Morphology of the Micelles Formed by a Comb-Like PEG-Containing Copolymer Loaded with Antitumor Substances with Different Water Solubilities
DOI:
https://doi.org/10.15407/ujpe65.8.670Keywords:
small-angle X-ray scattering, micelle morphology, hydrophobic/hydrophilic drugs, polymer-drug complexesAbstract
The controlled delivery of anticancer drugs is driven by their interaction with carrier molecules. By creating complicated micelle-like complexes, amphiphilic polymers provide an opportunity to load drugs of various kinds. In this work, the interaction of the comb-like PEG-containing polymer poly(VEP-co-GMA)-graft-PEG with the water-soluble antitumor antibiotic doxorubicin and new water-insoluble derivatives of thiozalidinone Les-3883 characterized by a high anticancer efficiency has been studied in aqueous solutions by means of the SAXS, DLS, TEM, and photoluminescence methods. The formation of polymer micelles and their complexes with drugs, as well as their structural changes, is observed. The obtained results give evidence that the mechanism of organization of supramolecular complexes depends on the drug solubility in water. A potential capability of poly(VEP-co-GMA)-graft-PEG to prolong the drug circulation lifetime is confirmed.
References
L. Falzone, S. Salomone, M. Libra. Evolution of cancer pharmacological treatments at the turn of the third millennium. Front. Pharmacol. 9, 1300 (2018). https://doi.org/10.3389/fphar.2018.01300
B. Mansoori, A. Mohammadi, S. Davudian et al. The different mechanisms of cancer drug resistance: A brief review. Adv. Pharm. Bull. 7, 339 (2017). https://doi.org/10.15171/apb.2017.041
J. Dey, R. Ghosh, R. Das Mahapatra. Self-assembly of unconventional low-molecular-mass amphiphiles containing a PEG chain. Langmuir 35, 846 (2018). https://doi.org/10.1021/acs.langmuir.8b00779
Y. Kang, K. Liu, X. Zhang. Supra-amphiphiles: A new bridge between colloidal science and supramolecular chemistry. Langmuir 30, 5989 (2014). https://doi.org/10.1021/la500327s
A. Riabtseva, L.I. Kaberov, L. Noirez et al. Structural characterization of nanoparticles formed by fluorinated poly (2-oxazoline)-based polyphiles. Eur. Polymer. J. 99, 518 (2018). https://doi.org/10.1016/j.eurpolymj.2018.01.007
M.F. Maitz. Applications of synthetic polymers in clinical medicine. Biosurf. Biotribol. 1, 161 (2015). https://doi.org/10.1016/j.bsbt.2015.08.002
A. Riabtseva, N. Mitina, I. Grytsyna et al. Functional micelles formed by branched polymeric surfactants: Synthesis, characteristics, and application as nanoreactors and carriers. Eur. Polym. J. 75, 406 (2016). https://doi.org/10.1016/j.eurpolymj.2016.01.006
S. Imai, M. Takenaka, M. Sawamoto et al. Self-sorting of amphiphilic copolymers for self-assembled materials in water: polymers can recognize themselves. J. Am. Chem. Soc. 141, 511 (2018). https://doi.org/10.1021/jacs.8b11364
S.S. Kulthe, Y.M. Choudhari, N.N. Inamdar et al. Polymeric micelles: authoritative aspects for drug delivery. Des. Monomer. Polymer. 15, 465 (2012). https://doi.org/10.1080/1385772X.2012.688328
Y. Zhang, Y. Huang, S. Li. Polymeric micelles: nanocarriers for cancer-targeted drug delivery. AAPS Pharmscitech. 15, 862 (2014). https://doi.org/10.1208/s12249-014-0113-z
A. Riabtseva, N. Mitina, N. Boiko et al. Structural and colloidal-chemical characteristics of nanosized drug delivery systems based on pegylated comb-like carriers. Chem. Chem. Technol. 6, 291 (2012). https://doi.org/10.23939/chcht06.03.291
R. Murali, P. Vidhya, P. Thanikaivelan. Thermoresponsive magnetic nanoparticle-aminated guar gum hydrogel system for sustained release of doxorubicin hydrochloride. Carbohydr. Polymer. 110, 440 (2014). https://doi.org/10.1016/j.carbpol.2014.04.076
L. Kobylinska, N. Boiko, R. Panchuk et al. Putative anti-cancer potential of novel 4-thiazolidinone derivatives: cytotoxicity towards rat C6 glioma in vitro and correlation of general toxicity with balance of free radical oxidation in rats. Carbohydr. Polymer. J. 57, 151 (2016). https://doi.org/10.3325/cmj.2016.57.151
L. Kobylinska, I. Ivasechko, N. Skorokhyd et al. Enhanced proapoptotic effects of water dispersed complexes of 4-thiazolidinone-based chemotherapeutics with a pegcontaining polymeric nanocarrier. Nanoscale Res. Lett. 14, 144 (2019). https://doi.org/10.1186/s11671-019-2945-7
L. Kobylinska, I. Patereha, N. Finiuk et al. Comb-like PEG-containing polymeric composition as low toxic drug nanocarrier. Cancer Nanotechnol. 9, 1 (2018). https://doi.org/10.1186/s12645-018-0045-5
V.I. Petrenko, M.V. Avdeev, L. Almasy et al. Interaction of mono-carboxylic acids in benzene studied by small-angle neutron scattering. Colloids Surf. A 337, 91 (2009). https://doi.org/10.1016/j.colsurfa.2008.12.001
M.V. Avdeev, V.L. Aksenov, O.V. Tomchuk et al. The spatial diamond-graphite transition in detonation nanodiamond as revealed by small-angle neutron scattering. J. Phys. Condens. Matter 25, 445001 (2013). https://doi.org/10.1088/0953-8984/25/44/445001
O.V. Tomchuk, L.A. Bulavin, V.L. Aksenov et al. Small-angle scattering from polydisperse particles with diffusive surface. J. Appl. Crystallogr. 47, 642 (2014). https://doi.org/10.1107/S1600576714001216
L. Melnikova, V.I. Petrenko, M.V. Avdeev et al. Effect of iron oxide loading on magnetoferritin structure in solution as revealed by SAXS and SANS. Colloids Surf. B 123, 82 (2014). https://doi.org/10.1016/j.colsurfb.2014.08.032
S.A. Voronov, E.M. Kiselyov, S.S. Minko et al. Structure and reactivity of peroxide monomers. J. Polym. Sci. Pol. Chem. 34, 2507 (1996). https://doi.org/10.1002/(SICI)1099-0518(19960915)34:12<2507::AID-POLA24>3.0.CO;2-B
D. Havrylyuk,. B. Zimenkovsky, O. Vasylenko et al. Synthesis of new 4-thiazolidinone-, pyrazoline-, and isatin-based conjugates with promising antitumor activity. J. Med. Chem. 55, 8630 (2012). https://doi.org/10.1021/jm300789g
Al. Steyermark. Quantitative Organic Microanalysis (Academic Press, 1961) [ISBN: 9780323161367].
N.D. Cheronis, T.S. Ma. Organic Functional Group Analysis by Micro and Semimicro Methods (Interscience, 1964).
D. Franke, A.G. Kikhney, D.I. Svergun et al. Automated acquisition and analysis of small angle X-ray scattering data. Nucl. Instrum Methods A 689, 52 (2012). https://doi.org/10.1016/j.nima.2012.06.008
P.W Schmidt. Use of scattering to determine the fractal dimension. In The Fractal Approach to Heterogeneous Chemistry. Edited by D. Avnir (Wiley, 1989), p. 67.
Downloads
Published
How to Cite
Issue
Section
License
Copyright Agreement
License to Publish the Paper
Kyiv, Ukraine
The corresponding author and the co-authors (hereon referred to as the Author(s)) of the paper being submitted to the Ukrainian Journal of Physics (hereon referred to as the Paper) from one side and the Bogolyubov Institute for Theoretical Physics, National Academy of Sciences of Ukraine, represented by its Director (hereon referred to as the Publisher) from the other side have come to the following Agreement:
1. Subject of the Agreement.
The Author(s) grant(s) the Publisher the free non-exclusive right to use the Paper (of scientific, technical, or any other content) according to the terms and conditions defined by this Agreement.
2. The ways of using the Paper.
2.1. The Author(s) grant(s) the Publisher the right to use the Paper as follows.
2.1.1. To publish the Paper in the Ukrainian Journal of Physics (hereon referred to as the Journal) in original language and translated into English (the copy of the Paper approved by the Author(s) and the Publisher and accepted for publication is a constitutive part of this License Agreement).
2.1.2. To edit, adapt, and correct the Paper by approval of the Author(s).
2.1.3. To translate the Paper in the case when the Paper is written in a language different from that adopted in the Journal.
2.2. If the Author(s) has(ve) an intent to use the Paper in any other way, e.g., to publish the translated version of the Paper (except for the case defined by Section 2.1.3 of this Agreement), to post the full Paper or any its part on the web, to publish the Paper in any other editions, to include the Paper or any its part in other collections, anthologies, encyclopaedias, etc., the Author(s) should get a written permission from the Publisher.
3. License territory.
The Author(s) grant(s) the Publisher the right to use the Paper as regulated by sections 2.1.1–2.1.3 of this Agreement on the territory of Ukraine and to distribute the Paper as indispensable part of the Journal on the territory of Ukraine and other countries by means of subscription, sales, and free transfer to a third party.
4. Duration.
4.1. This Agreement is valid starting from the date of signature and acts for the entire period of the existence of the Journal.
5. Loyalty.
5.1. The Author(s) warrant(s) the Publisher that:
– he/she is the true author (co-author) of the Paper;
– copyright on the Paper was not transferred to any other party;
– the Paper has never been published before and will not be published in any other media before it is published by the Publisher (see also section 2.2);
– the Author(s) do(es) not violate any intellectual property right of other parties. If the Paper includes some materials of other parties, except for citations whose length is regulated by the scientific, informational, or critical character of the Paper, the use of such materials is in compliance with the regulations of the international law and the law of Ukraine.
6. Requisites and signatures of the Parties.
Publisher: Bogolyubov Institute for Theoretical Physics, National Academy of Sciences of Ukraine.
Address: Ukraine, Kyiv, Metrolohichna Str. 14-b.
Author: Electronic signature on behalf and with endorsement of all co-authors.
.png){kind=small}
