The pH-responsive calix[4]resorcinarene-mPEG conjugates bearing acylhydrazone bonds: Synthesis and study of the potential as supramolecular drug delivery systems
Alina M Ermakova
1
,
Julia Morozova
1
,
Yana V Shalaeva
1
,
Anastasia S Sapunova
1
,
A. D. Voloshina
1
,
Olga B Bazanova
1
,
Vasiliy M Babaev
1
,
I. R. Nizameev
2
,
Publication type: Journal Article
Publication date: 2020-02-01
scimago Q1
wos Q2
SJR: 0.944
CiteScore: 9.6
Impact factor: 5.4
ISSN: 09277757, 18734359
Colloid and Surface Chemistry
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.
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Total citations:
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Citations from 2024:
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Ermakova A. M. et al. The pH-responsive calix[4]resorcinarene-mPEG conjugates bearing acylhydrazone bonds: Synthesis and study of the potential as supramolecular drug delivery systems // Colloids and Surfaces A: Physicochemical and Engineering Aspects. 2020. Vol. 589. p. 124453.
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Ermakova A. M., Morozova J., Syakaev V. V., Shalaeva Y. 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. The pH-responsive calix[4]resorcinarene-mPEG conjugates bearing acylhydrazone bonds: Synthesis and study of the potential as supramolecular drug delivery systems // Colloids and Surfaces A: Physicochemical and Engineering Aspects. 2020. Vol. 589. p. 124453.
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TY - JOUR
DO - 10.1016/j.colsurfa.2020.124453
UR - https://doi.org/10.1016/j.colsurfa.2020.124453
TI - The pH-responsive calix[4]resorcinarene-mPEG conjugates bearing acylhydrazone bonds: Synthesis and study of the potential as supramolecular drug delivery systems
T2 - Colloids and Surfaces A: Physicochemical and Engineering Aspects
AU - Ermakova, Alina M
AU - Morozova, Julia
AU - Syakaev, Victor V.
AU - Shalaeva, Yana V
AU - Sapunova, Anastasia S
AU - Voloshina, A. D.
AU - Gubaidullin, Aidar T.
AU - Bazanova, Olga B
AU - Babaev, Vasiliy M
AU - Nizameev, I. R.
AU - Kadirov, Marsil K.
AU - Antipin, I. S.
PY - 2020
DA - 2020/02/01
PB - Elsevier
SP - 124453
VL - 589
SN - 0927-7757
SN - 1873-4359
ER -
Cite this
BibTex (up to 50 authors)
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@article{2020_Ermakova,
author = {Alina M Ermakova and Julia Morozova and Victor V. Syakaev and Yana V Shalaeva and Anastasia S Sapunova and A. D. Voloshina and Aidar T. Gubaidullin and Olga B Bazanova and Vasiliy M Babaev and I. R. Nizameev and Marsil K. Kadirov and I. S. Antipin},
title = {The pH-responsive calix[4]resorcinarene-mPEG conjugates bearing acylhydrazone bonds: Synthesis and study of the potential as supramolecular drug delivery systems},
journal = {Colloids and Surfaces A: Physicochemical and Engineering Aspects},
year = {2020},
volume = {589},
publisher = {Elsevier},
month = {feb},
url = {https://doi.org/10.1016/j.colsurfa.2020.124453},
pages = {124453},
doi = {10.1016/j.colsurfa.2020.124453}
}