KFU. Card publication. The pH-responsive calix[4]resorcinarene-mPEG conjugates bearing acylhydrazone bonds: Synthesis and study of the potential as supramolecular drug delivery systems

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THE PH-RESPONSIVE CALIX[4]RESORCINARENE-MPEG CONJUGATES BEARING ACYLHYDRAZONE BONDS: SYNTHESIS AND STUDY OF THE POTENTIAL AS SUPRAMOLECULAR DRUG DELIVERY SYSTEMS

Form of presentation

Articles in international journals and collections

Year of publication

2020

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Authors, employees of KFU

Antipin Igor Sergeevich, author

Gubaydullin Aydar Timergalievich, author

Morozova Yuliya Ernestovna, author

Shalaeva Yana Viktorovna, author

Other authors

Babaev Vasiliy Mikhaylovich, author

Bazanova Olga Borisovna, author

Voloshina Aleksandra Dmitrievna, author

Kadirov Marsil Kakhirovich, author

Nizameev Irek Rashatovich, author

Sapunova Anastasiya Sergeevna, author

Syakaev Viktor Vasilevich, author

Authors, postgraduates KFU

Shumatbaeva Alina Marselovna, postgraduate kfu

Bibliographic description in the original language

Shumatbaeva A.M., The pH-responsive calix[4]resorcinarene-mPEG conjugates bearing acylhydrazone bonds: Synthesis and study of the potential as supramolecular drug delivery systems. / Shumatbaeva A.M., Morozova Ju.E., Syakaev V.V., Shalaeva Ya.V., Sapunova A.S., Voloshina A.D., Gubaidullin A.T., Bazanova O.B., Babaev V.M., Nizameev I.R., Kadirov M.K., Antipin I.S. // Colloid Surf., A. - 2020. – V.589. – 124453. DOI: 10.1016/j.colsurfa.2020.124453

Annotation

The synthesis of new conjugates of calix[4]resorcinarenes and methoxy-PEG via acylhydrazone bonds and their study in the formation of pH-sensitive low-toxic supramolecular drug delivery systems have described. The syntheses have been performed on the base of two calix[4]resorcinarenes in chair and boat conformations to obtain the dendrimer-like and amphiphilic conjugates, respectively. The structures of the conjugates have been conﬁrmed by 1H, 13C NMR, and FT-IR spectroscopy, Maldi-TOF mass spectroscopy, and SLS method. The self- association of both amphiphilic and dendrimer-like conjugates has been found (NMR FT-PGSE, ﬂuorimetry, DLS and TEM methods). The hydrolysis of the conjugates at pH 5.5 (proved by 1H NMR and FT-IR spectroscopy, DLS method) lead to the improved release of the conjugate-encapsulated Dox. The low hemolytic activity and low cytotoxicity against Chang liver cells of the conjugates and products of their hydrolysis have been demonstrated. Meanwhile, the improved cytotoxicity and photodynamic activity of conjugates-encapsulated drugs (Dox and Methylene Blue, respectively) has been found in vitro. The results have indicated the potential using of the calix [4]resorcinarene-mPEG conjugates bearing acylhydrazone bonds as supramolecular drug delivery systems.

Keywords

Calix[4]resorcinarene, PEG, acylhydrazone, self-association, cytotoxicity, in vitro PDT eﬀect

The name of the journal

Colloids and Surfaces A: Physicochemical and Engineering Aspects

URL

https://www.sciencedirect.com/science/article/pii/S0927775720300455

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

https://repository.kpfu.ru/eng/?p_id=241495&p_lang=2

Full metadata record

Field DC	Value	Language
dc.contributor.author	Antipin Igor Sergeevich	ru_RU
dc.contributor.author	Gubaydullin Aydar Timergalievich	ru_RU
dc.contributor.author	Morozova Yuliya Ernestovna	ru_RU
dc.contributor.author	Shalaeva Yana Viktorovna	ru_RU
dc.contributor.author	Babaev Vasiliy Mikhaylovich	ru_RU
dc.contributor.author	Bazanova Olga Borisovna	ru_RU
dc.contributor.author	Voloshina Aleksandra Dmitrievna	ru_RU
dc.contributor.author	Kadirov Marsil Kakhirovich	ru_RU
dc.contributor.author	Nizameev Irek Rashatovich	ru_RU
dc.contributor.author	Sapunova Anastasiya Sergeevna	ru_RU
dc.contributor.author	Syakaev Viktor Vasilevich	ru_RU
dc.contributor.author	Shumatbaeva Alina Marselovna	ru_RU
dc.date.accessioned	2020-01-01T00:00:00Z	ru_RU
dc.date.available	2020-01-01T00:00:00Z	ru_RU
dc.date.issued	2020	ru_RU
dc.identifier.citation	Shumatbaeva A.M., The pH-responsive calix[4]resorcinarene-mPEG conjugates bearing acylhydrazone bonds: Synthesis and study of the potential as supramolecular drug delivery systems. / Shumatbaeva A.M., Morozova Ju.E., Syakaev V.V., Shalaeva Ya.V., Sapunova A.S., Voloshina A.D., Gubaidullin A.T., Bazanova O.B., Babaev V.M., Nizameev I.R., Kadirov M.K., Antipin I.S. // Colloid Surf., A. - 2020. – V.589. – 124453. DOI: 10.1016/j.colsurfa.2020.124453	ru_RU
dc.identifier.uri	https://repository.kpfu.ru/eng/?p_id=241495&p_lang=2	ru_RU
dc.description.abstract	Colloids and Surfaces A: Physicochemical and Engineering Aspects	ru_RU
dc.description.abstract	The synthesis of new conjugates of calix[4]resorcinarenes and methoxy-PEG via acylhydrazone bonds and their study in the formation of pH-sensitive low-toxic supramolecular drug delivery systems have described. The syntheses have been performed on the base of two calix[4]resorcinarenes in chair and boat conformations to obtain the dendrimer-like and amphiphilic conjugates, respectively. The structures of the conjugates have been conﬁrmed by 1H, 13C NMR, and FT-IR spectroscopy, Maldi-TOF mass spectroscopy, and SLS method. The self- association of both amphiphilic and dendrimer-like conjugates has been found (NMR FT-PGSE, ﬂuorimetry, DLS and TEM methods). The hydrolysis of the conjugates at pH 5.5 (proved by 1H NMR and FT-IR spectroscopy, DLS method) lead to the improved release of the conjugate-encapsulated Dox. The low hemolytic activity and low cytotoxicity against Chang liver cells of the conjugates and products of their hydrolysis have been demonstrated. Meanwhile, the improved cytotoxicity and photodynamic activity of conjugates-encapsulated drugs (Dox and Methylene Blue, respectively) has been found in vitro. The results have indicated the potential using of the calix [4]resorcinarene-mPEG conjugates bearing acylhydrazone bonds as supramolecular drug delivery systems.	ru_RU
dc.language.iso	ru	ru_RU
dc.subject	Calix[4]resorcinarene	ru_RU
dc.subject	PEG	ru_RU
dc.subject	acylhydrazone	ru_RU
dc.subject	self-association	ru_RU
dc.subject	cytotoxicity	ru_RU
dc.subject	in vitro PDT eﬀect	ru_RU
dc.title	The pH-responsive calix[4]resorcinarene-mPEG conjugates bearing acylhydrazone bonds: Synthesis and study of the potential as supramolecular drug delivery systems	ru_RU
dc.type	Articles in international journals and collections	ru_RU