Literature DB >> 27070533

Cellular Protection of SNAP-25 against Botulinum Neurotoxin/A: Inhibition of Thioredoxin Reductase through a Suicide Substrate Mechanism.

Hajime Seki, Song Xue, Sabine Pellett1, Peter Šilhár, Eric A Johnson1, Kim D Janda.   

Abstract

Botulium neurotoxins (BoNTs) are among the most lethal toxins known to man. They are comprised of seven serotypes with BoNT/A being the most deadly; yet, there is no approved therapeutic for their intoxication or one that has even advanced to clinical trials. Botulinum neurotoxicity is ultimately governed through light chain (LC) protease SNARE protein cleavage leading to a loss of neurotransmitter release. Pharmacological attempts to ablate BoNT/A intoxication have sought to either nullify cellular toxin entry or critical biochemical junctions found within its intricate mechanism of action. In these regards, reports have surfaced of nonpeptidic small molecule inhibitors, but few have demonstrated efficacy in neutralizing cellular toxicity, a key prerequisite before rodent lethality studies can be initiated. On the basis of a lead discovered in our BoNT/A cellular assay campaign, we investigated a family of N-hydroxysuccinimide inhibitors grounded upon structure activity relationship (SAR) fundamentals. Molecules stemming from this SAR exercise were theorized to be protease inhibitors. However, this proposition was overturned on the basis of extensive kinetic analysis. Unexpectedly, inhibitor data pointed to thioredoxin reductase (TrxR), an essential component required for BoNT protease translocation. Also unforeseen was the inhibitors' mechanism of action against TrxR, which was found to be brokered through a suicide-mechanism utilizing quinone methide as the inactivating element. This new series of TrxR inhibitors provides an alternative means to negate the etiological agent responsible for BoNT intoxication, the LC protease.

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Year:  2016        PMID: 27070533      PMCID: PMC4881748          DOI: 10.1021/jacs.5b12929

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  60 in total

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2.  Identification of a potent botulinum neurotoxin a protease inhibitor using in situ lead identification chemistry.

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Authors:  Peter Silhár; Lisa M Eubanks; Hajime Seki; Sabine Pellett; Sacha Javor; William H Tepp; Eric A Johnson; Kim D Janda
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Review 4.  Recent advances in botulinum neurotoxin inhibitor development.

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Review 7.  Thioredoxin reductase two modes of catalysis have evolved.

Authors:  C H Williams; L D Arscott; S Müller; B W Lennon; M L Ludwig; P F Wang; D M Veine; K Becker; R H Schirmer
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Review 8.  Protein disulfide isomerase.

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9.  Structures of Clostridium botulinum Neurotoxin Serotype A Light Chain complexed with small-molecule inhibitors highlight active-site flexibility.

Authors:  Nicholas R Silvaggi; Grant E Boldt; Mark S Hixon; Jack P Kennedy; Saul Tzipori; Kim D Janda; Karen N Allen
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Review 10.  The evolving field of biodefence: therapeutic developments and diagnostics.

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  6 in total

1.  Metal Ions Effectively Ablate the Action of Botulinum Neurotoxin A.

Authors:  Paul T Bremer; Sabine Pellett; James P Carolan; William H Tepp; Lisa M Eubanks; Karen N Allen; Eric A Johnson; Kim D Janda
Journal:  J Am Chem Soc       Date:  2017-05-19       Impact factor: 15.419

2.  Manumycin A Is a Potent Inhibitor of Mammalian Thioredoxin Reductase-1 (TrxR-1).

Authors:  Anupama Tuladhar; Kathleen S Rein
Journal:  ACS Med Chem Lett       Date:  2018-03-05       Impact factor: 4.345

3.  Newly Designed Quinolinol Inhibitors Mitigate the Effects of Botulinum Neurotoxin A in Enzymatic, Cell-Based, and ex Vivo Assays.

Authors:  Paul T Bremer; Michael Adler; Cecilia H Phung; Ajay K Singh; Kim D Janda
Journal:  J Med Chem       Date:  2017-01-03       Impact factor: 7.446

4.  Synthesis and Deployment of an Elusive Fluorovinyl Cation Equivalent: Access to Quaternary α-(1'-Fluoro)vinyl Amino Acids as Potential PLP Enzyme Inactivators.

Authors:  Christopher D McCune; Matthew L Beio; Jill M Sturdivant; Roberto de la Salud-Bea; Brendan M Darnell; David B Berkowitz
Journal:  J Am Chem Soc       Date:  2017-09-28       Impact factor: 15.419

5.  New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model.

Authors:  Jelena Konstantinović; Erkan Kiris; Krishna P Kota; Johanny Kugelman-Tonos; Milica Videnović; Lisa H Cazares; Nataša Terzić Jovanović; Tatjana Ž Verbić; Boban Andjelković; Allen J Duplantier; Sina Bavari; Bogdan A Šolaja
Journal:  J Med Chem       Date:  2018-02-06       Impact factor: 7.446

6.  Onopordopicrin from the new genus Shangwua as a novel thioredoxin reductase inhibitor to induce oxidative stress-mediated tumor cell apoptosis.

Authors:  Junmin Zhang; Zai-Qin Zheng; Qianhe Xu; Ya Li; Kun Gao; Jianguo Fang
Journal:  J Enzyme Inhib Med Chem       Date:  2021-12       Impact factor: 5.051

  6 in total

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