Open Access
Dispirooxindole-β-Lactams: Synthesis via Staudinger Ketene-Imine Cycloaddition and Biological Evaluation
Vadim E Filatov
1
,
Viktor A. Tafeenko
1
,
Yuri K. Grishin
1
,
Dmitrii A. Lukianov
1, 2
,
Yulia A Fedotova
1
,
Maxim A Sukonnikov
1
,
Nikolai V. Zyk
1
,
Publication type: Journal Article
Publication date: 2022-06-15
scimago Q1
wos Q1
SJR: 1.273
CiteScore: 9.0
Impact factor: 4.9
ISSN: 16616596, 14220067
PubMed ID:
35743110
Catalysis
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Computer Science Applications
Spectroscopy
Molecular Biology
General Medicine
Abstract
In this work, we present the first synthesis of dispirooxindole-β-lactams employing optimized methodology of one-pot Staudinger ketene-imine cycloaddition with N-aryl-2-oxo-pyrrolidine-3-carboxylic acids as the ketene source. Spiroconjugation of indoline-2-one with β-lactams ring is considered to be able to provide stabilization and wide scope of functionalization to resulting scaffolds. The dispipooxindoles obtained demonstrated medium cytotoxicity in the MTT test on A549, MCF7, HEK293, and VA13 cell lines, and one of the compounds demonstrated antibacterial activity against E. coli strain LPTD.
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Metrics
11
Total citations:
11
Citations from 2024:
9
(81%)
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MLA
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GOST
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Filatov V. E. et al. Dispirooxindole-β-Lactams: Synthesis via Staudinger Ketene-Imine Cycloaddition and Biological Evaluation // International Journal of Molecular Sciences. 2022. Vol. 23. No. 12. p. 6666.
GOST all authors (up to 50)
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Filatov V. E., Iuzabchuk D. A., Tafeenko V. A., Grishin Y. K., Roznyatovsky V. A., Lukianov D. A., Fedotova Y. A., Sukonnikov M. A., Skvortsov D. A., Zyk N. V., Beloglazkina E. K. Dispirooxindole-β-Lactams: Synthesis via Staudinger Ketene-Imine Cycloaddition and Biological Evaluation // International Journal of Molecular Sciences. 2022. Vol. 23. No. 12. p. 6666.
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RIS
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TY - JOUR
DO - 10.3390/ijms23126666
UR - https://www.mdpi.com/1422-0067/23/12/6666
TI - Dispirooxindole-β-Lactams: Synthesis via Staudinger Ketene-Imine Cycloaddition and Biological Evaluation
T2 - International Journal of Molecular Sciences
AU - Filatov, Vadim E
AU - Iuzabchuk, Dmitrii A
AU - Tafeenko, Viktor A.
AU - Grishin, Yuri K.
AU - Roznyatovsky, Vitaly A
AU - Lukianov, Dmitrii A.
AU - Fedotova, Yulia A
AU - Sukonnikov, Maxim A
AU - Skvortsov, Dmitry A.
AU - Zyk, Nikolai V.
AU - Beloglazkina, Elena K.
PY - 2022
DA - 2022/06/15
PB - MDPI
SP - 6666
IS - 12
VL - 23
PMID - 35743110
SN - 1661-6596
SN - 1422-0067
ER -
Cite this
BibTex (up to 50 authors)
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@article{2022_Filatov,
author = {Vadim E Filatov and Dmitrii A Iuzabchuk and Viktor A. Tafeenko and Yuri K. Grishin and Vitaly A Roznyatovsky and Dmitrii A. Lukianov and Yulia A Fedotova and Maxim A Sukonnikov and Dmitry A. Skvortsov and Nikolai V. Zyk and Elena K. Beloglazkina},
title = {Dispirooxindole-β-Lactams: Synthesis via Staudinger Ketene-Imine Cycloaddition and Biological Evaluation},
journal = {International Journal of Molecular Sciences},
year = {2022},
volume = {23},
publisher = {MDPI},
month = {jun},
url = {https://www.mdpi.com/1422-0067/23/12/6666},
number = {12},
pages = {6666},
doi = {10.3390/ijms23126666}
}
Cite this
MLA
Copy
Filatov, Vadim E., et al. “Dispirooxindole-β-Lactams: Synthesis via Staudinger Ketene-Imine Cycloaddition and Biological Evaluation.” International Journal of Molecular Sciences, vol. 23, no. 12, Jun. 2022, p. 6666. https://www.mdpi.com/1422-0067/23/12/6666.