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.
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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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Skórska-Stania, A., Śliwa, M., Musilek, K. et al. Selected AChE reactivators in different crystalline environment: salts and enzyme. Struct Chem 21, 495–501 (2010). https://doi.org/10.1007/s11224-009-9575-0
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DOI: https://doi.org/10.1007/s11224-009-9575-0