Synthesis and study of thioglycoside conjugates of 4-chloro-1,2-dithiol-3-one as potential cancer-preventive substances in vitro and in vivo
S.N. Fedorov
1
,
A S Kuzmich
1
,
I.G. Agafonova
1
,
Yu E Sabutskii
1
,
A G Guzii
1
,
R. S. Popov
1
,
V A Ogurtsov
2
,
O A Rakitin
2
,
S G Polonik
1
Publication type: Journal Article
Publication date: 2022-03-01
scimago Q3
SJR: 0.305
CiteScore: 2.8
Impact factor: —
ISSN: 10665285, 15739171
General Chemistry
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.
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Fedorov S. et al. 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. Vol. 71. No. 3. pp. 489-495.
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Fedorov S., Kuzmich A. S., Agafonova I., Sabutskii Yu. 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. Vol. 71. No. 3. pp. 489-495.
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TY - JOUR
DO - 10.1007/s11172-022-3438-x
UR - https://doi.org/10.1007/s11172-022-3438-x
TI - Synthesis and study of thioglycoside conjugates of 4-chloro-1,2-dithiol-3-one as potential cancer-preventive substances in vitro and in vivo
T2 - Russian Chemical Bulletin
AU - Fedorov, S.N.
AU - Kuzmich, A S
AU - Agafonova, I.G.
AU - Sabutskii, Yu E
AU - Guzii, A G
AU - Popov, R. S.
AU - Ogurtsov, V A
AU - Rakitin, O A
AU - Polonik, S G
PY - 2022
DA - 2022/03/01
PB - Springer Nature
SP - 489-495
IS - 3
VL - 71
SN - 1066-5285
SN - 1573-9171
ER -
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BibTex (up to 50 authors)
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@article{2022_Fedorov,
author = {S.N. Fedorov and A S Kuzmich and I.G. Agafonova and Yu E Sabutskii and A G Guzii and R. S. Popov and V A Ogurtsov and O A Rakitin and S G Polonik},
title = {Synthesis and study of thioglycoside conjugates of 4-chloro-1,2-dithiol-3-one as potential cancer-preventive substances in vitro and in vivo},
journal = {Russian Chemical Bulletin},
year = {2022},
volume = {71},
publisher = {Springer Nature},
month = {mar},
url = {https://doi.org/10.1007/s11172-022-3438-x},
number = {3},
pages = {489--495},
doi = {10.1007/s11172-022-3438-x}
}
Cite this
MLA
Copy
Fedorov, S.N., et al. “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, vol. 71, no. 3, Mar. 2022, pp. 489-495. https://doi.org/10.1007/s11172-022-3438-x.