Literature DB >> 24900779

(S)-N-Methyldihydroquinazolinones are the Active Enantiomers of Retro-2 Derived Compounds against Toxins.

Neetu Gupta1, Valérie Pons2, Romain Noël2, David-Alexandre Buisson2, Aurélien Michau1, Ludger Johannes3, Daniel Gillet1, Julien Barbier1, Jean-Christophe Cintrat2.   

Abstract

This study reports the synthesis, chromatographic separation, and pharmacological evaluation of the two enantiomers of a new compound, named Retro-2.1, active against toxins by inhibiting intracellular trafficking via the retrograde route. The absolute configuration of the bioactive enantiomer has been assigned from X-ray diffraction to the (S)-enantiomer. To date, (S)-Retro-2.1 is the most potent molecule to counteract the cytotoxic potential of ricin and Shiga toxin, with EC50 values of 23 and 54 nM, respectively.

Entities:  

Keywords:  Retro-2.1; Shiga toxin; dihydroquinazolinones; ricin

Year:  2013        PMID： 24900779      PMCID： PMC4027625          DOI： 10.1021/ml400457j

Source DB:  PubMed          Journal:  ACS Med Chem Lett        ISSN： 1948-5875            Impact factor:   4.345


  15 in total

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8.  Validation of treatment strategies for enterohaemorrhagic Escherichia coli O104:H4 induced haemolytic uraemic syndrome: case-control study.

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Review 9.  The enemy within us: lessons from the 2011 European Escherichia coli O104:H4 outbreak.

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Authors:  Jewn Giew Park; Jennifer Nielsen Kahn; Nilgun E Tumer; Yuan-Ping Pang
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  17 in total

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2.  Retrograde Transport from Early Endosomes to the trans-Golgi Network Enables Membrane Wrapping and Egress of Vaccinia Virus Virions.

Authors:  Gilad Sivan; Andrea S Weisberg; Jeffrey L Americo; Bernard Moss
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3.  Potent Inhibition of Human Cytomegalovirus by Modulation of Cellular SNARE Syntaxin 5.

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Journal:  J Virol       Date:  2016-12-16       Impact factor: 5.103

4.  Syntaxin 5-dependent retrograde transport to the trans-Golgi network is required for adeno-associated virus transduction.

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5.  Structural optimization of a retrograde trafficking inhibitor that protects cells from infections by human polyoma- and papillomaviruses.

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6.  Vaccinia Virus Uses Retromer-Independent Cellular Retrograde Transport Pathways To Facilitate the Wrapping of Intracellular Mature Virions during Virus Morphogenesis.

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7.  Structurally optimized analogs of the retrograde trafficking inhibitor Retro-2cycl limit Leishmania infections.

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Review 8.  Protection against Shiga Toxins.

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10.  Production, Characterisation and Testing of an Ovine Antitoxin against Ricin; Efficacy, Potency and Mechanisms of Action.

Authors:  Sarah J C Whitfield; Gareth D Griffiths; Dominic C Jenner; Robert J Gwyther; Fiona M Stahl; Lucy J Cork; Jane L Holley; A Christopher Green; Graeme C Clark
Journal:  Toxins (Basel)       Date:  2017-10-18       Impact factor: 4.546
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