Abstract
The data on the synthesis of N-aminomorpholine hydrazones are presented. It is shown that the interaction of N-aminomorpholine with functionally substituted benzaldehydes and 4-pyridinaldehyde in isopropyl alcohol leads to the formation of corresponding hydrazones. The structure of the synthesized compounds was studied by (1)H and (13)C NMR spectroscopy methods, including the COSY ((1)H-(1)H), HMQC ((1)H-(13)C) and HMBC ((1)H-(13)C) methodologies. The values of chemical shifts, multiplicity, and integral intensity of (1)H and (13)C signals in one-dimensional NMR spectra were determined. The COSY ((1)H-(1)H), HMQC ((1)H-(13)C), and HMBC ((1)H-(13)C) results revealed homo- and heteronuclear interactions, confirming the structure of the studied compounds. The antiviral, cytotoxic, and antimicrobial activity of some synthesized hydrazones were investigated. It is shown that 2-((morpholinoimino)methyl)benzoic acid has a pronounced viral inhibitory property, comparable in its activity to commercial drugs Tamiflu and Remantadine. A docking study was performed using the influenza virus protein models (1930 Swine H1 Hemagglutinin and Neuraminidase of 1918 H1N1 strain). The potential binding sites that are complementary with 2-((morpholinoimino)methyl)benzoic acid were found.