Abstract
Radical copolymerization of coumarin with N-vinylamides (N‑vinylpyrrolidone, N-methyl-N-vinylacetamide, N-vinylformamide) has been used to prepare copolymers of various composition with variable molecular weights. Subsequent reactions in their polymer chains affords water-soluble copolymers of salts of hydroxycinnamic acid and its hydrazides. The synthesized copolymers of hydroxycinnamic acid salts and hydrazides with N-vinylamides have low cytotoxicity and demonstrate the pronounced antiviral activity against human respiratory syncytial virus (strain A2).
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REFERENCES
Anderson, R.A., Feathergill, K., Diao, X., Cooper, M., Kirkpatrick, R., Spear, P., Waller, D.P., Chany, C., Doncel, G.F., Herold, B., Lourens, J.D., and Zaneveld, L.J., J. Androl., 2000, vol. 21, no. 6, pp. 862–875. https://doi.org/10.1002/j.1939-4640.2000.tb03417.x
Schandock, F., Riber, C.F., Rocker, A., Muller, J.A., Harms, M., Gajda, P., Zuwala, K., Andersen, A.H.F., Lovschall, K.B., Tolstrup, M., Keppel, F., Munch, J., and Zelikin, A.N., Adv. Healthcare Mater., 2017, vol. 6, no. 23, p. 1700748. https://doi.org/10.1002/adhm.201700748
Zarubaev, V.V., Buchkov, E.V., Nazarova, O.V., Zolotova, Yu.I., and Panarin, E.F., Dokl. Biochem. Biophys., 2022, vol. 506, pp. 227–230. https://doi.org/10.1134/S1607672922050155
Donalisio, M., Ranucci, E., Cagno, V., Civra, A., Manfredi, A., Cavalli, R., Ferruti, P., and Lembo, D., Antimicrob. Agents Chemother., 2014, vol. 58, no. 10, pp. 6315–6319. https://doi.org/10.1128/aac.03420-14
Witvrouw, M., Fikkert, V., Pluymers, W., Matthews, B., Mardel, K., Schols, D., Raff, J., Debyser, Z., De Clercq, E., Holan, G., and Pannecouque, C., Mol. Pharmacol., 2000, vol. 58, no. 5, pp. 1100–1108. https://doi.org/10.1124/mol.58.5.1100
Bianculli, R.H., Mase, J.D., and Schulz, M.D., Macromolecules, 2020, vol. 53, no. 21, pp. 9158–9186. https://doi.org/10.1021/acs.macromol.0c01273
Pachota, M., Klysik, K., Synowiec, A., Ciejka, J., Szczubialka, K., Pyrc, K., and Nowakowska, M., J. Med. Chem., 2017, vol. 60, pp. 8620–8630. https://doi.org/10.1021/acs.jmedchem.7b01289
Asaftei, S. and de Clercq, E., J. Med. Chem., 2010, vol. 53, no. 9, pp. 3480–3488. https://doi.org/10.1021/jm100093p
Panarin, E.F., Nesterova, N.A., and Shtro, A.A., RF Patent RU2796753, 2023. Byul. Izobr., no. 16.
Niks, M. and Otto, M., J. Immunol. Methods, 1990, vol. 130, no. 1, pp. 149–151.
Reed, L.J. and Muench, H., Am. J. Hyg., 1938, vol. 27, no. 3, pp. 493–497. https://doi.org/10.1093/oxfordjournals.aje.a118408
Indrayanto, G., Putra, G.S., and Suhud, F., Profiles of Drug Substances, Excipients and Related Methodology, 2021, vol. 46, pp. 273–307. https://doi.org/10.1016/bs.podrm.2020.07.005
Funding
The work was carried out within the framework of the State assignment of the Institute of Macromolecular Compounds of the Russian Academy of Sciences (registration no. 122012100171-8 “Nanostructuring and modification of biologically active substances with synthetic and natural polymers”), with the financial support of the Ministry of Health of the Russian Federation (topic reg. no. NIOKTR in EGISU NIOKTR 121051900142-0 “Genetic and antigenic variability of modern strains of respiratory syncytial viruses (RSV) circulating in the Russian Federation”).
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Translated by G. Kirakosyan
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Nesterova, N.A., Shtro, A.A. & Panarin, E.F. Synthesis and Antiviral Activity of Copolymers of Hydroxycinnamic Acid with N-Vinylamides. Dokl Chem 513, 389–392 (2023). https://doi.org/10.1134/S0012500823600992
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DOI: https://doi.org/10.1134/S0012500823600992