Open Access
Molecules, volume 26, issue 24, pages 7645
Synthesis and biological evaluation of s‐, o‐ and se‐containing dispirooxindoles
Kukushkin Maksim
1, 2
,
Novotortsev Vladimir
1
,
Filatov Vadim
1
,
Ivanenkov Yan
3
,
Skvortsov Dmitry
1
,
Veselov Mark
3
,
Shafikov Radik
1
,
Moiseeva Anna
1
,
Zyk Nikolay
1
,
Majouga Alexander
1, 4
,
Publication type: Journal Article
Publication date: 2021-12-16
PubMed ID:
34946727
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Abstract
A series of novel S-, O- and Se-containing dispirooxindole derivatives has been synthesized using 1,3-dipolar cycloaddition reaction of azomethine ylide generated from isatines and sarcosine at the double C=C bond of 5-indolidene-2-chalcogen-imidazolones (chalcogen was oxygen, sulfur or selenium). The cytotoxicity of these dispiro derivatives was evaluated in vitro using different tumor cell lines. Several molecules have demonstrated a considerable cytotoxicity against the panel and showed good selectivity towards colorectal carcinoma HCT116 p53+/+ over HCT116 p53−/− cells. In particular, good results have been obtained for LNCaP prostate cell line. The performed in silico study has revealed MDM2/p53 interaction as one of the possible targets for the synthesized molecules. However, in contrast to selectivity revealed during the cell-based evaluation and the results obtained in computational study, no significant p53 activation using a reporter construction in p53wt A549 cell line was observed in a relevant concentration range.
Citations by journals
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1
2
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International Journal of Molecular Sciences
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International Journal of Molecular Sciences
2 publications, 28.57%
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Molecules
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Molecules
2 publications, 28.57%
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New Journal of Chemistry
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New Journal of Chemistry
1 publication, 14.29%
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Advanced Synthesis and Catalysis
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Advanced Synthesis and Catalysis
1 publication, 14.29%
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Bioorganic Chemistry
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Bioorganic Chemistry
1 publication, 14.29%
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1
2
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Citations by publishers
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1
2
3
4
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Multidisciplinary Digital Publishing Institute (MDPI)
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Multidisciplinary Digital Publishing Institute (MDPI)
4 publications, 57.14%
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Royal Society of Chemistry (RSC)
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Royal Society of Chemistry (RSC)
1 publication, 14.29%
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Wiley
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Wiley
1 publication, 14.29%
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Elsevier
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Elsevier
1 publication, 14.29%
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1
2
3
4
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Kukushkin M. et al. Synthesis and biological evaluation of s‐, o‐ and se‐containing dispirooxindoles // Molecules. 2021. Vol. 26. No. 24. p. 7645.
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Kukushkin M., Novotortsev V., Filatov V., Ivanenkov Y., Skvortsov D., Veselov M., Shafikov R., Moiseeva A., Zyk N., Majouga A., Beloglazkina E. Synthesis and biological evaluation of s‐, o‐ and se‐containing dispirooxindoles // Molecules. 2021. Vol. 26. No. 24. p. 7645.
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TY - JOUR
DO - 10.3390/molecules26247645
UR - https://doi.org/10.3390%2Fmolecules26247645
TI - Synthesis and biological evaluation of s‐, o‐ and se‐containing dispirooxindoles
T2 - Molecules
AU - Kukushkin, Maksim
AU - Shafikov, Radik
AU - Majouga, Alexander
AU - Beloglazkina, Elena
AU - Novotortsev, Vladimir
AU - Ivanenkov, Yan
AU - Skvortsov, Dmitry
AU - Moiseeva, Anna
AU - Zyk, Nikolay
AU - Filatov, Vadim
AU - Veselov, Mark
PY - 2021
DA - 2021/12/16 00:00:00
PB - Multidisciplinary Digital Publishing Institute (MDPI)
SP - 7645
IS - 24
VL - 26
PMID - 34946727
SN - 1420-3049
ER -
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@article{2021_Kukushkin,
author = {Maksim Kukushkin and Radik Shafikov and Alexander Majouga and Elena Beloglazkina and Vladimir Novotortsev and Yan Ivanenkov and Dmitry Skvortsov and Anna Moiseeva and Nikolay Zyk and Vadim Filatov and Mark Veselov},
title = {Synthesis and biological evaluation of s‐, o‐ and se‐containing dispirooxindoles},
journal = {Molecules},
year = {2021},
volume = {26},
publisher = {Multidisciplinary Digital Publishing Institute (MDPI)},
month = {dec},
url = {https://doi.org/10.3390%2Fmolecules26247645},
number = {24},
pages = {7645},
doi = {10.3390/molecules26247645}
}
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Kukushkin, Maksim, et al. “Synthesis and biological evaluation of s‐, o‐ and se‐containing dispirooxindoles.” Molecules, vol. 26, no. 24, Dec. 2021, p. 7645. https://doi.org/10.3390%2Fmolecules26247645.