Disulfonamide Piperazine Derivatives: Synthesis, Characterization, Crystal Structures Studies, and Evaluation of Cell Proliferation Activity

Abstract

In the present study, disulfonamides piperazine derivatives were synthesized by Hinsberg reaction of various sulfonyl chlorides with 2-(piperazin-1-yl)ethanamine and evaluation their cell proliferation activity. All the synthesized compounds were characterized by ¹H, ¹³C NMR, mass spectrometry and X-ray crystallographic techniques. X-ray diffraction studies revealed that the central piperazine ring and two terminal substituted sulfonyl phenyl rings joined by sulfonamide linkage are present in every structure. The cell proliferation activity of synthesized compounds was measured on human buccal mucosa oral fibroblast primary cell lines. Among the synthesized compounds, 4-nitro-N-(2-{4-[(4-nitrophenyl)sulfonyl]piperazin-1-yl}ethyl)benzenesulfonamide, 4-(trifluoromethyl)-N-[2-(4-[4-(trifluoromethyl)phenyl]sulfonyl}piperazin-1-yl)ethyl]benzenesulfonamide and 2-nitro-N-(2-{4-[(2-nitrophenyl)sulfonyl]piperazin-1-yl}ethyl)benzenesulfonamide showed potential activity against tested cell lines.