Design, synthesis and biological evaluation of 1,3-diaryltriazenesubstituted sulfonamides as antioxidant, acetylcholinesterase and butyrylcholinesterase inhibitors

Year 2019, Volume: 6 Issue: 1, 63 - 70, 15.05.2019

Süleyman Akocak , Mehmet Boga , Nabih Lolak Muhammed Tuneg Rajesh K K Sanku

https://doi.org/10.18596/jotcsa.516444

Cited By: 19

Abstract

1,3-diaryltriazenes are one of the most useful and
important linkers for many pharmaceutical applications. Therefore, in the
current work, a series of 1,3-diaryltriazene sulfonamides 4(a-k) were synthesized by reacting diazonium salt of sulfanilamide
and substituted aromatic amine derivatives 3(a-k).
The obtained compounds were investigated for antioxidant properties by using
different methods such as a DPPH radical scavenging assay, ABTS radical
decolarization, cupric reducing antioxidant capacity (CUPRAC) and metal
chelating methods. The cholinesterase inhibition activities
(acetylcholinesterase and butyrylcholinesterase) of synthesized compounds were
also tested. In general, compounds showed weak antioxidant activity, except
compounds 4d (IC₅₀
=114.89 for DPPH activity), 4i (IC₅₀
=25.31 for ABTS activity), 4a (IC₅₀
= 86.33 for metal chelating activity), and 4k
(absorbance value 1.229 µM for CUPRAC). Some of the compounds showed great %
inhibition against both acetylcholinesterase and butyrylcholinesterase with %
inhibition values ranging from 11.54 to 93.67 and 62.24 to 98.47, respectively. 

Keywords

antioxidant, 1;3-diaryltriazene, sulfanylamide

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