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Синтез та властивості фосфоровмісних псевдополіамінокислот поліестерного типу на основі n-похідних глутамінової кислоти

Anna Stasiuk1, Nataliia Fihurka1, Vasyl Vlizlo2, Sofiia Prychak1, Dmytro Ostapiv3, Serhii Varvarenko1, Volodymyr Samaryk1
Affiliation: 
1Lviv Polytechnic National University, 12 S. Bandery St., Lviv 79013, Ukraine 2Stepan Gzhytskyi National University of Veterinary Medicine and Biotechnologies, 50 Pekarska St., Lviv79010, Ukraine 3Institute of Animal Biology NAAS, 38 V. Stusa St., Lviv 79034, Ukraine anna.v.stasiuk@lpnu.ua
DOI: 
https://doi.org/10.23939/chcht16.01.051
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Abstract: 
Поліфосфоестери (ПФЕ) – це клас полімерів, що володіють високою хімічною функціональністю та здатністю до біологічного розкладання. Синтезовані нові поліфосфоестери на основі глутамінової кислоти за реакцією Стегліха. Розробленийсинтетичнийпідхіддозволяєконтролювати склад і структуру ПФЕ, а отже, їхфізичні та колоїдні властивості. Дослідження солюбілізації та цитотоксичностіinvitro довели потенціал застосування ПФЕ для доставки лікарських препаратів.
References: 

[1]Brannigan, R.P.; Dove, A.P. Synthesis, Properties and Biomedical Applications of Hydrolytically Degradable Materials Based on Aliphatic Polyesters and Polycarbonates. Biomater. Sci.2017,5, 9-21. https://doi.org/10.1039/c6bm00584e
[2]Urbánek, T.; Jäger. E.; Jäger, A.; Hrubý, M. Selectively Biodegradable Polyesters: Nature-Inspired Construction Materials for Future Biomedical Applications. Polymers2019,11, 1061. https://doi.org/10.3390/polym11061061
[3]Brzozowski, Z.K.; Szymańska, E.; Bratychak, M.M. New Epoxy-Unsaturated Polyester Resin Copolymers. React. Funct. Polym. 1999,33, 217-224. https://doi.org/10.1016/s1381-5148(97)00045-x
[4]Manavitehrani, I.; Fathi, A.; Badr, H.; Daly, S.; Shirazi, A.N.; Dehghani, F. Biomedical Applications of Biodegradable Polyesters. Polymers2016,8, 20.https://doi.org/10.3390/polym8010020
[5]Varvarenko, S.; Tarnavchyk, I.; Voronov, A.; Fihurka, N.; Dron, I.; Nosova, N.; Taras, R.; Samaryk, V.; Voronov, S. Synthesis and Colloidal Properties of Polyesters Based on Glutamic Acids and Glycols of Different Nature. Chem. Chem. Technol. 2013,7, 161-168. https://doi.org/10.23939/chcht07.02.161
[6]Bashta, B.; Bruzdziak, P.; Astakhova, O.; Shyshchak, O.; Bratychak, M. Synthesis and Properties of Carboxy-Containing Peroxy Oligomer. Chem. Chem. Technol.2013,7, 413-421. https://doi.org/10.23939/chcht07.04.413
[7]Ratner, B.D.; Hoffman, A.S.; Schoen, F.J.; Lemons, J.E. Introduction-Biomaterials Science: AnEvolving, Multidisciplinary Endeavor. In Biomaterials Science, 3rd ed.; Lemons, B.D., Ratner, A.S., Hoffman, F.J., Schoen, J.E., Eds.; Academic Press: Boston, MA, USA, 2013; pp 25-39. https://doi.org/10.1016/B978-0-08-087780-8.00153-4
[8] Diaz, A.; Katsarava, R.; Puiggali, J. Synthesis, Properties and Applications of Biodegradable Polymers Derived From Diols and Dicarboxylic Acids: From Polyesters to Poly(Ester Amide)s. Int. J Mol. Sci. 2014, 15, 7064–7123.https://doi.org/10.3390/ijms15057064
[9]Yakoviv, M.; Fihurka, N.; Nosova, N.; Samaryk, V.; Vasylyshyn, T.; Hermanovych, S.; Voronov, S.; Varvarenko, S. Researches of Amphiphilic Properties of Copolyesterswith Chromophore Groups. Chem. Chem. Technol. 2018,12, 318-325. https://doi.org/10.23939/chcht12.03.318
[10]Bratychak, M.; Bratychak, M.; Brostow, W.; Shyshchak, O. Synthesis and Properties of Peroxy Derivatives of Epoxy Resins Based on Bisphenol A: Effects of the Presence of Boron Trifluoride Ethereate. Mater. Res. Innov. 2002,6,24-30. https://doi.org/10.1007/s10019-002-0157-7
[11] Da Costa, R.C.; Pereira, E.D.; Silva, F.M.; De Jesus, E.O.; SouzaJr., F.G. Drug Micro-Carriers Based on Polymers and Their Sterilization. Chem. Chem. Technol. 2018, 12, 473-487. https://doi.org/10.23939/chcht12.04.473
[12]Ivashkiv, O.; Namiesnik, J.; Shyshchak, O.; Polyuzhyn, I.; Bratychak, M. Synthesis and Properties of Oligomers with Hydroxy End-Groups. Chem. Chem. Technol.2016,10, 587-594. https://doi.org/10.23939/chcht10.04si.587
[13]Ivanchenko, O.; Authesserre, U.; Coste, G.; Mazières, S.; Destarac, M.; Harrisson, S. ϵ-Thionocaprolactone: An Accessible Monomer for Preparation of Degradable Poly(Vinyl Esters) by Radical Ring-Opening Polymerization. Polym. Chem.2021,12, 1931-1938. https://doi.org/10.1039/D1PY00080B
[14]Wang, Y.-C.; Yuan, Y.-Y.; Du, J.-Z.; Yang, X.-Z.; Wang, J. Recent Progress in Polyphosphoesters: From Controlled Synthesis to Biomedical Applications. Macromol. Biosci.2009,9, 1154-1164. https://doi.org/10.1002/mabi.200900253
[15]Buls, V.W.; Creek, W.; Morris, R.C. Polyesters of Phosphoryl-Substitute Alcohols and Polybasic Phosphorus Acids. U.S.Patent 2807636, September 24,1957.
[16] Yang, X.-Z.; Sun, T.-M.; Dou, S.; Wu, J.; Wang, Y.-C.; Wang, J. Block Copolymer of Polyphosphoester and Poly(l-Lactic Acid) Modified Surface for Enhancing Osteoblast Adhesion, Proliferation, and Function. Biomacromolecules2009,10, 2213-2220. https://doi.org/10.1021/bm900390k
[17] Strasser, P.; Teasdale, I. Main-Chain Phosphorus-Containing Polymers for Therapeutic Applications. Molecules2020, 25, 1716. https://doi.org/10.3390/molecules25071716
[18]Vanslambrouck, S.; Riva, R.; Ucakar, B.; Préat, V.; Gagliardi, M.; Molin, D.G.M.; Lecomte, P.; Jérôme, C. Thiol-ene Reaction: An Efficient Toolto Design Lipophilic Polyphosphoesters for Drug Delivery Systems. Molecules2021, 26, 1750. https://doi.org/10.3390/molecules26061750
[19] Bauer, K.N.; Tee, H.T.;Velencoso, M.M.;Wurm, F.R. Main-Chain Poly(Phosphoester)s: History, Syntheses, Degradation, Bio- and Flame-Retardant Applications. Prog. Polym. Sci. 2017,73, 61-122. https://doi.org/10.1016/j.progpolymsci.2017.05.004
[20] Steinbach, T.; Wurm, F.R. Poly(Phosphoester)s: a New Platform For Degradable Polymers. Angew. Chem. Int. Ed. 2015, 54, 6098-6108. https://doi.org/10.1002/anie.201500147
[21]Schöttler, S.; Becker, G.;Winzen, S.;Steinbach, T.;Mohr, K.;Landfester, K.;Mailänder, V.;Wurm, F.R. Protein Adsorption is Required for Stealth Effect of Poly(Ethylene Glycol)- and Poly(Phosphoester)-Coated Nanocarriers. Nat. Nanotechnol. 2016,11, 372-377. https://doi.org/10.1038/nnano.2015.330
[22] 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. 2020, 141, 110079.https://doi.org/10.1016/j.eurpolymj.2020.110079
[23] Nicolas, J.; Mura, S.; Brambilla, D.; Mackiewicz, N.; Couvreur, P. Design, Functionalization Strategies and Biomedical Applications of Targeted Biodegradable/Biocompatible Polymer-Based Nanocarriers for Drug Delivery. Chem. Soc. Rev.2013, 42, 1147-235. https://doi.org/10.1039/C2CS35265F
[24] Gordillo-Galeano, A.; Ponce, A.; Mora-Huertas, C.E. Surface Structural Characteristics of Some Colloidal Lipid Systems Used in Pharmaceutics. J. Drug Deliv. Sci. Technol.2021, 62, 02345. https://doi.org/10.1016/j.jddst.2021.102345
[25] Idrees, H.; Zaidi, S.Z.J.; Sabir, A.; Khan, R.U.; Zhang, X.; Hassan, S-U. A Review of Biodegradable Natural Polymer-Based Nanoparticles for Drug Delivery Applications. Nanomaterials2020, 10, 1970. https://doi.org/10.3390/nano10101970
[26]Atanase, L.I. Micellar Drug Delivery Systems Based on Natural Biopolymers. Polymers2021, 13, 477. https://doi.org/10.3390/polym13030477
[27]Varvarenko, S.M.; Ferens, M.V.; Samaryk, V.Y.; Nosova, N.G.; Fihurka, N.V.; Ostapiv, D.D.; Voronov, S.A. Synthesis of Copolyestersof Fluorescein and 2-(Dodecanamino) Pentanedionic Acid via Steglich Reaction. VoprosyKhimiiiKhimicheskoiTekhnologii2018,2, 5-15.
[28]Kuznetsova, K.I.; Vostres, V.B.; Fleychuk, R.I.; Hevus, O.I. Synthesis of Surface-Active Monomers and Peroxides on the Basis of Disubstituted Oxetane. VoprosyKhimiiiKhimicheskoiTekhnol.2019,2, 5-11. https://doi.org/10.32434/0321-4095-2019-123-2-5-11
[29]Nagornyak, M.; Fihurka, N.; Samaryk, V.; Varvarenko, S.; Ferens, M.; Oleksa, V. Modification of Polysaccharides By N-Derivatives of Glutamic Acid Using Steglich Reaction. Chem. Chem. Technol.2016, 10, 423-427. https://doi.org/10.23939/chcht10.04.423
[30]Zubyk, H.; Plonska-Brzezinska, M.; Shyshchak, O.; Astakhova, O.; Bratychak, M. Study of Phenol-Formaldehyde Oligomers Derivatives Structure by IR- and NMR-Spectroscopy. Chem. Chem. Technol. 2015, 9, 435-444. https://doi.org/10.23939/chcht09.04.435
[31]Ivashkiv, O.; Astakhova, O.; Shyshchak, O.; Plonska-Brzezinska, M.; Bratychak, M. Structure and Application of ED-20 Epoxy Resin Hydroxy-Containing Derivatives in Bitumen-Polymeric Blends. Chem. Chem. Technol., 2015, 9, 69-76. https://doi.org/10.23939/chcht09.01.069
[32]Iatsyshyn, O.; Astakhova, O.; Shyshchak, O.; Lazorko, O.; Bratychak, M. MonomethacrylateDerivative of Ed-24 Epoxy Resin and Its Application. Chem. Chem. Technol., 2015, 7(1), 73-77. https://doi.org/10.23939/chcht07.01.073
[33]Demchuk, Z.; Savka, M.; Voronov, A.; Budishevska, O.; Donchak, V.; Voronov, S. Amphiphilic Cholesterol Containing Polymers for Drug Delivery Systems. Chem. Chem. Technol. 2016, 10, 561-570. https://doi.org/10.23939/chcht10.04si.561
[34]Matysik, S. I.; Kuzminov, B. P.;Ostapiv, D. D. Cytotoxic Action of Hepatoprotector Antral on Bull Sperm. Gig. Sanit.2020, 99, 206-209. https://doi.org/10.33029/0016-9900-2020-99-2-206-209
[35]Chekh, B.O.; Ferens, M.V.; Ostapiv, D.D.; Samaryk, V.Y.; Varvarenko, S.M.; Vlizlo, V.V. Characteristics of Novel Polymer Based on Pseudo-Polyamino Acids Glula-DPG-PEG600: Binding of Albumin, Biocompatibility, Biodistribution and Potential Crossing the Blood-Brain Barrier in Rats. Ukr. Biochem. J.2017, 89, 13-21. https://doi.org/10.15407/ubj89.04.013
[36]Fihurka, N.; Tarnavchyk, I.; Samaryk, V.; Varvarenko, S.; Nosova, N.; Voronov, A.; Nagornyak, M.; Ferens, M.; Voronov, S.A. Study of an Irreversible Condensation of Glutamic Acid and Polyoxyethylene/Polyoxypropylene Diols Using Thionyl Chloride. Org. Prep. Proc. Int. 2018, 50, 502-508.https://doi.org/10.1080/00304948.2018.1525674