Abstract
The present study describes the synthesis and biological investigation of novel ethyl 4,4,4-trifluoro-3-hydrazonobutanoate derivatives, which were synthesized by condensation of commercially available hy-drazines and ethyl 4,4,4-trifluorobut-2-ynoate. We explored the chemical space of these new fluorinated compounds to determine their antioxidant and antibacterial activities and their angiotensin I-converting enzyme (ACE) inhibition ability. The results indicated that the seven compounds synthesized revealed ex-cellent antioxidant activity with inhibition values in the range of 67.83 +/- 0.001-95.77 +/- 0.05% at 2 mu M. The compound 3g displayed the highest ACE inhibitory activity with an IC50 of 2.42 mu M. The results re-vealed also that compound 3e was highly active against S. typhi, L. monocytogenes and K. pneumoniae. The docking of chemical compounds in the ACE active site showed possible inhibitory effect of all compounds on the catalytic activity of the enzyme, which would satisfactorily explain the anti-hypertensive effect of these compounds. (C) 2021 Elsevier B.V. All rights reserved.