Synthesis and Biological Activity of New Hydrazones Based on N-Aminomorpholine

Autor: Oralgazy A. Nurkenov, Saule B. Zhautikova, Andrei I. Khlebnikov, Ardak K. Syzdykov, Serik D. Fazylov, Tulegen M. Seilkhanov, Saule K. Kabieva, Kobylandy M. Turdybekov, Anel Z. Mendibayeva, Gaziza M. Zhumanazarova
Jazyk: angličtina
Rok vydání: 2024
Předmět:
Zdroj: Molecules, Vol 29, Iss 15, p 3606 (2024)
Druh dokumentu: article
ISSN: 1420-3049
DOI: 10.3390/molecules29153606
Popis: 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.
Databáze: Directory of Open Access Journals
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