SYNTHESIS OF 1-[ω-(BROMOPHENOXY)ALKYL]-3-NAPHTHALENYLMETHYL DERIVATIVES OF URACIL AND THEIR ANALOGUES AS PROBABLE INHIBITORS OF HUMAN CYTOMEGALOVIRUS REPLICATION
- Autores: Paramonova M.1, Gureeva E.1, Ozerov A.1, Snoeck R.2, Andrei G.2, Aleksandrov D.3, Khandazhinskaya A.4, Novikov M.1, Kochetkov S.4
-
Afiliações:
- Volgograd State Medical University
- Rega Institute for Medical Research, KU Leuven
- Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences
- Institute of Molecular Biology, Russian Academy of Sciences, V.A. Engelhardt RAS
- Edição: Volume 509, Nº 1 (2023)
- Páginas: 170-176
- Seção: Articles
- URL: https://journals.rcsi.science/2686-7389/article/view/135645
- DOI: https://doi.org/10.31857/S2686738922700093
- EDN: https://elibrary.ru/NAUWWD
- ID: 135645
Citar
Resumo
A synthesis of a new series of 1-[ω-(bromophenoxy)alkyl]-uracil derivatives containing in position 3 naphthalen-1-yl-, naphthalen-2-yl-, 1-bromonaphthalen-2-ylmethyl, benzyl, and anthracene 9-methyl fragment was carried out. The antiviral properties of the synthesized compounds were studied against human cytomegalovirus. It was found that the compound, which has in its composition a bridge consisting of five methylene groups, has a high anti-cytomegalovirus activity in vitro.
Palavras-chave
Sobre autores
M. Paramonova
Volgograd State Medical University
Email: snk1952@gmail.com
Russian, Volgograd
E. Gureeva
Volgograd State Medical University
Email: snk1952@gmail.com
Russian, Volgograd
A. Ozerov
Volgograd State Medical University
Email: snk1952@gmail.com
Russian, Volgograd
R. Snoeck
Rega Institute for Medical Research, KU Leuven
Email: snk1952@gmail.com
Belgium, B-3000, Leuven, Herestraat 49 bus 1043
G. Andrei
Rega Institute for Medical Research, KU Leuven
Email: snk1952@gmail.com
Belgium, B-3000, Leuven, Herestraat 49 bus 1043
D. Aleksandrov
Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences
Email: snk1952@gmail.com
Russian, Moscow
A. Khandazhinskaya
Institute of Molecular Biology, Russian Academy of Sciences, V.A. Engelhardt RAS
Autor responsável pela correspondência
Email: khandazhinskaya@bk.ru
Russian, Moscow
M. Novikov
Volgograd State Medical University
Email: snk1952@gmail.com
Russian, Volgograd
S. Kochetkov
Institute of Molecular Biology, Russian Academy of Sciences, V.A. Engelhardt RAS
Autor responsável pela correspondência
Email: snk1952@gmail.com
Russian, Moscow
Bibliografia
- Rodríguez-Goncer I., Fernández-Ruiz M., Aguado J.M. // Expert Rev. Anti. Infect. Ther. 2020. V. 18. P. 113–125.
- Karrer U., Mekker A., Wanke K., Tchang V., Haeberli L. // Exp. Gerontol. 2009. V. 44. P. 689–694.
- Jentzer A., Veyrard P., Roblin X., Saint-Sardos P., Rochereau N., Paul S., Bourlet T., Pozzetto B., Pillet S. // Microorganisms. 2020. V. 8. P. 1078.
- Richardson A.K., Walker L.C., Cox B., Rollag H., Robin-son B.A., Morrin H., Pearson J.F., Potter J.D., Paterson M., Surcel H.M., Pukkala E., Currie M.J. // Clin. Transl. Oncol. 2020. V. 22. P. 585–602.
- Lv Y.L., Han F.F., An Z.L., Jia Y., Xuan L.L., Gong L.L., Zhang W., Ren L.L., Yang S., Liu H., Liu L.H. // Intervirology. 2020. V. 63. P. 10–16.
- Plotkin S.A., Boppana S.B. // Vaccine. 2019. V. 37. P. 7437–7442.
- Permar S.R., Schleiss M.R., Plotkin S.A. // J. Virol. 2018. V. 92. P. e00030-18.
- Kotton C.N. // Curr Opin Organ Transplant. 2019. V. 24. P. 469–475.
- Sellar R.S., Peggs K.S. // Expert Opin. Biol. Ther. 2012. V. 12. P. 1161–1172.
- Faure E., Galperine T., Cannesson O., Alain S., Gnemmi V., Goeminne C., Dewilde A., Béné J., Lasri M., Lessore de Sainte Foy C., Lionet A. // Medicine. 2016. V. 95. P. e5226.
- Tan B.H. // Options Infect. Dis. 2014. V. 6. P. 256–270.
- El Helou G., Razonable R.R. // Infect. Drug Resist. 2019. V. 12. P. 1481–1491.
- Papanicolaou G.A., Silveira F.P., Langston A.A., Pereira M.R., Avery R.K., Uknis M., Wijatyk A., Wu J., Boeckh M., Marty F.M., Villano S. // Clin. Infect. Dis. 2019. V. 68. P. 1255–1264.
- Piret J., Boivin G. // Antiviral Res. 2019. V. 163. P. 91–105.
- Novikov M.S., Babkov D.A., Paramonova M.P., Khandazhinskaya A.L., Ozerov A.A., Chizhov A.O., Andrei G., Snoeck R., Balzarini J., Seley-Radtke K.L. // Bioorg. Med. Chem. 2013. V. 21. P. 4151–4157.
- Babkov D.A., Khandazhinskaya A.L., Chizhov A.O., Andrei G., Snoeck R., Seley-Radtke K.L., Novikov M.S. // Bioorg. Med. Chem. 2015. V. 23. P. 7035–7044.
- Maruyama T., Kozai S., Yamasaki T., Witvrouw M., Pannecouque C., Balzarini J., Snoeck R., Andrei G., De Clercq E. // Antivir. Chem. Chemother. 2003. V. 14. P. 271–279.
- Maruyama T., Demizu Y., Kozai S., Witvrouw M., Pannecouque C., Balzarini J., Snoecks R., Andrei G., De Clercq E. // Nucleosides Nucleotides Nucleic Acids. 2007. V. 26. P. 1553–1558.
- Novikov M.S., Valuev-Elliston V.T., Babkov D.A., Paramonova M.P., Ivanov A.V., Gavryushov S.A., Khandazhinskaya A.L., Kochetkov S.N., Pannecouque C., Andrei G., Snoeck R., Balzarini J., Seley-Radtke K.L. // Bioorg. Med. Chem. 2013. V. 21. P. 1150–1158.
- Paramonova M.P., Khandazhinskaya A.L., Ozerov A.A., Kochetkov S.N., Snoeck R., Andrei G., Novikov M.S. // Acta Naturae. 2020. V. 12. P. 134–139.
- Paramonova M.P., Snoeck R., Andrei G., Khandazhinskaya A.L., Novikov M.S. // Mendeleev Commun. 2020. V. 30. P. 602–603.
- Snoeck R., Sakuma T., De Clercq E., Rosenberg I., Holy A. // Antimicrob. Agents Chemother. 1988. V. 32. P. 1839–1844.
- Baker B.R., Kelley J.L. // J. Med. Chem. 1970. V. 13. P. 458–461.