Design, synthesis, docking studies and monoamine oxidase inhibition of a small library of 1-acetyl- and 1-thiocarbamoyl-3,5-diphenyl-4,5-dihydro-(1H)-pyrazoles
Date
2019Author
Guglielmi, Paulo
Petzer, Anél
Petzer, Jacobus P.
Carradori, Simone
Poli, Giulio
Metadata
Show full item recordAbstract
New N-acetyl/N-thiocarbamoylpyrazoline derivatives were designed and synthesized
in high yields to assess their inhibitory activity and selectivity against human monoamine oxidase
A and B. The most important chiral compounds were separated into their single enantiomers and
tested. The impact of the substituents at N1, C3 and C5 positions as well the influence of the
configuration of the C5 on the biological activity were analyzed. Bulky aromatic groups at C5
were not tolerated. p-Prenyloxyaryl moiety at C3 oriented the selectivity toward the B isoform.
The results were also corroborated by molecular modelling studies providing new suggestions for
the synthesis of privileged structures to serve as lead compounds for the treatment of mood disorders
and neurodegenerative diseases
URI
http://hdl.handle.net/10394/31902https://www.mdpi.com/1420-3049/24/3/484/pdf
https://doi.org/10.3390/molecules24030484
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- Faculty of Health Sciences [2404]