Phosphorus, Sulfur and Silicon and the Related Elements, volume 195, issue 7, pages 544-555
Synthesis and cytotoxicity of oxindoles dispiro derivatives with thiohydantoin and adamantane fragments
Kukushkin Maxim E.
1
,
Skvortsov Dmitry
1, 2
,
Skvortsov Dmitriy A
1, 2
,
Kalinina Marina A
3
,
Tafeenko Viktor A.
1
,
Lee Kin Keung
4
,
Burmistrov Vladimir V
4
,
Butov Gennady M
4
,
Butov Gennady M.
4
,
Zyk Nikolai V.
1
,
Majouga Alexander G.
1, 5, 6
,
Beloglazkina Elena K
1
Publication type: Journal Article
Publication date: 2020-02-12
Quartile SCImago
Q4
Quartile WOS
Q4
Impact factor: 1.3
ISSN: 10426507, 15635325
Organic Chemistry
Biochemistry
Inorganic Chemistry
Abstract
Abstract An effective and highly regio- and diastereoselective one-pot synthesis of two types of dispiro heterocyclic systems (2-thioxodispiro[imidazolidine-4,3′-pyrrolidine-2′,3″-indoline]-2″,5-diones and 2-thioxodispiro[imidazolidine-4,3′-pyrrolidine-4′,3″-indoline]-2″,5-diones) comprising pyrrolidinyl-oxindole, thiohydantoin and adamantane moieties has been developed based on a 1,3-dipolar cycloaddition of azomethine ylides, generated from isatin and sarcosine or formaldehyde and sarcosine, to adamantane-containing electron-deficient alkenes. Several molecules have demonstrated a considerable cytotoxicity against A549, HEK293T, MCF7 and VA13 cancer cell lines. The possible mechanism of anticancer activity of the synthesized compounds based on literature data may be the inhibition of p53/MDM2 interaction; however, we did not observe significant p53 activation using a reporter construction in A549 cell line in the relevant concentration range. Graphical Abstract
Citations by journals
1
2
3
|
|
Mendeleev Communications
|
Mendeleev Communications
3 publications, 33.33%
|
International Journal of Molecular Sciences
|
International Journal of Molecular Sciences
2 publications, 22.22%
|
Molecules
|
Molecules
1 publication, 11.11%
|
Royal Society Open Science
|
Royal Society Open Science
1 publication, 11.11%
|
Phosphorus, Sulfur and Silicon and the Related Elements
|
Phosphorus, Sulfur and Silicon and the Related Elements
1 publication, 11.11%
|
Crystals
|
Crystals
1 publication, 11.11%
|
1
2
3
|
Citations by publishers
1
2
3
4
|
|
Multidisciplinary Digital Publishing Institute (MDPI)
|
Multidisciplinary Digital Publishing Institute (MDPI)
4 publications, 44.44%
|
Elsevier
|
Elsevier
3 publications, 33.33%
|
The Royal Society
|
The Royal Society
1 publication, 11.11%
|
Taylor & Francis
|
Taylor & Francis
1 publication, 11.11%
|
1
2
3
4
|
- 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.
{"yearsCitations":{"type":"bar","data":{"show":true,"labels":[2021,2022,2023],"ids":[0,0,0],"codes":[0,0,0],"imageUrls":["","",""],"datasets":[{"label":"Citations number","data":[4,3,2],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6"],"percentage":["44.44","33.33","22.22"],"barThickness":null}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"journals":{"type":"bar","data":{"show":true,"labels":["Mendeleev Communications","International Journal of Molecular Sciences","Molecules","Royal Society Open Science","Phosphorus, Sulfur and Silicon and the Related Elements","Crystals"],"ids":[5294,14627,1770,3859,12904,15823],"codes":[0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/BHBStD1OkQqtKFRRjS5njgNe7bXCAEgaDQVK7GTA_medium.webp","\/storage\/images\/resized\/5YZtvLvkPZuc2JHOaZsjCvGSHFCuC3drUwN3YAc5_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp"],"datasets":[{"label":"","data":[3,2,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[33.33,22.22,11.11,11.11,11.11,11.11],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Journals","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"publishers":{"type":"bar","data":{"show":true,"labels":["Multidisciplinary Digital Publishing Institute (MDPI)","Elsevier","The Royal Society","Taylor & Francis"],"ids":[202,17,259,18],"codes":[0,0,0,0],"imageUrls":["\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/BHBStD1OkQqtKFRRjS5njgNe7bXCAEgaDQVK7GTA_medium.webp","\/storage\/images\/resized\/5YZtvLvkPZuc2JHOaZsjCvGSHFCuC3drUwN3YAc5_medium.webp"],"datasets":[{"label":"","data":[4,3,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[44.44,33.33,11.11,11.11],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Publishers","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}}}
Metrics
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Kukushkin M. E. et al. Synthesis and cytotoxicity of oxindoles dispiro derivatives with thiohydantoin and adamantane fragments // Phosphorus, Sulfur and Silicon and the Related Elements. 2020. Vol. 195. No. 7. pp. 544-555.
GOST all authors (up to 50)
Copy
Kukushkin M. E., Skvortsov D. A., Skvortsov D., Kalinina M. A., Tafeenko V. A., Burmistrov V. V., Lee K. K., Butov G. M., Butov G. M., Zyk N. V., Majouga A. G., Beloglazkina E. K., Beloglazkina E. K. Synthesis and cytotoxicity of oxindoles dispiro derivatives with thiohydantoin and adamantane fragments // Phosphorus, Sulfur and Silicon and the Related Elements. 2020. Vol. 195. No. 7. pp. 544-555.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1080/10426507.2020.1723590
UR - https://doi.org/10.1080%2F10426507.2020.1723590
TI - Synthesis and cytotoxicity of oxindoles dispiro derivatives with thiohydantoin and adamantane fragments
T2 - Phosphorus, Sulfur and Silicon and the Related Elements
AU - Kukushkin, Maxim E.
AU - Skvortsov, Dmitriy A
AU - Kalinina, Marina A
AU - Tafeenko, Viktor A.
AU - Burmistrov, Vladimir V
AU - Butov, Gennady M
AU - Zyk, Nikolai V.
AU - Majouga, Alexander G.
AU - Beloglazkina, Elena K
AU - Skvortsov, Dmitry
AU - Lee, Kin Keung
AU - Butov, Gennady M.
AU - Beloglazkina, Elena K.
PY - 2020
DA - 2020/02/12 00:00:00
PB - Taylor & Francis
SP - 544-555
IS - 7
VL - 195
SN - 1042-6507
SN - 1563-5325
ER -
Cite this
BibTex
Copy
@article{2020_Kukushkin,
author = {Maxim E. Kukushkin and Dmitriy A Skvortsov and Marina A Kalinina and Viktor A. Tafeenko and Vladimir V Burmistrov and Gennady M Butov and Nikolai V. Zyk and Alexander G. Majouga and Elena K Beloglazkina and Dmitry Skvortsov and Kin Keung Lee and Gennady M. Butov and Elena K. Beloglazkina},
title = {Synthesis and cytotoxicity of oxindoles dispiro derivatives with thiohydantoin and adamantane fragments},
journal = {Phosphorus, Sulfur and Silicon and the Related Elements},
year = {2020},
volume = {195},
publisher = {Taylor & Francis},
month = {feb},
url = {https://doi.org/10.1080%2F10426507.2020.1723590},
number = {7},
pages = {544--555},
doi = {10.1080/10426507.2020.1723590}
}
Cite this
MLA
Copy
Kukushkin, Maxim E., et al. “Synthesis and cytotoxicity of oxindoles dispiro derivatives with thiohydantoin and adamantane fragments.” Phosphorus, Sulfur and Silicon and the Related Elements, vol. 195, no. 7, Feb. 2020, pp. 544-555. https://doi.org/10.1080%2F10426507.2020.1723590.