Literature DB >> 17261003

A new total synthesis of the zinc matrixmetalloproteinase inhibitor ageladine A featuring a biogenetically patterned 6pi-2-azatriene electrocyclization.

Matthew L Meketa1, Steven M Weinreb.   

Abstract

[reaction: see text] A convergent second generation total synthesis of the heterocyclic marine sponge metabolite ageladine A has been achieved by using a biomimetically inspired 6pi-2-azatriene electrocyclization as the key step for formation of the imidazolopyridine moiety.

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Year:  2007        PMID： 17261003     DOI： 10.1021/ol063038a

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  4 in total

1.  Aza- and Carbo-[3 + 3] Annulations of Exo-Cyclic Vinylogous Amides and Urethanes. Synthesis of Tetrahydroindolizidines and An Unexpected Formation of Hexahydroquinolines.

Authors:  Sunil K Ghosh; Grant S Buchanan; Quincy A Long; Yonggang Wei; Ziyad F Al-Rashid; Heather M Sklenicka; Richard P Hsung
Journal:  Tetrahedron       Date:  2008-01-28       Impact factor: 2.457

2.  Synthesis and anticancer activities of ageladine A and structural analogs.

Authors:  Yuelong Ma; Sangkil Nam; Richard Jove; Kenichi Yakushijin; David A Horne
Journal:  Bioorg Med Chem Lett       Date:  2009-11-14       Impact factor: 2.823

3.  A simple, modular synthesis of substituted pyridines.

Authors:  Songbai Liu; Lanny S Liebeskind
Journal:  J Am Chem Soc       Date:  2008-05-09       Impact factor: 15.419

Review 4.  A submarine journey: the pyrrole-imidazole alkaloids.

Authors:  Barbara Forte; Beatrice Malgesini; Claudia Piutti; Francesca Quartieri; Alessandra Scolaro; Gianluca Papeo
Journal:  Mar Drugs       Date:  2009-11-27       Impact factor: 5.118
  4 in total

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