Biopolym. Cell. 2025; 41(4):292.
Bioorganic Chemistry
Synthesis and antifungal activity of 3-oxo-2-piperazinylacetamides
1Borovykov O. V., 1Lukashov S. S., 2Drapailo A. B., 1Tarnavskiy S. S., 3Bieda O. A., 1Yarmoliuk S. M.
  1. Institute of Molecular Biology and Genetics, NAS of Ukraine
    150, Akademika Zabolotnoho Str., Kyiv, Ukraine, 03143
  2. Institute of Organic Chemistry, NAS of Ukraine
    5, Akademika Kuharya Str., 5, Kyiv, Ukraine, 02094
  3. LLC «Scientific and service firm “Otava”»
    150, Akademika Zabolotnoho Str., Kyiv, Ukraine, 03143

Abstract

Aim. Synthesis of 3-oxo-2-piperazinylacetamides and investigation of their antifungal activity. Methods. Organic synthesis, spectral methods (NMR), pharmaceutical screening. Results. A series of new 3-oxo-2-piperazinylacetamides has been synthesized and the screening of their antifungal activity was performed. N-butyl-3-oxo-2-piperazineacetamide shows antifungal activity against Cryptococcus neoformans comparable with amphotericin B and fluconazole (MIC = 2μg/mL). Conclusions. 3-oxo-2-piperazineacetamide moiety has been identified as a promising template to search for novel antimicrobials against Cryptococcus neoformans.
Keywords: 3-oxo-2-piperazinylacetamides, N-butyl-3-oxo-2-piperazinylacetamide, antifungal activity, Cryptococcus neoformans

References

[1] Antifungal agents in clinical and preclinical development: overview and analysis. Geneva: World Health Organization. 2025.
[2] Denning DW. Global incidence and mortality of severe fungal disease. Lancet Infect Dis. 2024; 24(7):428-38.
[3] El Eid R, Chowdhary A, El Zakhem A, Kanj SS. Invasive fungal infections in wars, following explosives and natural disasters: A narrative review. Mycoses. 2024; 67(7):13762.
[4] Bermas A, Geddes-McAlister J. Combatting the evolution of antifungal resistance in Cryptococcus neoformans. Mol Microbiol. 2020; 114(5):721-34.
[5] Rathore SS, Sathiyamoorthy J, Lalitha C, Ramakrishnan J. A holistic review on Cryptococcus neoformans. Microb Pathog. 2022; 166:105521.
[6] Zhao Y, Ye L, Zhao F, Zhang L, Lu Z, Chu T, Wang S, Liu Z, Sun Y, Chen M, Liao G, Ding C, Xu Y, Liao W, Wang L. Cryptococcus neoformans, a global threat to human health. Infect Dis Poverty. 2023; 12(1):20.
[7] Farha MA, Brown ED. Chemical probes of Escherichia coli uncovered through chemical-chemical interaction profiling with compounds of known biological activity. Chem Biol. 2010; 17(8):852-62.
[8] Abelman MM, Fisher KJ, Doerffler EM, Edwards PJ. The synthesis of 2-ketopiperazine acetic acid esters and amides from ethylenediamines with maleates and maleimides. Tetrahedron Lett. 2003; 44(9):1823-6.