Synthesis and antiproliferative activity characterization of new imidazothiazolotriazine oxindolylidene derivatives containing various substituents in the oxindole ring

Synthesis and antiproliferative activity characterization of new imidazothiazolotriazine oxindolylidene derivatives containing various substituents in the oxindole ring Full article

Journal

Chemistry of Heterocyclic Compounds
ISSN: 1573-8353 , E-ISSN: 0009-3122

Output data

Year: 2022, Volume: 58, Number: 10, Pages: 531-538 Pages count : 8 DOI: 10.1007/s10593-022-03125-3

Authors

Izmest’ev Alexei N. ^1,2 , Kravchenko Angelina N. ¹ , Gazieva Galina A. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia
2	National University of Science and Technology „MISiS”, 4 Leninsky Ave., Moscow 119049, Russia

Condensation of 1,3-diethyltetrahydroimidazo[4,5-е]thiazolo[3,2-b][1,2,4]triazine-2,7-dione with isatins followed by framework rearrangement in the thiazolotriazine moiety was used to synthesize two new series of oxindolylidenetetrahydroimidazo[4,5-е]thiazolo- [3,2-b][1,2,4]triazine-2,7-diones and oxindolylidenetetrahydroimidazo[4,5-е]thiazolo[2,3-c][1,2,4]triazine-2,8-diones containing various substituents in the oxindole moiety. The obtained compounds were tested for antiproliferative activity. The greatest activity was observed in the case of 1-alkyl-7-methyloxindolylidene derivatives of imidazo[4,5-е]thiazolo[2,3-c]triazine, which not only inhibited the growth of more than half of the studied cell lines, but also caused cell death in the SF-539 cell line (central nervous system cancer, mean growth percent –7.82%) and MDA-MB-435 (melanoma, –30.97 and –13.64%).

Izmest’ev A.N. , Kravchenko A.N. , Gazieva G.A.
Synthesis and antiproliferative activity characterization of new imidazothiazolotriazine oxindolylidene derivatives containing various substituents in the oxindole ring
Chemistry of Heterocyclic Compounds. 2022. V.58. N10. P.531-538. DOI: 10.1007/s10593-022-03125-3 WOS Scopus OpenAlex

≡ Web of science:	WOS:000875806200001
≡ Scopus:	2-s2.0-85146403554
≡ OpenAlex:	W4307820558