Brief Communication abstract
Nature Chemical Biology 4, 535 - 537 (2008)
Published online: 1 August 2008 | doi:10.1038/nchembio.107
Biomimetic synthesis of the IDO inhibitors exiguamine A and B
Matthew Volgraf1, Jean-Philip Lumb1, Harry C Brastianos2, Gavin Carr2, Marco K W Chung3, Martin Münzel4, A Grant Mauk3, Raymond J Andersen2 & Dirk Trauner1,4
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.
- Department of Chemistry, University of California, Berkeley, California 94720, USA.
- Departments of Chemistry and Earth & Ocean Sciences, University of British Columbia, Vancouver, British Columbia V6T 1Z1, Canada.
- Department of Biochemistry and Molecular Biology, University of British Columbia, Vancouver, British Columbia V6T 1Z3, Canada.
- Department of Chemistry and Biochemistry, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, 81377 Munich, Germany.
Correspondence to: Dirk Trauner1,4 e-mail: trauner@berkeley.edu
Correspondence to: Raymond J Andersen2 e-mail: randersn@interchange.ubc.ca
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Biomimetic synthesis of the IDO inhibitors exiguamine A and BNature Chemical Biology Brief Communication (01 Sep 2008)
