KFU. Card publication. N-Methyl-d-glucamine–Calix[4]resorcinarene Conjugates: Self-Assembly and Biological Properties

KAZAN
FEDERAL UNIVERSITY

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N-METHYL-D-GLUCAMINE&NDASH;CALIX[4]RESORCINARENE CONJUGATES: SELF-ASSEMBLY AND BIOLOGICAL PROPERTIES

Form of presentation

Articles in international journals and collections

Year of publication

2019

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Authors, employees of KFU

Ziganshina Albina Yulduzovna, author

Bibliographic description in the original language

R. R. Kashapov, Yu. S. Razuvayeva, A. Y. Ziganshina, R. K. Mukhitova, A. S. Sapunova, A. D. Voloshina, V. V. Syakaev, Sh. K. Latypov, I. R. Nizameev, M. K. Kadirov, L. Y. Zakharova, N-Methyl-d-glucamine–Calix[4]resorcinarene Conjugates: Self-Assembly and Biological Properties, Molecules. – 2019. – 24. – 1939.

Annotation

Deep insight of the toxicity of supramolecular systems based on macrocycles is of fundamental interest because of their importance in biomedical applications. What seems to be most interesting in this perspective is the development of the macrocyclic compounds with biocompatible fragments. Here, calix[4]resorcinarene derivatives containing N-methyl- d-glucamine moieties at the upper rim and different chemical groups at the lower rim were synthesized and investigated. These macrocycles showed a tendency to self-aggregate in aqueous solution, and their self-assembly abilities depend on the structure of the lower rim. The in vitro cytotoxic and antimicrobial activity of the calix[4]resorcinarenes revealed the relationship of biological properties with the ability to aggregate. Compared to macrocycles with methyl groups on the lower rim, calix[4]resorcinarenes with sulfonate groups appear to possess very similar antibacterial properties, but over six times less hemolytic activity. In some ways, this is the first example that reveals the dependence of the observed hemolytic and antibacterial activity on the lipophilicity of the calix[4]arene structure.

Keywords

calixarenes; self-assembly; supramolecular chemistry; cytotoxicity

The name of the journal

Molecules

URL

https://www.mdpi.com/1420-3049/24/10/1939

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

https://repository.kpfu.ru/eng/?p_id=262890&p_lang=2

Full metadata record

Field DC	Value	Language
dc.contributor.author	Ziganshina Albina Yulduzovna	ru_RU
dc.date.accessioned	2019-01-01T00:00:00Z	ru_RU
dc.date.available	2019-01-01T00:00:00Z	ru_RU
dc.date.issued	2019	ru_RU
dc.identifier.citation	R. R. Kashapov, Yu. S. Razuvayeva, A. Y. Ziganshina, R. K. Mukhitova, A. S. Sapunova, A. D. Voloshina, V. V. Syakaev, Sh. K. Latypov, I. R. Nizameev, M. K. Kadirov, L. Y. Zakharova, N-Methyl-d-glucamine–Calix[4]resorcinarene Conjugates: Self-Assembly and Biological Properties, Molecules. – 2019. – 24. – 1939.	ru_RU
dc.identifier.uri	https://repository.kpfu.ru/eng/?p_id=262890&p_lang=2	ru_RU
dc.description.abstract	Molecules	ru_RU
dc.description.abstract	Deep insight of the toxicity of supramolecular systems based on macrocycles is of fundamental interest because of their importance in biomedical applications. What seems to be most interesting in this perspective is the development of the macrocyclic compounds with biocompatible fragments. Here, calix[4]resorcinarene derivatives containing N-methyl- d-glucamine moieties at the upper rim and different chemical groups at the lower rim were synthesized and investigated. These macrocycles showed a tendency to self-aggregate in aqueous solution, and their self-assembly abilities depend on the structure of the lower rim. The in vitro cytotoxic and antimicrobial activity of the calix[4]resorcinarenes revealed the relationship of biological properties with the ability to aggregate. Compared to macrocycles with methyl groups on the lower rim, calix[4]resorcinarenes with sulfonate groups appear to possess very similar antibacterial properties, but over six times less hemolytic activity. In some ways, this is the first example that reveals the dependence of the observed hemolytic and antibacterial activity on the lipophilicity of the calix[4]arene structure.	ru_RU
dc.language.iso	ru	ru_RU
dc.subject		ru_RU
dc.title	N-Methyl-d-glucamine–Calix[4]resorcinarene Conjugates: Self-Assembly and Biological Properties	ru_RU
dc.type	Articles in international journals and collections	ru_RU