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Biomimetic synthesis of the IDO inhibitors exiguamine A and B

TitleBiomimetic synthesis of the IDO inhibitors exiguamine A and B
Publication TypeJournal Article
Year of Publication2008
AuthorsVolgraf, M, Lumb, JP, Brastianos, HC, Carr, G, Chung, MKW, Munzel, M, Mauk, AG, Andersen, RJ, Trauner, D
JournalNature Chemical Biology
Volume4
Pagination535-537
Date PublishedSep
Type of ArticleArticle
ISBN Number1552-4450
Keywords3-DIOXYGENASE, ANALOGS, CANCER, CASCADE, CELLS, ELECTROCYCLIZATIONS, EXPRESSION, INDOLEAMINE 2
Abstract

Biomimetic synthesis is an attempt to assemble natural products along biosynthetic lines without recourse to the full enzymatic machinery of nature. We exemplify this with a total synthesis of exiguamine A and the newly isolated natural product exiguamine B. The most noteworthy feature of this work is an oxidative endgame drawing from the complex chemistry of catecholamines, which allows for ready access to a new class of nanomolar indoleamine-2,3-dioxygenase inhibitors.

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