Document Detail


Biomimetic synthesis of the IDO inhibitors exiguamine A and B.
MedLine Citation:
PMID:  18677305     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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.
Authors:
Matthew Volgraf; Jean-Philip Lumb; Harry C Brastianos; Gavin Carr; Marco K W Chung; Martin Münzel; A Grant Mauk; Raymond J Andersen; Dirk Trauner
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Nature chemical biology     Volume:  4     ISSN:  1552-4469     ISO Abbreviation:  Nat. Chem. Biol.     Publication Date:  2008 Sep 
Date Detail:
Created Date:  2008-08-21     Completed Date:  2008-09-22     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101231976     Medline TA:  Nat Chem Biol     Country:  United States    
Other Details:
Languages:  eng     Pagination:  535-7     Citation Subset:  IM    
Affiliation:
Department of Chemistry, University of California, Berkeley, California 94720, USA.
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MeSH Terms
Descriptor/Qualifier:
Biomimetic Materials / chemical synthesis*,  chemistry
Catecholamines* / biosynthesis,  chemical synthesis,  chemistry
Cyclization
Enzyme Inhibitors / chemical synthesis*,  chemistry
Indole Alkaloids / chemical synthesis*,  chemistry
Indoleamine-Pyrrole 2,3,-Dioxygenase / antagonists & inhibitors*
Indoles / chemical synthesis*,  chemistry
Molecular Structure
Oxidation-Reduction
Quinones / chemical synthesis*,  chemistry
Spiro Compounds / chemical synthesis*,  chemistry
Chemical
Reg. No./Substance:
0/Catecholamines; 0/Enzyme Inhibitors; 0/Indole Alkaloids; 0/Indoles; 0/Quinones; 0/Spiro Compounds; 0/exiguamine A; 0/exiguamine B; EC 1.13.11.42/Indoleamine-Pyrrole 2,3,-Dioxygenase

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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