Ultrasound-Promoted Synthesis, Structural Characterization and in vitro Antimicrobial Activity of New 5-Aryl-3-(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-1-carboximidamides
AUTOR(ES)
Albuquerque, Danilo Y. de; Damim, Andressa C.; Faoro, Eliandro; Casagrande, Gleison A.; Back, Davi F.; Moura, Sidnei; Pereira, Claudio M. P. de; Oliveira, Kelly M. P. de; Pizzuti, Lucas
FONTE
J. Braz. Chem. Soc.
DATA DE PUBLICAÇÃO
2020-04
RESUMO
This work aims the synthesis of amidino pyrazolines by the cyclocondensation reaction between 3-(hetero)aryl-1-(2-hydroxyphenyl)enones and aminoguanidine hydrochloride under sonochemical conditions. Thirteen new compounds were synthesized in 15-83% of yield after sonication for 30 min without purification by chromatography. Furthermore, antimicrobial activities of the synthesized compounds were investigated by in vitro minimum inhibitory concentration (MIC) in a panel of four bacterial strains and four Candida yeasts. As result, the 5-(4-bromophenyl)-3-(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-1-carboximidamide hydrochloride was identified as the most active against gram-positive S. aureus and E. faecalis with MIC of 7.8 µg mL−1, similar to the value showed by chloramphenicol, which was used as standard.
Documentos Relacionados
- Ultrasound-Promoted Synthesis of 3-(Thiophen-2-yl)-4,5-dihydro-1H-pyrazole-1-carboximidamides and Anticancer Activity Evaluation in Leukemia Cell Lines
- Synthesis and antileishmanial activity of new 1-aryl-1H-pyrazole-4-carboximidamides derivatives
- Straightforward and Clean Ultrasound-Promoted Synthesis of 2-(4,5-Dihydro‑1H‑pyrazol-1-yl)pyrimidines
- Ultrasound-Promoted Chemoselective Oxysulfonylation of Alkenes
- Antioxidant and antimicrobial properties of 2-(4,5-dihydro-1H-pyrazol-1-yl)-pyrimidine and 1-carboxamidino-1H-pyrazole derivatives