Biological Activity Evaluation of Phenolic Isatin-3-Hydrazones Containing a Quaternary Ammonium Center of Various Structures
Neganova M. Aleksandrova Y. Voloshina A. Lyubina A. Appazov N. Yespenbetova S. Valiullina Z. Samorodov A. Bukharov S. Gibadullina E. Tapalova A. Bogdanov A.
October 2024Multidisciplinary Digital Publishing Institute (MDPI)
International Journal of Molecular Sciences
2024#25Issue 20
A series of new isatin-3-hydrazones bearing different ammonium fragments was synthesized by a simple and easy work-up reaction of Girard’s reagents analogs with 1-(3,5-di-tert-butyl-4-hydroxybenzyl)isatin. All derivatives have been shown to have antioxidant properties. In terms of bactericidal activity against gram-positive bacteria, including methicillin-resistant strains of Staphylococcus aureus, the best compounds are 3a, 3e, and 3m, bearing octyl, acetal, and brucine ammonium centers, respectively. In addition, brucine and quinine derivatives 3l, and 3j exhibit platelet antiaggregation activity at the level of acetylsalicylic acid, and this series of isatin derivatives does not adversely affect the hemostasis system as a whole. Thus, all the obtained results can lay the groundwork for future pharmaceutical developments for the creation of effective antibacterial drugs with reduced systemic toxicity due to the presence of antioxidant properties.
antioxidants , cytotoxicity , hemostasis , hydrazones , isatin , quaternary ammonium compounds
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Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Akad. Arbuzov st. 8, Kazan, 420088, Russian Federation
Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, 119991, Russian Federation
Laboratory of Engineering Profile “Physical and Chemical Methods of Analysis”, Korkyt Ata Kyzylorda University, Ayteke bi, Str., 29A, Kyzylorda, 120014, Kazakhstan
“CNEC” LLP, Dariger Ali Lane, 2, Kyzylorda, 120001, Kazakhstan
Department of Pharmacology, Bashkir State Medical University, Lenin st. 8, Ufa, 450008, Russian Federation
Department of Technology of Basic Organic and Petrochemical Synthesis, Kazan National Research Technological University, K. Marx Str. 68, Kazan, 420015, Russian Federation
Arbuzov Institute of Organic and Physical Chemistry
Nesmeyanov Institute of Organoelement Compounds
Laboratory of Engineering Profile “Physical and Chemical Methods of Analysis”
“CNEC” LLP
Department of Pharmacology
Department of Technology of Basic Organic and Petrochemical Synthesis
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