{Reference Type}: Journal Article
{Title}: Synthesis and Biological Activity of New Hydrazones Based on N-Aminomorpholine.
{Author}: Nurkenov OA;Zhautikova SB;Khlebnikov AI;Syzdykov AK;Fazylov SD;Seilkhanov TM;Kabieva SK;Turdybekov KM;Mendibayeva AZ;Zhumanazarova GM;
{Journal}: Molecules
{Volume}: 29
{Issue}: 15
{Year}: 2024 Jul 30
{Factor}: 4.927
{DOI}: 10.3390/molecules29153606
{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 1H and 13C NMR spectroscopy methods, including the COSY (1H-1H), HMQC (1H-13C) and HMBC (1H-13C) methodologies. The values of chemical shifts, multiplicity, and integral intensity of 1H and 13C signals in one-dimensional NMR spectra were determined. The COSY (1H-1H), HMQC (1H-13C), and HMBC (1H-13C) 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.