillan; Joseph M. Ready

doi:10.1039/c5sc00281h

Structure elucidation of nigricanoside A through enantioselective total synthesis

Jie Chen, Panduka Koswatta, J. Robb DeBergh, Peng Fu, Ende Pan, John B. MacMillan, Joseph M. Ready

Research output: Contribution to journal › Article › peer-review

12 Scopus citations

Abstract

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.

Original language	English (US)
Pages (from-to)	2932-2937
Number of pages	6
Journal	Chemical Science
Volume	6
Issue number	5
DOIs	https://doi.org/10.1039/c5sc00281h
State	Published - May 1 2015

ASJC Scopus subject areas

Chemistry(all)

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abstract = "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.",

author = "Jie Chen and Panduka Koswatta and DeBergh, {J. Robb} and Peng Fu and Ende Pan and MacMillan, {John B.} and Ready, {Joseph M.}",

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AU - Chen, Jie

AU - Koswatta, Panduka

AU - DeBergh, J. Robb

AU - Fu, Peng

AU - Pan, Ende

AU - MacMillan, John B.

AU - Ready, Joseph M.

PY - 2015/5/1

Y1 - 2015/5/1

N2 - 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.

AB - 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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Structure elucidation of nigricanoside A through enantioselective total synthesis

Abstract

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