Abstract
The reactions of 3-isoselenocyanato-2,2,5,5-tetramethylpyrrolidine-1-oxyl, 3-isoselenocyanatomethyl-2,2,5,5-tetramethyl-3-pyrrolidine-1-oxyl, and 4-isoselenocyanato-2,2,6,6-tetramethylpiperidine-1-oxyl with selected amines and alcohols give the corresponding novel nitroxyl selenoureas and selenocarbamates, all bearing a nitroxyl moiety. Synthesized selenoureas and selenocarbamates show significant activity against pathogenic fungi and bacteria. In contrast to piperidine nitroxides, pyrrolidine, five-membered nitroxyl selenoureas and selenocarbamates show excellent antifungal and antibacterial activity against pathogenic fungi and bacteria, respectively.
Highlights
In our previous paper [1], we synthesized nitroxyl radicals containing a tellurium atom and evaluated their antifungal activity
As a part of our continuing interest in the synthesis and evaluation of the biological activity of the compounds containing chalcogen atoms, the activity of organoselenium compounds bearing nitroxyl moieties is discussed in the present paper
Selenoureas 4a–4h and 5a–5h were synthesized by addition reaction of a series of amines 2a–2i to the five-membered nitroxyl isoselenocyanates: 3-isoselenocyanato-2,2,5,5-tetramethylpyrrolidine-1-oxyl
Summary
In our previous paper [1], we synthesized nitroxyl radicals containing a tellurium atom and evaluated their antifungal activity. As a part of our continuing interest in the synthesis and evaluation of the biological activity of the compounds containing chalcogen atoms, the activity of organoselenium compounds bearing nitroxyl moieties is discussed in the present paper. They demonstrated anticancer [10,11,17], DNA binding [17,18,19,20], antioxidant [17,18,21,22,23], antibacterial [18], antifungal [18,24,25,26], and herbicidal [25] properties
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