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Open AccessArticle

Polycomplexes of Hyaluronic Acid and Borates in a Solid State and Solution: Synthesis, Characterization and Perspectives of Application in Boron Neutron Capture Therapy

1
R&D Center “Suisselle,” CEI3, rue Galilée 6, 1400 Yverdon-les-Bains, Switzerland
2
Institute of Synthetic Polymer Materials, Russian Academy of Sciences, Profsoyuznaya st. 70, 117393 Moscow, Russian
3
Faculty of Medicine, University of Tsukuba, 1-1-1 Tennodai, Tsukuba 305-8575, Japan
4
Institute for Biochemical Physics, Russian Academy of Sciences, Kosygina st. 4, 119334 Moscow, Russian
5
Department of Neurosurgery, Graduate School of Medicine, Yokohama City University, 3-9 Fukuura, Kanazawa, Yokohama 236-0004, Japan
*
Authors to whom correspondence should be addressed.
Polymers 2018, 10(2), 181; https://doi.org/10.3390/polym10020181
Received: 5 January 2018 / Revised: 3 February 2018 / Accepted: 10 February 2018 / Published: 13 February 2018
(This article belongs to the Special Issue Polymer Hybrid Materials)
In this report, we propose a new polyborate fragment synthesis strategy along the whole chain of the polysaccharide hyaluronic acid (HA) to produce boron neutron capture therapy (BNCT) compounds. Under high pressure and deformatory solid-state conditions, polymolecular system formation takes place due to association of phase-specific transition components into a more or less distinct microscopic organization. Fourier transform infrared (FTIR) spectroscopy shows that HA and polyborates form a network of cyclic polychelate complexes. HA acts as a multidentate ligand using carboxylic and hydroxyl proton donor groups to link oxygen atoms in B–O–B bonds and borate-anions B–O(−): O–H···O, O–H···(−)O. With free electron pairs in heteroatoms –O(:)···B, –N(:)···B, HA can act simultaneously as an electron donor. Nuclear magnetic resonance (NMR) with 13C and 1H reveals a preserved complex interaction after both solubilizing and attenuating the HA-polyborate system. Stability of the product in water, low cost, ease of synthesis and scalability of manufacturing indicate that HA-polyborate complexes might have advantages over current chemotherapeutic approaches in creating therapeutic agents for BNCT. View Full-Text
Keywords: hyaluronic acid; borates; solid state synthesis; Fourier transform infrared spectroscopy; nuclear magnetic resonance; boron neutron capture therapy hyaluronic acid; borates; solid state synthesis; Fourier transform infrared spectroscopy; nuclear magnetic resonance; boron neutron capture therapy
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MDPI and ACS Style

Zelenetskii, A.N.; Uspenskii, S.; Zaboronok, A.; Cherkaev, G.; Shchegolihin, A.; Mathis, B.J.; Selyanin, M.; Yamamoto, T.; Matsumura, A. Polycomplexes of Hyaluronic Acid and Borates in a Solid State and Solution: Synthesis, Characterization and Perspectives of Application in Boron Neutron Capture Therapy. Polymers 2018, 10, 181. https://doi.org/10.3390/polym10020181

AMA Style

Zelenetskii AN, Uspenskii S, Zaboronok A, Cherkaev G, Shchegolihin A, Mathis BJ, Selyanin M, Yamamoto T, Matsumura A. Polycomplexes of Hyaluronic Acid and Borates in a Solid State and Solution: Synthesis, Characterization and Perspectives of Application in Boron Neutron Capture Therapy. Polymers. 2018; 10(2):181. https://doi.org/10.3390/polym10020181

Chicago/Turabian Style

Zelenetskii, Alexander N.; Uspenskii, Sergey; Zaboronok, Alexander; Cherkaev, Georgij; Shchegolihin, Alexander; Mathis, Bryan J.; Selyanin, Mikhail; Yamamoto, Tetsuya; Matsumura, Akira. 2018. "Polycomplexes of Hyaluronic Acid and Borates in a Solid State and Solution: Synthesis, Characterization and Perspectives of Application in Boron Neutron Capture Therapy" Polymers 10, no. 2: 181. https://doi.org/10.3390/polym10020181

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