Iron-based compounds coordinated with phospho-polymers as biocompatible probes for dual


Journal

Scientific reports
ISSN: 2045-2322
Titre abrégé: Sci Rep
Pays: England
ID NLM: 101563288

Informations de publication

Date de publication:
15 Feb 2024
Historique:
received: 29 11 2023
accepted: 09 02 2024
medline: 16 2 2024
pubmed: 16 2 2024
entrez: 15 2 2024
Statut: epublish

Résumé

In this work, we present the synthesis and evaluation of magnetic resonance (MR) properties of novel phosphorus/iron-containing probes for dual

Identifiants

pubmed: 38360883
doi: 10.1038/s41598-024-54158-x
pii: 10.1038/s41598-024-54158-x
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

3847

Subventions

Organisme : Grantová Agentura, Univerzita Karlova
ID : 271723
Organisme : Ministerstvo Zdravotnictví Ceské Republiky
ID : NU20-08-00095
Organisme : National Institute for Research of Metabolic and Cardiovascular Diseases
ID : Programme EXCELES
Organisme : National Institute for Research of Metabolic and Cardiovascular Diseases
ID : LX22NPO5104

Informations de copyright

© 2024. The Author(s).

Références

Jirák, D. & Vítek, F. Basics of Medical Physics (Karolinum Press, 2017).
Wahsner, J., Gale, E. M., Rodriguez-Rodriguez, A. & Caravan, P. Chemistry of MRI contrast agents: Current challenges and new frontiers. Chem. Rev. 119, 957–1057. https://doi.org/10.1021/acs.chemrev.8b00363 (2019).
doi: 10.1021/acs.chemrev.8b00363 pubmed: 30350585
Fatima, A. et al. Recent advances in gadolinium based contrast agents for bioimaging applications. Nanomaterials (Basel) https://doi.org/10.3390/nano11092449 (2021).
doi: 10.3390/nano11092449 pubmed: 34947679 pmcid: 8308169
Rogosnitzky, M. & Branch, S. Gadolinium-based contrast agent toxicity: A review of known and proposed mechanisms. Biometals 29, 365–376. https://doi.org/10.1007/s10534-016-9931-7 (2016).
doi: 10.1007/s10534-016-9931-7 pubmed: 27053146 pmcid: 4879157
Dulinska-Litewka, J. et al. Superparamagnetic iron oxide nanoparticles-current and prospective medical applications. Materials (Basel) https://doi.org/10.3390/ma12040617 (2019).
doi: 10.3390/ma12040617 pubmed: 30791358
Saudek, F. et al. Magnetic resonance imaging of pancreatic islets transplanted into the liver in humans. Transplantation 90, 1602–1606. https://doi.org/10.1097/TP.0b013e3181ffba5e (2010).
doi: 10.1097/TP.0b013e3181ffba5e pubmed: 21197715
Patil, S., Jirák, D., Saudek, F., Hájek, M. & Scheffler, K. Positive contrast visualization of SPIO-labeled pancreatic islets using echo-dephased steady-state free precession. Eur. Radiol. 21, 214–220. https://doi.org/10.1007/s00330-010-1909-1 (2011).
doi: 10.1007/s00330-010-1909-1 pubmed: 20683599
Deligianni, X. et al. In vivo visualization of cells labeled with superparamagnetic iron oxides by a sub-millisecond gradient echo sequence. Magn. Reson. Mater. Phys. 27, 329–337. https://doi.org/10.1007/s10334-013-0422-3 (2014).
doi: 10.1007/s10334-013-0422-3
Babic, M. et al. Poly(L-lysine)-modified iron oxide nanoparticles for stem cell labeling. Bioconjug. Chem. 19, 740–750. https://doi.org/10.1021/bc700410z (2008).
doi: 10.1021/bc700410z pubmed: 18288791
Wang, R. et al. A class of water-soluble Fe(iii) coordination complexes as T
doi: 10.1039/d0tb02716b pubmed: 33595044
Palagi, L. et al. Fe(deferasirox): An Iron(III)-based magnetic resonance imaging T
doi: 10.1021/jacs.1c04963 pubmed: 34432442
Marasini, R., Rayamajhi, S., Moreno-Sanchez, A. & Aryal, S. Iron(iii) chelated paramagnetic polymeric nanoparticle formulation as a next-generation T
doi: 10.1039/d1ra05544e pubmed: 35495502 pmcid: 9041822
Hu, R. et al. X-nuclei imaging: Current state, technical challenges, and future directions. J. Magn. Reson. Imaging 51, 355–376. https://doi.org/10.1002/jmri.26780 (2020).
doi: 10.1002/jmri.26780 pubmed: 31102340
Liu, Y. C., Gu, Y. N. & Yu, X. Assessing tissue metabolism by phosphorous-31 magnetic resonance spectroscopy and imaging: A methodology review. Quant. Imaging Med. Surg. 7, 707–726. https://doi.org/10.21037/qims.2017.11.03 (2017).
doi: 10.21037/qims.2017.11.03 pubmed: 29312876 pmcid: 5756783
Neeman, M., Rushkin, E., Kaye, A. M. & Degani, H. 31P-NMR studies of phosphate transfer rates in T47D human breast cancer cells. Biochim. Biophys. Acta 930, 179–192. https://doi.org/10.1016/0167-4889(87)90030-9 (1987).
doi: 10.1016/0167-4889(87)90030-9 pubmed: 3620515
Levine, S. R. et al. Human focal cerebral ischemia: Evaluation of brain pH and energy metabolism with P-31 NMR spectroscopy. Radiology 185, 537–544. https://doi.org/10.1148/radiology.185.2.1410369 (1992).
doi: 10.1148/radiology.185.2.1410369 pubmed: 1410369
Kracikova, L. et al. Phosphorus-containing polymers as sensitive biocompatible probes for (31)P magnetic resonance. Molecules https://doi.org/10.3390/molecules28052334 (2023).
doi: 10.3390/molecules28052334 pubmed: 36903579 pmcid: 10005191
Kracikova, L. et al. Phosphorus-containing polymeric Zwitterion: A pioneering bioresponsive probe for (31) P-magnetic resonance imaging. Macromol. Biosci. 22, e2100523. https://doi.org/10.1002/mabi.202100523 (2022).
doi: 10.1002/mabi.202100523 pubmed: 35246950
Ziolkowska, N., Vit, M., Laga, R. & Jirak, D. Iron-doped calcium phytate nanoparticles as a bio-responsive contrast agent in (1)H/(31)P magnetic resonance imaging. Sci. Rep. 12, 2118. https://doi.org/10.1038/s41598-022-06125-7 (2022).
doi: 10.1038/s41598-022-06125-7 pubmed: 35136162 pmcid: 8826874
Pechrova, Z., Lobaz, V., Konefał, M., Konefał, R. & Hruby, M. Colloidal probe based on iron(III)-doped calcium phytate nanoparticles for 31P NMR monitoring of bacterial siderophores. Colloid Interface Sci. Commun. 42, 100427. https://doi.org/10.1016/j.colcom.2021.100427 (2021).
doi: 10.1016/j.colcom.2021.100427
Andrianov, A. K. Water-soluble polyphosphazenes for biomedical applications. J. Inorg. Organomet. Polym. Mater. 16, 397–406. https://doi.org/10.1007/s10904-006-9065-4 (2006).
doi: 10.1007/s10904-006-9065-4
Pelosi, C., Tinè, M. R. & Wurm, F. R. Main-chain water-soluble polyphosphoesters: Multi-functional polymers as degradable PEG-alternatives for biomedical applications. Eur. Polym. J. https://doi.org/10.1016/j.eurpolymj.2020.110079 (2020).
doi: 10.1016/j.eurpolymj.2020.110079
Kojima, C. et al. Different antifouling effects of random and block copolymers comprising 2-methacryloyloxyethyl phosphorylcholine and dodecyl methacrylate. Eur. Polym. J. https://doi.org/10.1016/j.eurpolymj.2020.109932 (2020).
doi: 10.1016/j.eurpolymj.2020.109932
Goda, T., Ishihara, K. & Miyahara, Y. Critical update on 2-methacryloyloxyethyl phosphorylcholine (MPC) polymer science. J. Appl. Polym. Sci. https://doi.org/10.1002/app.41766 (2015).
doi: 10.1002/app.41766
Subr, V. & Ulbrich, K. Synthesis and properties of new N-(2-hydroxypropyl)-methacrylamide copolymers containing thiazolidine-2-thione reactive groups. React. Funct. Polym. 66, 1525–1538. https://doi.org/10.1016/j.reactfunctpolym.2006.05.002 (2006).
doi: 10.1016/j.reactfunctpolym.2006.05.002
Subr, V., Kostka, L., Strohalm, J., Etrych, T. & Ulbrich, K. Synthesis of Well-Defined Semitelechelic Poly[N-(2-hydroxypropyl)methacrylamide] Polymers with Functional Group at the α-End of the Polymer Chain by RAFT Polymerization. Macromolecules 46, 2100–2108. https://doi.org/10.1021/ma400042u (2013).
doi: 10.1021/ma400042u
Kracíková, L. et al. Polymer-colloidal systems as MRI-detectable nanocarriers for peptide vaccine delivery. Eur. Polym. J. https://doi.org/10.1016/j.eurpolymj.2022.111704 (2022).
doi: 10.1016/j.eurpolymj.2022.111704
Maeda, H., Wu, J., Sawa, T., Matsumura, Y. & Hori, K. Tumor vascular permeability and the EPR effect in macromolecular therapeutics: A review. J. Control Release 65, 271–284. https://doi.org/10.1016/s0168-3659(99)00248-5 (2000).
doi: 10.1016/s0168-3659(99)00248-5 pubmed: 10699287
Schupp, T., Waldmeier, U. & Divers, M. Biosynthesis of desferrioxamine-B in Streptomyces-Pilosus—Evidence for the involvement of lysine decarboxylase. Fems Microbiol. Lett. 42, 135–139 (1987).
doi: 10.1111/j.1574-6968.1987.tb02060.x
Evers, A., Hancock, R. D., Martell, A. E. & Motekaitis, R. J. Metal ion recognition in ligands with negatively charged oxygen donor groups. Complexation of iron(III), gallium(III), indium(III), aluminum(III), and other highly charged metal ions. Inorg. Chem. 28, 2189–2195. https://doi.org/10.1021/ic00310a035 (1989).
doi: 10.1021/ic00310a035
Aaseth, J., Crisponi, G. & Andersen, O. Chelation Therapy in the Treatment of Metal Intoxication. Chelation Therapy in the Treatment of Metal Intoxication, 1–371. https://doi.org/10.1016/C2014-0-01302-0 (2016).
Vangijzegem, T. et al. Superparamagnetic iron oxide nanoparticles (SPION): From fundamentals to state-of-the-art innovative applications for cancer therapy. Pharmaceutics https://doi.org/10.3390/pharmaceutics15010236 (2023).
doi: 10.3390/pharmaceutics15010236 pubmed: 36678868 pmcid: 9861355
Babic, M. et al. Poly(N, N-dimethylacrylamide)-coated maghemite nanoparticles for stem cell labeling. Bioconjug. Chem. 20, 283–294. https://doi.org/10.1021/bc800373x (2009).
doi: 10.1021/bc800373x pubmed: 19238690
Laurent, S. et al. Magnetic iron oxide nanoparticles: Synthesis, stabilization, vectorization, physicochemical characterizations, and biological applications. Chem. Rev. 108, 2064–2110. https://doi.org/10.1021/cr068445e (2008).
doi: 10.1021/cr068445e pubmed: 18543879
Pollert, E. et al. Magnetic poly(glycidyl methacrylate) microspheres containing maghemite prepared by emulsion polymerization. J. Magn. Magn. Mater. 306, 241–247. https://doi.org/10.1016/j.jmmm.2006.03.069 (2006).
doi: 10.1016/j.jmmm.2006.03.069
Reimer, P. & Balzer, T. Ferucarbotran (Resovist): A new clinically approved RES-specific contrast agent for contrast-enhanced MRI of the liver: Properties, clinical development, and applications. Eur. Radiol. 13, 1266–1276. https://doi.org/10.1007/s00330-002-1721-7 (2003).
doi: 10.1007/s00330-002-1721-7 pubmed: 12764641
Alzola-Aldamizetxebarria, S., Fernandez-Mendez, L., Padro, D., Ruiz-Cabello, J. & Ramos-Cabrer, P. A comprehensive introduction to magnetic resonance imaging relaxometry and contrast agents. ACS Omega 7, 36905–36917. https://doi.org/10.1021/acsomega.2c03549 (2022).
doi: 10.1021/acsomega.2c03549 pubmed: 36312407 pmcid: 9609087
Huh, Y. M. et al. In vivo magnetic resonance detection of cancer by using multifunctional magnetic nanocrystals. J. Am. Chem. Soc. 127, 12387–12391. https://doi.org/10.1021/ja052337c (2005).
doi: 10.1021/ja052337c pubmed: 16131220
Gossuin, Y., Gillis, P., Hocq, A., Vuong, Q. L. & Roch, A. Magnetic resonance relaxation properties of superparamagnetic particles. Wires Nanomed. Nanobiotechnol. 1, 299–310. https://doi.org/10.1002/wnan.36 (2009).
doi: 10.1002/wnan.36

Auteurs

Lucie Kracíková (L)

Institute of Macromolecular Chemistry, Czech Academy of Sciences, Heyrovského nám. 2, 162 00, Prague 6, Czech Republic.
Faculty of Chemical Technology, University of Chemistry and Technology, Prague, Technická 5, 166 28, Prague 6, Czech Republic.

Ladislav Androvič (L)

Institute of Macromolecular Chemistry, Czech Academy of Sciences, Heyrovského nám. 2, 162 00, Prague 6, Czech Republic.

David Červený (D)

Institute for Clinical and Experimental Medicine, Vídeňská 1958/9, 140 21, Prague 4, Czech Republic.
Institute of Biophysics and Informatics, First Faculty of Medicine, Charles University, Kateřinská 1660/32, 121 08, Prague, Czech Republic.

Natalia Jirát-Ziółkowska (N)

Institute for Clinical and Experimental Medicine, Vídeňská 1958/9, 140 21, Prague 4, Czech Republic.
Institute of Biophysics and Informatics, First Faculty of Medicine, Charles University, Kateřinská 1660/32, 121 08, Prague, Czech Republic.

Michal Babič (M)

Institute of Macromolecular Chemistry, Czech Academy of Sciences, Heyrovského nám. 2, 162 00, Prague 6, Czech Republic.

Monika Švábová (M)

Institute of Macromolecular Chemistry, Czech Academy of Sciences, Heyrovského nám. 2, 162 00, Prague 6, Czech Republic.

Daniel Jirák (D)

Institute for Clinical and Experimental Medicine, Vídeňská 1958/9, 140 21, Prague 4, Czech Republic. daniel.jirak@ikem.cz.
Faculty of Health Studies, Technical University of Liberec, Studentská 1402/2, 46117, Liberec, Czech Republic. daniel.jirak@ikem.cz.

Richard Laga (R)

Institute of Macromolecular Chemistry, Czech Academy of Sciences, Heyrovského nám. 2, 162 00, Prague 6, Czech Republic. laga@imc.cas.cz.

Classifications MeSH