Diels–Alder Adducts of <i>N</i>-Substituted 2-Pyridones with Maleinimides. Synthesis and Antiviral Activity

Adducts of N-substituted 2-pyridones [pyridine-2(1H)-ones] and N-substituted maleic acid imides were synthesized under thermal conditions of the Diels–Alder reaction with yields from 68 to 97%. Cytotoxicity and antiviral activity of the obtained compounds were studied using a model of adenovirus infection [human adenovirus type 5 (AdV5)] in MA-104 cell culture. It was shown that the synthesized adducts have low toxicity and medium antiviral activity. Only 9-hexyl-2-phenyl-3a,4,7,7a-tetrahydro-1H-4,7-(epiminomethano)isoindole-1,3,8-trione has the most pronounced viral inhibitory properties with a selectivity index of 7.

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Journal
Журнал Общей Химии
Published
2024-11-13
DOI
https://doi.org/10.31857/s0044460x24060024
Primary Topic
Bioactive Compounds and Antitumor Agents
Type
article
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article

Diels–Alder Adducts of N-Substituted 2-Pyridones with Maleinimides. Synthesis and Antiviral Activity

A. V. Koval′skaya, И. П. Цыпышева, Polina A. Ilyina, Alexander Nikolaevich Lobov et al.
Журнал Общей Химии
Bioactive Compounds and Antitumor Agents
article

Diels–Alder Adducts of N-Substituted 2-Pyridones with Maleinimides. Synthesis and Antiviral Activity

A. V. Koval′skaya, И. П. Цыпышева, Polina A. Ilyina, Alexander Nikolaevich Lobov, V. A. Sorokina, Владимир В. Зарубаев
article en

Abstract

Adducts of N-substituted 2-pyridones [pyridine-2(1H)-ones] and N-substituted maleic acid imides were synthesized under thermal conditions of the Diels–Alder reaction with yields from 68 to 97%. Cytotoxicity and antiviral activity of the obtained compounds were studied using a model of adenovirus infection [human adenovirus type 5 (AdV5)] in MA-104 cell culture. It was shown that the synthesized adducts have low toxicity and medium antiviral activity. Only 9-hexyl-2-phenyl-3a,4,7,7a-tetrahydro-1H-4,7-(epiminomethano)isoindole-1,3,8-trione has the most pronounced viral inhibitory properties with a selectivity index of 7.

Журнал Общей ХимииVol. 94(6)
Saint Petersburg Pasteur Institute (RU), Ufa Institute of Chemistry (RU)
Openalex Percentile: Top 80%
Bioactive Compounds and Antitumor Agents
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