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O-Substituted N(3)-benzyl analogs of vitamin B1 as inhibitors of acetylcholinesterase or butyrylcholinesterase

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The selective effects of these inhibitors are governed by substituent at position 5. Kinetic studies and molecular docking simulation were performed for elucidating mechanisms of enzyme-inhibitor complex formation. | O-Substituted N 3 -benzyl analogs of vitamin B1 as inhibitors of acetylcholinesterase or butyrylcholinesterase Current Chemistry Letters 9 2020 51 62 Contents lists available at GrowingScience Current Chemistry Letters homepage www.GrowingScience.com O-Substituted N 3 -benzyl analogs of vitamin B1 as inhibitors of acetylcholinesterase or butyrylcholinesterase Oleksandr Kobzara Alla Ocheretniuka Vladyslav Buldenkoa Lubov Babiya Оleksandr Kozachenkoa Volodymyr Brovaretsa and Andriy Vovka a V. P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry of the National Academy of Sciences of Ukraine Kyiv-94 02094 Ukraine CHRONICLE ABSTRACT Article history O-Acyl substituted derivatives of 3-benzyl-5- 2-hydroxyethyl -4-methyl-1 3-thiazolium Received June 20 2019 chloride which is a structural analog of vitamin B1 were synthesized and evaluated towards Received in revised form acetylcholinesterase and butyrylcholinesterase in vitro. The inhibition properties of the O- June 30 2019 substituted compounds depend on nature of substituents at position 3 and 5 of the thiazolium Accepted July 19 2019 ring. Some of the thiazolium salts showed high potency in the inhibition of only one of the two Available online enzymes. The selective effects of these inhibitors are governed by substituent at position 5. July 19 2019 Kinetic studies and molecular docking simulation were performed for elucidating mechanisms Keywords of enzyme-inhibitor complex formation. Thiazolium salts Acetylcholinesterase Butyrylcholinesterase Enzyme inhibition Molecular docking 2020 by the authors licensee Growing Science Canada. 1. Introduction Thiazolium ring is one of the two heterocyclic fragments of thiamine vitamin B1 which can exhibit coenzyme and non-coenzyme activity in living cells and is necessary for energy metabolism and nervous system functioning.1-3 Severe deficiency of vitamin B1 leads to beriberi Wernicke Korsakoff syndrome and can be one of the reasons of Alzheimer s and Parkinson s .

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