KFU. Card publication. Amphiphilic calixresorcinarene associates as eﬀective solubilizing agents for hydrophobic organic acids: construction of nano-aggregates

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AMPHIPHILIC CALIXRESORCINARENE ASSOCIATES AS EﬀECTIVE SOLUBILIZING AGENTS FOR HYDROPHOBIC ORGANIC ACIDS: CONSTRUCTION OF NANO-AGGREGATES

Form of presentation

Articles in international journals and collections

Year of publication

2016

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Authors, employees of KFU

Konovalov Aleksandr Ivanovich, author

Morozova Yuliya Ernestovna, author

Shalaeva Yana Viktorovna, author

Other authors

Voloshina Aleksandra Dmitrievna, author

Kadirov Marsil Kakhirovich, author

Kazakova Ella Khatibovna, author

Nizameev Irek Rashatovich, author

Syakaev Viktor Vasilevich, author

Bibliographic description in the original language

Ju. E. Morozova, Amphiphilic calixresorcinarene associates as eﬀective solubilizing agents for hydrophobic organic acids: construction of nano-aggregates / Ju. E. Morozova, V. V. Syakaev, E. Kh. Kazakova, Ya. V. Shalaeva, I. R. Nizameev, M. K. Kadirov, A. D. Voloshina, V. V. Zobov, A. I. Konovalov. // Soft Matter, 2016, 12, 5590 – 5599.

Annotation

Here we represent the first example of the formation of mixed nanoscale associates, constructed from amphiphilic calixresorcinarenes and hydrophobic carboxylic acids including drugs. The amidoamino-calixresorcinarene self-associates eﬀectively solubilize hydrophobic carboxylic acids – drugs such as naproxen, ibuprofen, ursodeoxycholic acid and aliphatic dodecanoic acid – with the formation of the mixed aggregates with the macrocycle/substrate stoichiometry from 1/1 to 1/7. The ionization of organic acids and the peripheral nitrogen atoms of the macrocycles with the subsequent inclusion of hydrophobic acids into the macrocycle self-associates is the driving force of solubilization. In some cases, this leads to the co-assembly of the macrocycle polydisperse associates into supramolecular monodisperse nanoparticles with the diameter of about 100 nm. The efficiency of drug loading into the nanoparticles is up to 45% and depends on the structure of organic acid.

Keywords

amphiphilic calixresorcinarenes, nanoscale associates, solubilization, hydrophobic drugs

The name of the journal

SOFT MATTER

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

https://repository.kpfu.ru/eng/?p_id=139087&p_lang=2

Full metadata record

Field DC	Value	Language
dc.contributor.author	Konovalov Aleksandr Ivanovich	ru_RU
dc.contributor.author	Morozova Yuliya Ernestovna	ru_RU
dc.contributor.author	Shalaeva Yana Viktorovna	ru_RU
dc.contributor.author	Voloshina Aleksandra Dmitrievna	ru_RU
dc.contributor.author	Kadirov Marsil Kakhirovich	ru_RU
dc.contributor.author	Kazakova Ella Khatibovna	ru_RU
dc.contributor.author	Nizameev Irek Rashatovich	ru_RU
dc.contributor.author	Syakaev Viktor Vasilevich	ru_RU
dc.date.accessioned	2016-01-01T00:00:00Z	ru_RU
dc.date.available	2016-01-01T00:00:00Z	ru_RU
dc.date.issued	2016	ru_RU
dc.identifier.citation	Ju. E. Morozova, Amphiphilic calixresorcinarene associates as eﬀective solubilizing agents for hydrophobic organic acids: construction of nano-aggregates / Ju. E. Morozova, V. V. Syakaev, E. Kh. Kazakova, Ya. V. Shalaeva, I. R. Nizameev, M. K. Kadirov, A. D. Voloshina, V. V. Zobov, A. I. Konovalov. // Soft Matter, 2016, 12, 5590 – 5599.	ru_RU
dc.identifier.uri	https://repository.kpfu.ru/eng/?p_id=139087&p_lang=2	ru_RU
dc.description.abstract	SOFT MATTER	ru_RU
dc.description.abstract	Here we represent the first example of the formation of mixed nanoscale associates, constructed from amphiphilic calixresorcinarenes and hydrophobic carboxylic acids including drugs. The amidoamino-calixresorcinarene self-associates eﬀectively solubilize hydrophobic carboxylic acids – drugs such as naproxen, ibuprofen, ursodeoxycholic acid and aliphatic dodecanoic acid – with the formation of the mixed aggregates with the macrocycle/substrate stoichiometry from 1/1 to 1/7. The ionization of organic acids and the peripheral nitrogen atoms of the macrocycles with the subsequent inclusion of hydrophobic acids into the macrocycle self-associates is the driving force of solubilization. In some cases, this leads to the co-assembly of the macrocycle polydisperse associates into supramolecular monodisperse nanoparticles with the diameter of about 100 nm. The efficiency of drug loading into the nanoparticles is up to 45% and depends on the structure of organic acid.	ru_RU
dc.language.iso	ru	ru_RU
dc.subject	amphiphilic calixresorcinarenes	ru_RU
dc.subject	nanoscale associates	ru_RU
dc.subject	solubilization	ru_RU
dc.subject	hydrophobic drugs	ru_RU
dc.title	Amphiphilic calixresorcinarene associates as eﬀective solubilizing agents for hydrophobic organic acids: construction of nano-aggregates	ru_RU
dc.type	Articles in international journals and collections	ru_RU