Evaluation of the activity of aromatic aldehydes and their oximes against human erythrocyte acetylcholinesterase enzyme
Abstract
Considering the therapeutic importance of the acetylcholinesterase inhibitor drugs, as well, enzyme regenerators drugs, in cases of organophosphate poisoning. The activity of aromatic aldehydes and their oximes was evaluated against human erythrocyte acetylcholinesterase. Oximes were prepared from the oximation of benzaldehyde, 4-hydroxybenzaldehyde, 4-hydroxy-3-methoxybenzaldehyde and 4-dimethylminobenzaldehyde, and then the Ellman assay was used to evaluate the behavior of these compounds against active acetylcholinesterase and the enzyme inhibited by dichlorvos. The evaluated aldehydes showed acetylcholinesterase inhibitory activity in the percentage of 21.33%, 53.00%, 44.00% and 62.67%, respectively, for benzaldehyde, 4-hydroxybenzaldehyde, 4-hydroxy-3-methoxybenzaldehyde and 4- dimethylminobenzaldehyde. Among the oximes evaluated, only dimethylaminobenzaldoxime showed inhibitory activity (36.67%). Benzaldoxime, 4-hydroxybenzaldoxime and 4-hydroxy-3-methoxybenzaldoxime could modestly regenerate the enzymatic activity in 9.21%, 32.83% and 8.90%, respectively, when the enzyme was inhibited by dichlorvos. The aromatic aldehydes tested showed a potential inhibitory activity of erythrocyte acetylcholinesterase at the concentration of 100 mM, the highest potential being demonstrated by 4-dimethylamibenzaldehyde, with 62.67% inhibition. The oximes, except for dimethylaminobenzaldoxime, behaved as weak regenerators of the enzyme inhibited by dichlorvos, showing the relevance of the oxime group for the regeneration of the enzyme inhibited by organophosphates.
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