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Efficient synthesis, structure and anti-influenza virus activity of fluorinated pyrido[4,3-b][1,4]thiazine 1,1-dioxide derivatives. / Politanskaya, Larisa; Khasanov, Bulat; Bagryanskaya, Irina et al.

In: Journal of Fluorine Chemistry, Vol. 283-284, 110430, 04.2025.

Research output: Contribution to journal › Article › peer-review

Harvard

Politanskaya, L, Khasanov, B, Bagryanskaya, I, Niukalova, M, Aksakov, S, Balashova, I & Zarubaev, V 2025, 'Efficient synthesis, structure and anti-influenza virus activity of fluorinated pyrido[4,3-b][1,4]thiazine 1,1-dioxide derivatives', Journal of Fluorine Chemistry, vol. 283-284, 110430. https://doi.org/10.1016/j.jfluchem.2025.110430

APA

Politanskaya, L., Khasanov, B., Bagryanskaya, I., Niukalova, M., Aksakov, S., Balashova, I., & Zarubaev, V. (2025). Efficient synthesis, structure and anti-influenza virus activity of fluorinated pyrido[4,3-b][1,4]thiazine 1,1-dioxide derivatives. Journal of Fluorine Chemistry, 283-284, [110430]. https://doi.org/10.1016/j.jfluchem.2025.110430

Vancouver

Politanskaya L, Khasanov B, Bagryanskaya I, Niukalova M, Aksakov S, Balashova I et al. Efficient synthesis, structure and anti-influenza virus activity of fluorinated pyrido[4,3-b][1,4]thiazine 1,1-dioxide derivatives. Journal of Fluorine Chemistry. 2025 Apr;283-284:110430. doi: 10.1016/j.jfluchem.2025.110430

Author

Politanskaya, Larisa ; Khasanov, Bulat ; Bagryanskaya, Irina et al. / Efficient synthesis, structure and anti-influenza virus activity of fluorinated pyrido[4,3-b][1,4]thiazine 1,1-dioxide derivatives. In: Journal of Fluorine Chemistry. 2025 ; Vol. 283-284.

BibTeX

@article{1292b61de435482285242026db771b42,
title = "Efficient synthesis, structure and anti-influenza virus activity of fluorinated pyrido[4,3-b][1,4]thiazine 1,1-dioxide derivatives",
abstract = "A series of fluorinated bicyclic fused compounds, containing fragments of pyridine and 3,4-dihydro-2H-1,4-thiazine 1,1-dioxide were synthesized via one-pot substitution of halogen atoms by N-nucleophiles in polyfluorinated precursor. Formation of the heterocyclic moiety was proceed as a two-stage process starting from Br replacement at the side chain followed by intramolecular aminodefluorination. The structures of some of the obtained heterocycles were confirmed using X-ray diffraction analysis. In addition, their inhibitory activity against influenza A/Puerto Rico/8/34 (H1N1) virus in MDCK cell culture was evaluated and compound-leader was found.",
keywords = "Anti-influenza virus activity, Aromatic nucleophilic substitution, Fluorinated heterocycles, Pentafluoropyridine, Tandem reaction, X-ray data",
author = "Larisa Politanskaya and Bulat Khasanov and Irina Bagryanskaya and Maria Niukalova and Sergey Aksakov and Irina Balashova and Vladimir Zarubaev",
note = "This work was supported by the Ministry of Science and Higher Education of the Russian Federation (project No. 075–00365–25–00). Virological part of the study was supported by the State Task АААА-А21–121030200272–6 from Mar 02, 2021. Authors would like to acknowledge the Multi-Access Chemical Service Center SB RAS for spectral and analytical measurements. ",
year = "2025",
month = apr,
doi = "10.1016/j.jfluchem.2025.110430",
language = "English",
volume = "283-284",
journal = "Journal of Fluorine Chemistry",
issn = "0022-1139",
publisher = "Elsevier Science Publishing Company, Inc.",

}

RIS

TY - JOUR

T1 - Efficient synthesis, structure and anti-influenza virus activity of fluorinated pyrido[4,3-b][1,4]thiazine 1,1-dioxide derivatives

AU - Politanskaya, Larisa

AU - Khasanov, Bulat

AU - Bagryanskaya, Irina

AU - Niukalova, Maria

AU - Aksakov, Sergey

AU - Balashova, Irina

AU - Zarubaev, Vladimir

N1 - This work was supported by the Ministry of Science and Higher Education of the Russian Federation (project No. 075–00365–25–00). Virological part of the study was supported by the State Task АААА-А21–121030200272–6 from Mar 02, 2021. Authors would like to acknowledge the Multi-Access Chemical Service Center SB RAS for spectral and analytical measurements.

PY - 2025/4

Y1 - 2025/4

N2 - A series of fluorinated bicyclic fused compounds, containing fragments of pyridine and 3,4-dihydro-2H-1,4-thiazine 1,1-dioxide were synthesized via one-pot substitution of halogen atoms by N-nucleophiles in polyfluorinated precursor. Formation of the heterocyclic moiety was proceed as a two-stage process starting from Br replacement at the side chain followed by intramolecular aminodefluorination. The structures of some of the obtained heterocycles were confirmed using X-ray diffraction analysis. In addition, their inhibitory activity against influenza A/Puerto Rico/8/34 (H1N1) virus in MDCK cell culture was evaluated and compound-leader was found.

AB - A series of fluorinated bicyclic fused compounds, containing fragments of pyridine and 3,4-dihydro-2H-1,4-thiazine 1,1-dioxide were synthesized via one-pot substitution of halogen atoms by N-nucleophiles in polyfluorinated precursor. Formation of the heterocyclic moiety was proceed as a two-stage process starting from Br replacement at the side chain followed by intramolecular aminodefluorination. The structures of some of the obtained heterocycles were confirmed using X-ray diffraction analysis. In addition, their inhibitory activity against influenza A/Puerto Rico/8/34 (H1N1) virus in MDCK cell culture was evaluated and compound-leader was found.

KW - Anti-influenza virus activity

KW - Aromatic nucleophilic substitution

KW - Fluorinated heterocycles

KW - Pentafluoropyridine

KW - Tandem reaction

KW - X-ray data

UR - https://www.mendeley.com/catalogue/d52e4250-5766-3fb5-88a6-673fdf82d817/

UR - https://www.scopus.com/record/display.uri?eid=2-s2.0-105004267942&origin=inward&txGid=c285b5b417360bc226dced062e3089ec

U2 - 10.1016/j.jfluchem.2025.110430

DO - 10.1016/j.jfluchem.2025.110430

M3 - Article

VL - 283-284

JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

SN - 0022-1139

M1 - 110430

ER -

ID: 66184951