Antioxidant Activity, Acetylcholinesterase, and Carbonic Anhydrase Inhibitory Properties of Novel Ureas Derived from Phenethylamines

Abstract

A series of ureas derived from phenethylamines were synthesized and evaluated for human carbonic anhydrase (hCA) I and II, acetylcholinesterase (AChE), and butyrylcholinesterase (BChE) enzyme inhibitory activities and antioxidant properties. The ureas were synthesized from the reactions of substituted phenethylamines with N,N-dimethylcarbamoyl chloride; then, the synthesized compounds were converted to their corresponding phenolic derivatives via O-demethylation. hCA I and II were effectively inhibited by the newly synthesized compounds, with K values in the range of 0.307-0.432 nM for hCA I and 0.149-0.278 nM for hCA II. On the other hand, the K parameters of these compounds for AChE and BChE were determined in the range of 0.129-0.434 and 0.095-0.207 nM, respectively. Phenolic ureas also showed good antioxidant activities.

Novel amides of 1,1‐bis‐(carboxymethylthio)‐1‐arylethanes: Synthesis, characterization, acetylcholinesterase, butyrylcholinesterase, and carbonic anhydrase inhibitory properties

“…[54] In this study, we obtained the effects of novel amides of 1,1-bis-(carboxymethylthio)-1arylethanes derivatives (1-11) against hCA I, hCA II, AChE, and BChE enzymes. [55] In addition, hCA II is the most TA B L E 1 The enzyme inhibition results of novel amides of 1,1-bis-(carboxymethylthio)-1-arylethanes (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11) extensively studied and characterized of the hCA isoforms. hCA II is often associated with several diseases such as glaucoma, osteoporosis, and renal tubular acidosis.…”

“…In conclusion, we synthesized of novel amides of 1,1-bis-(carboxymethylthio)-1-arylethanes derivatives (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11). All of compounds have been characterized by using 1 H NMR and 13 C NMR methods.…”

“…[25][26][27][28][29] In this study, we have performed the synthesis of well-defined novel amide of 1,1-bis-(carboxymethylthio)-1-arylethanes derivatives (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11). [25][26][27][28][29] In this study, we have performed the synthesis of well-defined novel amide of 1,1-bis-(carboxymethylthio)-1-arylethanes derivatives (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11).…”

“…R=-OH (1), -OCH 3 (2), -NO 2 (3), -Br (4R= OH (5), OCH 3 (6), NO 2 (7), Br (8); Synthesis of novel amides of 1,1-bis-(carboxymethylthio)-1-arylethanes(5)(6)(7)(8)(9)(10)(11) …”

Antioxidant activity of an anatolian herbal tea—Origanum minutiflorum: isolation and characterization of its secondary metabolites

“…In terms of food, an antioxidant has been defined as any substance that when present in low concentrations compared to that of an oxidizable substrate significantly delays or inhibits the oxidation of that substrate. [10,11] Antioxidants have been widely used as food additives to protect food quality mainly by the prevention of oxidative deterioration of lipid constituents. Synthetic antioxidants such as butylated hydroxyanisole (BHA) and butylated hydroxytoluene (BHT) are widely used as potential inhibitors of lipid peroxidation and thereby stabilizing fat-containing food-stuffs.…”