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Synthesis and Biological Activity of New 4‐ tert ‐Butylcyclohexanone Derivatives
Author(s) -
Kozioł Agata,
Jasnowski Mateusz,
Grela Ewa,
Szczepanik Maryla,
Gabryś Beata,
Dancewicz Katarzyna,
Lochyński Stanisław
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.201800411
Subject(s) - bacillus subtilis , chemistry , strain (injury) , escherichia coli , staphylococcus aureus , antibacterial activity , stereochemistry , myzus persicae , food science , bacteria , biochemistry , biology , botany , genetics , aphid , anatomy , gene
In the synthesis performed in this study, derivatives of 4‐ tert ‐butylcyclohexanone 1 were obtained using typical reactions of organic synthesis. The bioactivity of the selected compounds was evaluated. 1‐(Bromomethyl)‐8‐ tert ‐butyl‐2‐oxaspiro[4.5]decan‐3‐one ( 5 ) was characterized by attractant properties against larvae and a weak feeding deterrent activity against adults of Alphitobius diaperinus Panzer . This bromolactone was a moderate antifeedant towards Myzus persicae Sulzer . In addition, ethyl (4‐ tert ‐butylcyclohexylidene)acetate ( 2 ) and bromolactone 5 displayed antibacterial activity. The strongest bacteriostatic effect was observed against Gram‐positive strains: Bacillus subtilis and Staphylococcus aureus . The bromolactone 5 also limited the growth of Escherichia coli strain.