KFU. Card publication. Ammonium catecholaldehydes as multifunctional bioactive agents: Evaluating antimicrobial, antioxidant, and antiplatelet activity

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AMMONIUM CATECHOLALDEHYDES AS MULTIFUNCTIONAL BIOACTIVE AGENTS: EVALUATING ANTIMICROBIAL, ANTIOXIDANT, AND ANTIPLATELET ACTIVITY

Form of presentation

Articles in international journals and collections

Year of publication

2025

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Authors, employees of KFU

Bogdanov Andrey Vladimirovich, author

Ziyatdinova Guzel Kamilevna, author

Other authors

Yi Wang , author

Arsenev Maksim , author

Bukharov Sergey , author

Voloshina Aleksandra , author

Zhiganshina Elnara , author

Kuzovlev Artem , author

Lyubina Anna , author

Samorodov Aleksandra , author

Tagasheva Roza , author

Civileva Olga , author

Bibliographic description in the original language

Bogdanov, A.V. Ammonium catecholaldehydes as multifunctional bioactive agents: Evaluating antimicrobial, antioxidant, and antiplatelet activity / A.V. Bogdanov, R.G. Tagasheva, A. Voloshina, A. Lyubina, O. Tsivileva, A.N. Kuzovlev, W. Yi, A.V. Samorodov, G.K. Ziyatdinova, E.R. Zhiganshina, M.V. Arsenyev, S.V. Bukharov // Int. J. Mol. Sci. – 2025. – V. 26. – � 16. – Art. 7866.

Annotation

A wide range of water-soluble quaternary ammonium acylhydrazones based on catecholaldehyde were synthesized and characterized using NMR, IR spectroscopy, and elemental analysis. The total antioxidant capacity of the acylhydrazones discussed herein was estimated via coulometric titration with electrogenerated bromine. Pyridinium derivatives 11a–e exhibited the highest antioxidant capacity. Quaternary ammonium acylhydrazones demonstrated high antimicrobial activity against Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus strains. Furthermore, low hemo- and cytotoxicity and the absence of a negative effect on the hemostatic system were confirmed for the studied compounds. According to the results of a CV test, the antimicrobial effect of the most active acylhydrazones, namely, 9a, 10b, 10c, and 11a, is associated with the destruction of the bacterial cell wall. High or moderate activity against phytopathogens of bacterial origin was observed for all the acylhydrazones evaluated. Anti-aggregation activity was observed for compound 10b; the extent was 1.6-fold greater than that exhibited by acetylsalicylic acid. On the contrary, compound 9d exhibited a pro-aggregant effect (with a 6.3% increase in platelet aggregation and a >15% decrease in the latent period compared to the control). Thus, the data obtained can be considered the basis for further pharmaceutical development of these effective drugs with antithrombotic and hemostatic potential.

Keywords

Hydrazones, ammonium salts, catechols, antioxidants, phytopathogens, antimicrobial activity

The name of the journal

INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES

URL

https://www.scopus.com/inward/record.uri?eid=2-s2.0-105014435627&doi=10.3390%2Fijms26167866&partnerID=40&md5=a2dbf0836bcfb420b54bfc3a885ec5ab

Please use this ID to quote from or refer to the card

https://repository.kpfu.ru/eng/?p_id=317541&p_lang=2

Full metadata record

Field DC	Value	Language
dc.contributor.author	Bogdanov Andrey Vladimirovich	ru_RU
dc.contributor.author	Ziyatdinova Guzel Kamilevna	ru_RU
dc.contributor.author	Yi Wang	ru_RU
dc.contributor.author	Arsenev Maksim	ru_RU
dc.contributor.author	Bukharov Sergey	ru_RU
dc.contributor.author	Voloshina Aleksandra	ru_RU
dc.contributor.author	Zhiganshina Elnara	ru_RU
dc.contributor.author	Kuzovlev Artem	ru_RU
dc.contributor.author	Lyubina Anna	ru_RU
dc.contributor.author	Samorodov Aleksandra	ru_RU
dc.contributor.author	Tagasheva Roza	ru_RU
dc.contributor.author	Civileva Olga	ru_RU
dc.date.accessioned	2025-01-01T00:00:00Z	ru_RU
dc.date.available	2025-01-01T00:00:00Z	ru_RU
dc.date.issued	2025	ru_RU
dc.identifier.citation	Bogdanov, A.V. Ammonium catecholaldehydes as multifunctional bioactive agents: Evaluating antimicrobial, antioxidant, and antiplatelet activity / A.V. Bogdanov, R.G. Tagasheva, A. Voloshina, A. Lyubina, O. Tsivileva, A.N. Kuzovlev, W. Yi, A.V. Samorodov, G.K. Ziyatdinova, E.R. Zhiganshina, M.V. Arsenyev, S.V. Bukharov // Int. J. Mol. Sci. – 2025. – V. 26. – � 16. – Art. 7866.	ru_RU
dc.identifier.uri	https://repository.kpfu.ru/eng/?p_id=317541&p_lang=2	ru_RU
dc.description.abstract	INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES	ru_RU
dc.description.abstract	A wide range of water-soluble quaternary ammonium acylhydrazones based on catecholaldehyde were synthesized and characterized using NMR, IR spectroscopy, and elemental analysis. The total antioxidant capacity of the acylhydrazones discussed herein was estimated via coulometric titration with electrogenerated bromine. Pyridinium derivatives 11a–e exhibited the highest antioxidant capacity. Quaternary ammonium acylhydrazones demonstrated high antimicrobial activity against Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus strains. Furthermore, low hemo- and cytotoxicity and the absence of a negative effect on the hemostatic system were confirmed for the studied compounds. According to the results of a CV test, the antimicrobial effect of the most active acylhydrazones, namely, 9a, 10b, 10c, and 11a, is associated with the destruction of the bacterial cell wall. High or moderate activity against phytopathogens of bacterial origin was observed for all the acylhydrazones evaluated. Anti-aggregation activity was observed for compound 10b; the extent was 1.6-fold greater than that exhibited by acetylsalicylic acid. On the contrary, compound 9d exhibited a pro-aggregant effect (with a 6.3% increase in platelet aggregation and a >15% decrease in the latent period compared to the control). Thus, the data obtained can be considered the basis for further pharmaceutical development of these effective drugs with antithrombotic and hemostatic potential.	ru_RU
dc.language.iso	ru	ru_RU
dc.subject	Hydrazones	ru_RU
dc.subject	ammonium salts	ru_RU
dc.subject	catechols	ru_RU
dc.subject	antioxidants	ru_RU
dc.subject	phytopathogens	ru_RU
dc.subject	antimicrobial activity	ru_RU
dc.title	Ammonium catecholaldehydes as multifunctional bioactive agents: Evaluating antimicrobial, antioxidant, and antiplatelet activity	ru_RU
dc.type	Articles in international journals and collections	ru_RU