Biological Activity Evaluation of Phenolic Isatin-3-Hydrazones Containing a Quaternary Ammonium Center of Various Structures
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-<i>tert</i>-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 <i>Staphylococcus aureus</i>, the best compounds are <b>3a</b>, <b>3e</b>, and <b>3m</b>, bearing octyl, acetal, and brucine ammonium centers, respectively. In addition, brucine and quinine derivatives <b>3l</b>, and <b>3j</b> 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.
Authors
- Anna P. Lyubina (ORCID: https://orcid.org/0000-0002-2816-8142)
- Э. М. Гибадуллина (ORCID: https://orcid.org/0000-0003-2615-9418)
- С. В. Бухаров (ORCID: https://orcid.org/0000-0002-5130-9441)
- Yulia Aleksandrova (ORCID: https://orcid.org/0000-0002-5370-3370)
- Маргарита Е. Неганова (ORCID: https://orcid.org/0000-0001-9346-5920)
- Anipa Tapalova (ORCID: https://orcid.org/0000-0001-7556-2380)
- Александр Владимирович Самородов (ORCID: https://orcid.org/0000-0001-9302-499X)
- Nurbol Appazov (ORCID: https://orcid.org/0000-0001-8765-3386)
- Sholpan Yespenbetova (ORCID: https://orcid.org/0000-0002-6488-6846)
- Alexandra D. Voloshina (ORCID: https://orcid.org/0000-0002-3540-8554)
- Z. А. Valiullina (ORCID: https://orcid.org/0009-0006-9107-0435)
- Andrei V. Bogdanov (ORCID: https://orcid.org/0000-0002-2483-4742)
Institutions
- A. N. Nesmeyanov Institute of Organoelement Compounds (RU)
- Bashkir State Medical University (RU)
- Korkyt Ata Kyzylorda State University (KZ)
- A.E. Arbuzov Institute of Organic and Physical Chemistry (RU)
- Kazan State Technological University (RU)
Publication Details
- Journal
- International Journal of Molecular Sciences
- Published
- 2024-10-17
- DOI
- https://doi.org/10.3390/ijms252011130
- Citations
- 3
- Primary Topic
- Synthesis and biological activity
- Type
- article
- Field-Weighted Citation Impact
- 0.75
Funders
- Ministry of Science and Higher Education of the Russian Federation