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Synthesis of 1-(2-aminoethylsulfonyl)-2-phosphorylpyrrolidines via consecutive Arbuzov and aza-Michael reactions and their antitumor activity

Roza Khamatkamilovna Bagautdinova 1
Roza Khamatkamilovna Bagautdinova
, 
Liliya Il'gizovna Vagapova 1
Liliya Il'gizovna Vagapova
, 
Andrey Vladimirovich Smolobochkin 1
Andrey Vladimirovich Smolobochkin
, 
Almir Sabirovich Gazizov 1
Almir Sabirovich Gazizov
, 
Alexander Romanovich Burilov 1
Alexander Romanovich Burilov
, 
Michael Arkad'evich Pudovik 1
Michael Arkad'evich Pudovik
, 
Alexandra Dmitrievna Voloshina 1
Alexandra Dmitrievna Voloshina
10.1016/j.mencom.2019.11.028
Published 2019-11-01
Communication , Volume 29, Issue 6, 686-687
5
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Bagautdinova R. K. et al. Synthesis of 1-(2-aminoethylsulfonyl)-2-phosphorylpyrrolidines via consecutive Arbuzov and aza-Michael reactions and their antitumor activity // Mendeleev Communications. 2019. Vol. 29. No. 6. pp. 686-687.
GOST all authors (up to 50) Copy
Bagautdinova R. K., Vagapova L. I., Smolobochkin A. V., Gazizov A. S., Burilov A. R., Pudovik M. A., Voloshina A. D. Synthesis of 1-(2-aminoethylsulfonyl)-2-phosphorylpyrrolidines via consecutive Arbuzov and aza-Michael reactions and their antitumor activity // Mendeleev Communications. 2019. Vol. 29. No. 6. pp. 686-687.
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TY - JOUR
DO - 10.1016/j.mencom.2019.11.028
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.11.028
TI - Synthesis of 1-(2-aminoethylsulfonyl)-2-phosphorylpyrrolidines via consecutive Arbuzov and aza-Michael reactions and their antitumor activity
T2 - Mendeleev Communications
AU - Bagautdinova, Roza Khamatkamilovna
AU - Vagapova, Liliya Il'gizovna
AU - Smolobochkin, Andrey Vladimirovich
AU - Gazizov, Almir Sabirovich
AU - Burilov, Alexander Romanovich
AU - Pudovik, Michael Arkad'evich
AU - Voloshina, Alexandra Dmitrievna
PY - 2019
DA - 2019/11/01
PB - Mendeleev Communications
SP - 686-687
IS - 6
VL - 29
ER -
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@article{2019_Bagautdinova,
author = {Roza Khamatkamilovna Bagautdinova and Liliya Il'gizovna Vagapova and Andrey Vladimirovich Smolobochkin and Almir Sabirovich Gazizov and Alexander Romanovich Burilov and Michael Arkad'evich Pudovik and Alexandra Dmitrievna Voloshina},
title = {Synthesis of 1-(2-aminoethylsulfonyl)-2-phosphorylpyrrolidines via consecutive Arbuzov and aza-Michael reactions and their antitumor activity},
journal = {Mendeleev Communications},
year = {2019},
volume = {29},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.11.028},
number = {6},
pages = {686--687},
doi = {10.1016/j.mencom.2019.11.028}
}
MLA
Cite this
MLA Copy
Bagautdinova, Roza Khamatkamilovna, et al. “Synthesis of 1-(2-aminoethylsulfonyl)-2-phosphorylpyrrolidines via consecutive Arbuzov and aza-Michael reactions and their antitumor activity.” Mendeleev Communications, vol. 29, no. 6, Nov. 2019, pp. 686-687. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.11.028.

Abstract

1-(2-Aminoethylsulfonyl)-2-phosphorylpyrrolidines have been synthesized via boron trifluoride-catalyzed Arbuzov reaction of 2-ethoxy-1-(vinylsulfonyl)pyrrolidine with triethyl phosphite followed by aza-Michael reaction of thus obtained 2-phosphoryl-1-(vinylsulfonyl)pyrrolidine with secondary amines. The cytotoxicity of the prepared 1-(2-aminoethylsulfonyl)-2-phosphorylpyrrolidines against M-Hela tumor cell line is comparable with that of tamoxifen, whereas the cytotoxicity against normal cell line is twofold lower.

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