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Synthesis and Evaluation of Water‐Soluble 2‐Aryl‐1‐Sulfonylpyrrolidine Derivatives as Bacterial Biofilm Formation Inhibitors
Author(s) -
Smolobochkin Andrey V.,
Muravyeva Ekaterina A.,
Vagapova Liliya I.,
Knyazeva Irina R.,
Voronina Julia K.,
Burilov Alexander R.,
Pudovik Michail A.,
Gildebrant Anastasiya V.,
Sazykin Ivan S.,
Sazykina Marina A.,
Gazizov Almir S.
Publication year - 2019
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.201800490
Subject(s) - biofilm , chemistry , aryl , reagent , amine gas treating , combinatorial chemistry , intramolecular force , sulfonyl , quorum sensing , bacteria , organic chemistry , alkyl , genetics , biology
The approach to the novel 1‐[(2‐aminoethyl)sulfonyl]‐2‐arylpyrrolidines via unique intramolecular cyclization/aza‐Michael reactions of N ‐(4,4‐diethoxybutyl)ethenesulfonamide have been developed, which benefits from high yields of target compounds, mild reaction conditions, usage of inexpensive and low‐toxic reagents, and allows for wide variability in both amine and aryl moieties. Biotesting with whole‐cell luminescent bacterial biosensors responding to DNA damage showed that all tested compounds are not genotoxic. Tested compounds differently affect the formation of biofilms by Vibrio aquamarinus DSM 26054. Some of the tested compounds were found to suppress the bacterial biofilms growth and thus are promising candidates for further studies.