Literature DB >> 29018266

Large-scale preparation of key building blocks for the manufacture of fully synthetic macrolide antibiotics.

Philip C Hogan1, Chi-Li Chen1, Kristen M Mulvihill1, Jonathan F Lawrence1, Eric Moorhead1, Jens Rickmeier2, Andrew G Myers2.   

Abstract

Key building blocks for the production of fully synthetic macrolides have been scaled-up in first time pilot plant and kilo-lab campaigns. These building blocks have supported the discovery of new macrolide antibiotics as well as ongoing preclinical studies.

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Year:  2017        PMID: 29018266     DOI: 10.1038/ja.2017.116

Source DB:  PubMed          Journal:  J Antibiot (Tokyo)        ISSN: 0021-8820            Impact factor:   2.649


  9 in total

Review 1.  Structure-activity relationships and mechanism of action of macrolides derived from erythromycin as antibacterial agents.

Authors:  Jian-Hua Liang; Xu Han
Journal:  Curr Top Med Chem       Date:  2013       Impact factor: 3.295

2.  CEM-101, a novel fluoroketolide: antimicrobial activity against a diverse collection of Gram-positive and Gram-negative bacteria.

Authors:  Shannon D Putnam; Mariana Castanheira; Gary J Moet; David J Farrell; Ronald N Jones
Journal:  Diagn Microbiol Infect Dis       Date:  2010-04       Impact factor: 2.803

3.  Chemical modification of erythromycins. I. Synthesis and antibacterial activity of 6-O-methylerythromycins A.

Authors:  S Morimoto; Y Takahashi; Y Watanabe; S Omura
Journal:  J Antibiot (Tokyo)       Date:  1984-02       Impact factor: 2.649

4.  Pseudoephenamine: a practical chiral auxiliary for asymmetric synthesis.

Authors:  Marvin R Morales; Kevin T Mellem; Andrew G Myers
Journal:  Angew Chem Int Ed Engl       Date:  2012-03-27       Impact factor: 15.336

5.  Dynamic kinetic resolution in the stereoselective synthesis of 4,5-diaryl cyclic sulfamidates by using chiral rhodium-catalyzed asymmetric transfer hydrogenation.

Authors:  Juae Han; Soyeong Kang; Hyeon-Kyu Lee
Journal:  Chem Commun (Camb)       Date:  2011-02-18       Impact factor: 6.222

Review 6.  Streptococcus pneumoniae: does antimicrobial resistance matter?

Authors:  Joseph P Lynch; George G Zhanel
Journal:  Semin Respir Crit Care Med       Date:  2009-03-18       Impact factor: 3.119

7.  Stereocontrolled synthesis of syn-β-Hydroxy-α-amino acids by direct aldolization of pseudoephenamine glycinamide.

Authors:  Ian B Seiple; Jaron A M Mercer; Robin J Sussman; Ziyang Zhang; Andrew G Myers
Journal:  Angew Chem Int Ed Engl       Date:  2014-04-01       Impact factor: 15.336

8.  Lithium diisopropylamide-mediated ortholithiations: lithium chloride catalysis.

Authors:  Lekha Gupta; Alexander C Hoepker; Kanwal J Singh; David B Collum
Journal:  J Org Chem       Date:  2009-03-06       Impact factor: 4.354

9.  A platform for the discovery of new macrolide antibiotics.

Authors:  Ian B Seiple; Ziyang Zhang; Pavol Jakubec; Audrey Langlois-Mercier; Peter M Wright; Daniel T Hog; Kazuo Yabu; Senkara Rao Allu; Takehiro Fukuzaki; Peter N Carlsen; Yoshiaki Kitamura; Xiang Zhou; Matthew L Condakes; Filip T Szczypiński; William D Green; Andrew G Myers
Journal:  Nature       Date:  2016-05-19       Impact factor: 49.962

  9 in total
  6 in total

1.  Disodium Salts of Pseudoephedrine-Derived Myers Enolates: Stereoselectivity and Mechanism of Alkylation.

Authors:  Yuhui Zhou; Ivan Keresztes; Samantha N MacMillan; David B Collum
Journal:  J Am Chem Soc       Date:  2019-10-15       Impact factor: 15.419

2.  The quest for supernatural products: the impact of total synthesis in complex natural products medicinal chemistry.

Authors:  Zhi-Chen Wu; Dale L Boger
Journal:  Nat Prod Rep       Date:  2020-11-10       Impact factor: 13.423

3.  Fixing the Unfixable: The Art of Optimizing Natural Products for Human Medicine.

Authors:  Audrey E Yñigez-Gutierrez; Brian O Bachmann
Journal:  J Med Chem       Date:  2019-04-26       Impact factor: 7.446

Review 4.  Recent Progress in Natural-Product-Inspired Programs Aimed To Address Antibiotic Resistance and Tolerance.

Authors:  Yasmeen Abouelhassan; Aaron T Garrison; Hongfen Yang; Alejandra Chávez-Riveros; Gena M Burch; Robert W Huigens
Journal:  J Med Chem       Date:  2019-04-18       Impact factor: 7.446

Review 5.  Towards the sustainable discovery and development of new antibiotics.

Authors:  Marcus Miethke; Marco Pieroni; Tilmann Weber; Mark Brönstrup; Peter Hammann; Ludovic Halby; Paola B Arimondo; Philippe Glaser; Bertrand Aigle; Helge B Bode; Rui Moreira; Yanyan Li; Andriy Luzhetskyy; Marnix H Medema; Jean-Luc Pernodet; Marc Stadler; José Rubén Tormo; Olga Genilloud; Andrew W Truman; Kira J Weissman; Eriko Takano; Stefano Sabatini; Evi Stegmann; Heike Brötz-Oesterhelt; Wolfgang Wohlleben; Myriam Seemann; Martin Empting; Anna K H Hirsch; Brigitta Loretz; Claus-Michael Lehr; Alexander Titz; Jennifer Herrmann; Timo Jaeger; Silke Alt; Thomas Hesterkamp; Mathias Winterhalter; Andrea Schiefer; Kenneth Pfarr; Achim Hoerauf; Heather Graz; Michael Graz; Mika Lindvall; Savithri Ramurthy; Anders Karlén; Maarten van Dongen; Hrvoje Petkovic; Andreas Keller; Frédéric Peyrane; Stefano Donadio; Laurent Fraisse; Laura J V Piddock; Ian H Gilbert; Heinz E Moser; Rolf Müller
Journal:  Nat Rev Chem       Date:  2021-08-19       Impact factor: 34.571

6.  Total Synthesis of Mycinamicin IV as Integral Part of a Collective Approach to Macrolide Antibiotics.

Authors:  Georg Späth; Alois Fürstner
Journal:  Chemistry       Date:  2022-01-10       Impact factor: 5.020

  6 in total

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