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A new reversible transformation of oxindolylidene derivatives of imidazothiazolotriazine into 3-[(imidazotriazin-3-yl)thio]-2-oxoquinoline-4-carboxylates Научная публикация

Журнал Organic & Biomolecular Chemistry
ISSN: 1477-0520 , E-ISSN: 1477-0539
Вых. Данные Год: 2023, Том: 21, Номер: 8, Страницы: 1827-1834 Страниц : 8 DOI: 10.1039/d2ob02242g
Авторы Izmest'ev Alexei N. 1 , Kravchenko Angelina N. 1 , Gazieva Galina A. 1
Организации
1 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prosp., 47, Moscow 119991, Russian Federation

Реферат: A simple method for the synthesis of water-soluble potassium 3-[(imidazotriazin-3-yl)thio]-2-oxoquinoline-4-carboxylates was developed based on a new reversible transformation of oxindolylidene derivatives of imidazothiazolotriazine that results from their treatment with potassium hydroxide. The antiproliferative activity of the synthesized compounds was evaluated against 58 cell lines and compared with oxindolylidene derivatives of imidazothiazolotriazine. Quinoline derivatives 3 demonstrated high activity with average GI50 values of <10 μM which are comparable or higher than those of the oxindolylidene imidazothiazolotriazines. Compound 3a, with a pent-3-yl substituent at the nitrogen atom of the quinoline fragment, possessed the highest antiproliferative activity with an average GI50 value of 1.71 μM. The GI50 values of compound 3a against 52 of the 58 cell lines were <1 μM; against the remaining 6 of the 58 cell lines, they were in the range 1.21–39.2 μM.
Библиографическая ссылка: Izmest'ev A.N. , Kravchenko A.N. , Gazieva G.A.
A new reversible transformation of oxindolylidene derivatives of imidazothiazolotriazine into 3-[(imidazotriazin-3-yl)thio]-2-oxoquinoline-4-carboxylates
Organic & Biomolecular Chemistry. 2023. V.21. N8. P.1827-1834. DOI: 10.1039/d2ob02242g WOS Scopus OpenAlex
Идентификаторы БД:
≡ Web of science: WOS:000930863200001
≡ Scopus: 2-s2.0-85148450136
≡ OpenAlex: W4318195336
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