Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 17, Issue 17, Pages 6213-6217Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2009.07.043
Keywords
Organophosphorus agents; Acetylcholinesterase; Fluorinated pyridinium oxime; Oxime reactivators
Funding
- Korea Foundation for International Cooperation of Science & Technology (KICOS)
- Korean Ministry of Education Science Technology [K20606000001-06B0100-00111]
- Ministry of Education, Youth and Sports (Czech Republic) [ME865]
- National Research Council of Science & Technology (NST), Republic of Korea [KK-0903, KK-0903-C0] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
- National Research Foundation of Korea [2007-00761] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
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A series of fluorinated oxime compounds was designed and synthesized in order to probe the effect of fluorine substitution on reactivation of inhibited acetylcholinesterase (AChE) by organophosphorus agents. Permeability measurements, using the Parallel Artificial Membrane Permeation Assays (PAMPA) method, were employed to experimentally demonstrate that membrane permeabilities of the series of oximes increase in proportional to the increase in the number of fluorine atoms. Among the compounds explored in this study, the mono-fluorinated carbamoyl aldoxime 4b was the most potent reactivator for paraoxon-inhibited red blood cell (RBC) AChE. (C) 2009 Elsevier Ltd. All rights reserved.
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