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Structural Chemistry

, Volume 21, Issue 3, pp 495–501 | Cite as

Selected AChE reactivators in different crystalline environment: salts and enzyme

  • Agnieszka Skórska-StaniaEmail author
  • Magdalena Śliwa
  • Kamil Musilek
  • Kamil Kuca
  • Josef Jampilek
  • Robert Musiol
  • Barbara J. Oleksyn
  • Jiri Dohnal
Original Research

Abstract

The investigation of relationships between the molecular structure of the compounds capable to reactivate acetylcholinesterase (AChE) inhibited by organophosphorus toxins, such as nerve agents and pesticides, is an important step toward synthesis of more efficient antidota. In the present article, we describe the crystal structures of two new AChE reactivators, which are bromides of (E)-1,4-bis(4-hydroxyiminomethylpyridinium)-but-2-ene (K075) and of 4,4′-bis(hydroxyiminomethyl)-1,1′-(1,4-phenylenedimethyl)-bispyridinium (K114). Their molecular geometry and intermolecular interactions in the crystalline state are compared to those in the crystal structures of the well-known AChE reactivators, obidoxime, and TMB-4. Inspection of hydrogen bonds and other short intermolecular contacts in the crystalline AChE–obidoxime complex revealed their similarity to those observed in the crystal structures of K075 and K114.

Keywords

AChE reactivators Oximes Hydrogen bonds Crystalline state 

Notes

Acknowledgments

The authors express their appreciation to Mrs. M. Hrabinova for her technical assistance. This study was supported by Grant Agency of Ministry of Education, Youth, and Sports (Czech Republic)—grants no. ME865 and ME09086.

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Copyright information

© Springer Science+Business Media, LLC 2010

Authors and Affiliations

  • Agnieszka Skórska-Stania
    • 1
    Email author
  • Magdalena Śliwa
    • 1
  • Kamil Musilek
    • 2
    • 3
  • Kamil Kuca
    • 3
    • 4
  • Josef Jampilek
    • 5
    • 6
  • Robert Musiol
    • 7
  • Barbara J. Oleksyn
    • 1
  • Jiri Dohnal
    • 5
    • 6
  1. 1.Faculty of ChemistryJagiellonian UniversityKrakówPoland
  2. 2.Faculty of Military Health Sciences, Department of ToxicologyUniversity of DefenceHradec KraloveCzech Republic
  3. 3.Faculty of Science, Department of ChemistryUniversity of Jan Evangelista PurkyneUsti nad LabemCzech Republic
  4. 4.Faculty of Military Health Sciences, Center of Advanced StudiesUniversity of DefenceHradec KraloveCzech Republic
  5. 5.Zentiva a.s.Prague 10Czech Republic
  6. 6.Faculty of Pharmacy, Department of Chemical DrugsUniversity of Veterinary and Pharmaceutical SciencesBrnoCzech Republic
  7. 7.Institute of ChemistryUniversity of SilesiaKatowicePoland

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