Acetylcholinesterase Inhibitory and Antioxidant Activities of Novel Symmetric Sulfamides Derived from Phenethylamines

The antioxidant and acetylcholinesterase inhibitory properties of novel symmetric sulfamides derived from phenethylamines were evaluated. Phenethylamines 8-11 were reacted with SO2Cl2 in the presence of Et3N to afford sulfamides in good yields. The synthesized sulfamides were converted to their phenolic derivatives with BBr3. We elucidated the antioxidant activity of novel symmetric sulfamides by using different bioanalytical assays. For this purpose, the radical scavenging activities of the novel symmetric sulfamides were assessed by DPPH center dot, ABTS(center dot+), DMPD center dot+, and O-2(center dot-) radical scavenging tests. In addition, the reducing abilities of the novel symmetric sulfamides were evaluated by Fe3+-Fe2+ reducing, Cu2+-Cu+ reducing, and [Fe3+-(TPTZ)(2)](3+)-[Fe2+-(TPTZ)(2)](2+) reducing activity tests. Also, the Fe2+ chelating activity by the pipyrdyl reagent and the acetylcholinesterase inhibitory activities of the novel symmetric sulfamides were studied. Especially, the novel phenolic and symmetric sulfamides 16-19 showed high antioxidant and acetylcholinesterase inhibitory properties. On the other hand, IC50 values were calculated for the DPPH center dot, ABTS(center dot+), DMPD center dot+, and O(2)(center dot-)scavenging, the metal chelating, and the acetylcholinesterase inhibition effects of the novel symmetric sulfamides.