Literature DB >> 18677305

Biomimetic synthesis of the IDO inhibitors exiguamine A and B.

Matthew Volgraf1, Jean-Philip Lumb, Harry C Brastianos, Gavin Carr, Marco K W Chung, Martin Münzel, A Grant Mauk, Raymond J Andersen, Dirk Trauner.   

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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Year:  2008        PMID: 18677305     DOI: 10.1038/nchembio.107

Source DB:  PubMed          Journal:  Nat Chem Biol        ISSN: 1552-4450            Impact factor:   15.040


  10 in total

1.  Celebrating synthesis.

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Journal:  Nat Chem Biol       Date:  2011-11-15       Impact factor: 15.040

2.  Lessons and revelations from biomimetic syntheses.

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Journal:  Nat Chem Biol       Date:  2011-11-15       Impact factor: 15.040

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Review 4.  Psychoneuroimmunology meets neuropsychopharmacology: translational implications of the impact of inflammation on behavior.

Authors:  Ebrahim Haroon; Charles L Raison; Andrew H Miller
Journal:  Neuropsychopharmacology       Date:  2011-09-14       Impact factor: 7.853

Review 5.  Kynurenines in the CNS: recent advances and new questions.

Authors:  László Vécsei; Levente Szalárdy; Ferenc Fülöp; József Toldi
Journal:  Nat Rev Drug Discov       Date:  2012-12-14       Impact factor: 84.694

6.  The kynurenine pathway of tryptophan catabolism, CD4+ T-cell recovery, and mortality among HIV-infected Ugandans initiating antiretroviral therapy.

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Journal:  J Infect Dis       Date:  2014-02-28       Impact factor: 5.226

7.  Inhibitory substrate binding site of human indoleamine 2,3-dioxygenase.

Authors:  Changyuan Lu; Yu Lin; Syun-Ru Yeh
Journal:  J Am Chem Soc       Date:  2009-09-16       Impact factor: 15.419

Review 8.  Biologically active marine natural products and their molecular targets discovered using a chemical genetics approach.

Authors:  David E Williams; Raymond J Andersen
Journal:  Nat Prod Rep       Date:  2019-11-21       Impact factor: 13.423

9.  Total synthesis of clostrubin.

Authors:  Ming Yang; Jian Li; Ang Li
Journal:  Nat Commun       Date:  2015-03-11       Impact factor: 14.919

10.  Unravelling Photochemical Relationships Among Natural Products from Aplysia dactylomela.

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  10 in total

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