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Novel 1,2,4-Triazole- and Tetrazole-Containing 4H-Thiopyrano[2,3-b]quinolines: Synthesis Based on the Thio-Michael/aza-Morita–Baylis–Hillman Tandem Reaction and Investigation of Antiviral Activity. / Khramchikhin, Andrey V.; Skryl’nikova, Mariya A.; Gureev, Maxim A.; Zarubaev, Vladimir V.; Esaulkova, Iana L.; Ильина, Полина Андреевна; Mammeri, Oussama Abdelhamid; Spiridonova, Dar'ya V.; Porozov, Yuri B.; Ostrovskii, Vladimir A.

в: Molecules (Basel, Switzerland), Том 28, № 21, 7427, 04.11.2023.

Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование

Harvard

Khramchikhin, AV, Skryl’nikova, MA, Gureev, MA, Zarubaev, VV, Esaulkova, IL, Ильина, ПА, Mammeri, OA, Spiridonova, DV, Porozov, YB & Ostrovskii, VA 2023, 'Novel 1,2,4-Triazole- and Tetrazole-Containing 4H-Thiopyrano[2,3-b]quinolines: Synthesis Based on the Thio-Michael/aza-Morita–Baylis–Hillman Tandem Reaction and Investigation of Antiviral Activity', Molecules (Basel, Switzerland), Том. 28, № 21, 7427. https://doi.org/10.3390/molecules28217427

APA

Khramchikhin, A. V., Skryl’nikova, M. A., Gureev, M. A., Zarubaev, V. V., Esaulkova, I. L., Ильина, П. А., Mammeri, O. A., Spiridonova, D. V., Porozov, Y. B., & Ostrovskii, V. A. (2023). Novel 1,2,4-Triazole- and Tetrazole-Containing 4H-Thiopyrano[2,3-b]quinolines: Synthesis Based on the Thio-Michael/aza-Morita–Baylis–Hillman Tandem Reaction and Investigation of Antiviral Activity. Molecules (Basel, Switzerland), 28(21), [7427]. https://doi.org/10.3390/molecules28217427

Vancouver

Khramchikhin AV, Skryl’nikova MA, Gureev MA, Zarubaev VV, Esaulkova IL, Ильина ПА и пр. Novel 1,2,4-Triazole- and Tetrazole-Containing 4H-Thiopyrano[2,3-b]quinolines: Synthesis Based on the Thio-Michael/aza-Morita–Baylis–Hillman Tandem Reaction and Investigation of Antiviral Activity. Molecules (Basel, Switzerland). 2023 Нояб. 4;28(21). 7427. https://doi.org/10.3390/molecules28217427

Author

Khramchikhin, Andrey V. ; Skryl’nikova, Mariya A. ; Gureev, Maxim A. ; Zarubaev, Vladimir V. ; Esaulkova, Iana L. ; Ильина, Полина Андреевна ; Mammeri, Oussama Abdelhamid ; Spiridonova, Dar'ya V. ; Porozov, Yuri B. ; Ostrovskii, Vladimir A. / Novel 1,2,4-Triazole- and Tetrazole-Containing 4H-Thiopyrano[2,3-b]quinolines: Synthesis Based on the Thio-Michael/aza-Morita–Baylis–Hillman Tandem Reaction and Investigation of Antiviral Activity. в: Molecules (Basel, Switzerland). 2023 ; Том 28, № 21.

BibTeX

@article{31773b23adae420abccc7ecdd6be039a,
title = "Novel 1,2,4-Triazole- and Tetrazole-Containing 4H-Thiopyrano[2,3-b]quinolines: Synthesis Based on the Thio-Michael/aza-Morita–Baylis–Hillman Tandem Reaction and Investigation of Antiviral Activity",
abstract = "A novel method for synthesizing 1,2,4-triazole- and tetrazole-containing 4 H-thiopyrano[2,3- b]quinolines using a new combination of the thio-Michael and aza-Morita-Baylis-Hillman reactions was developed. Target compounds were evaluated for their cytotoxicities and antiviral activities against influenza A/Puerto Rico/8/34 virus in MDCK cells. The compounds showed low toxicity and some exhibited moderate antiviral activity. Molecular docking identified the M2 channel and polymerase basic protein 2 as potential targets. We observed that the antiviral activity of thiopyrano[2,3- b]quinolines is notably affected by both the nature and position of the substituent within the tetrazole ring, as well as the substituent within the benzene moiety of quinoline. These findings contribute to the further search for new antiviral agents against influenza A viruses among derivatives of thiopyrano[2,3- b]quinoline. ",
keywords = "Antiviral Agents/pharmacology, Molecular Docking Simulation, Quinolines/pharmacology, molecular docking, tetrazole, 1,2,4-triazole, influenza virus A/Puerto Rico/8/34, antiviral activity, thiopyrano[2,3-b]quinolines, 3-phenyl-2-propynal",
author = "Khramchikhin, {Andrey V.} and Skryl{\textquoteright}nikova, {Mariya A.} and Gureev, {Maxim A.} and Zarubaev, {Vladimir V.} and Esaulkova, {Iana L.} and Ильина, {Полина Андреевна} and Mammeri, {Oussama Abdelhamid} and Spiridonova, {Dar'ya V.} and Porozov, {Yuri B.} and Ostrovskii, {Vladimir A.}",
year = "2023",
month = nov,
day = "4",
doi = "10.3390/molecules28217427",
language = "English",
volume = "28",
journal = "Molecules",
issn = "1420-3049",
publisher = "MDPI AG",
number = "21",

}

RIS

TY - JOUR

T1 - Novel 1,2,4-Triazole- and Tetrazole-Containing 4H-Thiopyrano[2,3-b]quinolines: Synthesis Based on the Thio-Michael/aza-Morita–Baylis–Hillman Tandem Reaction and Investigation of Antiviral Activity

AU - Khramchikhin, Andrey V.

AU - Skryl’nikova, Mariya A.

AU - Gureev, Maxim A.

AU - Zarubaev, Vladimir V.

AU - Esaulkova, Iana L.

AU - Ильина, Полина Андреевна

AU - Mammeri, Oussama Abdelhamid

AU - Spiridonova, Dar'ya V.

AU - Porozov, Yuri B.

AU - Ostrovskii, Vladimir A.

PY - 2023/11/4

Y1 - 2023/11/4

N2 - A novel method for synthesizing 1,2,4-triazole- and tetrazole-containing 4 H-thiopyrano[2,3- b]quinolines using a new combination of the thio-Michael and aza-Morita-Baylis-Hillman reactions was developed. Target compounds were evaluated for their cytotoxicities and antiviral activities against influenza A/Puerto Rico/8/34 virus in MDCK cells. The compounds showed low toxicity and some exhibited moderate antiviral activity. Molecular docking identified the M2 channel and polymerase basic protein 2 as potential targets. We observed that the antiviral activity of thiopyrano[2,3- b]quinolines is notably affected by both the nature and position of the substituent within the tetrazole ring, as well as the substituent within the benzene moiety of quinoline. These findings contribute to the further search for new antiviral agents against influenza A viruses among derivatives of thiopyrano[2,3- b]quinoline.

AB - A novel method for synthesizing 1,2,4-triazole- and tetrazole-containing 4 H-thiopyrano[2,3- b]quinolines using a new combination of the thio-Michael and aza-Morita-Baylis-Hillman reactions was developed. Target compounds were evaluated for their cytotoxicities and antiviral activities against influenza A/Puerto Rico/8/34 virus in MDCK cells. The compounds showed low toxicity and some exhibited moderate antiviral activity. Molecular docking identified the M2 channel and polymerase basic protein 2 as potential targets. We observed that the antiviral activity of thiopyrano[2,3- b]quinolines is notably affected by both the nature and position of the substituent within the tetrazole ring, as well as the substituent within the benzene moiety of quinoline. These findings contribute to the further search for new antiviral agents against influenza A viruses among derivatives of thiopyrano[2,3- b]quinoline.

KW - Antiviral Agents/pharmacology

KW - Molecular Docking Simulation

KW - Quinolines/pharmacology

KW - molecular docking

KW - tetrazole

KW - 1,2,4-triazole

KW - influenza virus A/Puerto Rico/8/34

KW - antiviral activity

KW - thiopyrano[2,3-b]quinolines

KW - 3-phenyl-2-propynal

UR - https://www.mendeley.com/catalogue/a8da6eb4-1230-3842-96cf-42538d5ac2a1/

U2 - 10.3390/molecules28217427

DO - 10.3390/molecules28217427

M3 - Article

C2 - 37959845

VL - 28

JO - Molecules

JF - Molecules

SN - 1420-3049

IS - 21

M1 - 7427

ER -

ID: 113743620