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Synthesis and study of thioglycoside conjugates of 4-chloro-1,2-dithiol-3-one as potential cancer-preventive substances in vitro and in vivo Full article

Journal Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285
Output data Year: 2022, Volume: 71, Number: 3, Pages: 489-495 Pages count : 7 DOI: 10.1007/s11172-022-3438-x
Authors Fedorov S.N. 1 , Kuzmich A.S. 1 , Agafonova I.G. 1 , Sabutskii Yu.E. 1 , Guzii A.G. 1 , Popov R.S. 1 , Ogurtsov V.A. 2 , Rakitin O.A. 2 , Polonik S.G. 1
Affiliations
1 G. B. Elyakov Pacifi c Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences, 159 prosp. 100 letiya Vladivostoka, 690022 Vladivostok, Russian Federation
2 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation

Abstract: Nucleophilic substitution of the chlorine atom in 4,5-dichloro-1,2-dithiol-3-one using 1-thio-β-D-glucopyranose and its 2,3,4,6-tetra-O-acetyl derivative in acetonitrile resulted in two new 5-thioglucoside conjugates of 4-chloro-1,2-dithiol-3-one. The obtained thioglucosides showed cancer-preventive properties in a model of mouse epidermal JB6Cl41 P+ cells in soft agar, while one of them manifested antitumor activity in in vivo experiments in CD1 mice on a model of solid Ehrlich carcinoma. Both compounds were shown to inhibit basic AP-1-dependent transcriptional activity in murine JB6 Cl41 luc-AP-1 cells.
Cite: Fedorov S.N. , Kuzmich A.S. , Agafonova I.G. , Sabutskii Y.E. , Guzii A.G. , Popov R.S. , Ogurtsov V.A. , Rakitin O.A. , Polonik S.G.
Synthesis and study of thioglycoside conjugates of 4-chloro-1,2-dithiol-3-one as potential cancer-preventive substances in vitro and in vivo
Russian Chemical Bulletin. 2022. V.71. N3. P.489-495. DOI: 10.1007/s11172-022-3438-x WOS Scopus OpenAlex
Identifiers:
Web of science: WOS:000787316800010
Scopus: 2-s2.0-85128824462
OpenAlex: W4224678437
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