Ultrasound-Promoted Synthesis, Structural Characterization and in vitro Antimicrobial Activity of New 5-Aryl-3-(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-1-carboximidamides

被引：4

作者：

de Albuquerque, Danilo Y. ^{[1
]}

Damim, Andressa C. ^{[2
]}

Faoro, Eliandro ^{[1
]}

Casagrande, Gleison A. ^{[1
]}

Back, Davi F. ^{[3
]}

Moura, Sidnei ^{[4
]}

de Pereira, Claudio M. P. ^{[5
]}

de Oliveira, Kelly M. P. ^{[2
]}

Pizzuti, Lucas ^{[1
]}

机构：

[1] Fundacao Univ Fed Grande Dourados, Grp Pesquisa Sintese & Caracterizacao Mol Mato Gr, Rod Dourados Itahum,Km 12, BR-79804970 Dourados, MS, Brazil

[2] Fundacao Univ Fed Grande Dourados, Fac Ciencias Biol & Ambientais, Rod Dourados Itahum,Km 12, BR-79804970 Dourados, MS, Brazil

[3] Univ Fed Santa Maria, Dept Quim, Lab Mat Inorgan, Av Roraima 1000, BR-97105900 Santa Maria, RS, Brazil

[4] Univ Caxias do Sul, Lab Biotecnol Prod Nat & Sintet, Rua Francisco Getulio Vargas 1130, BR-95070560 Caxias Do Sul, RS, Brazil

[5] Univ Fed Pelotas, Inst Quim & Geociencias, Campus Univ, BR-96010900 Pelotas, RS, Brazil

来源：

JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY | 2020年 / 31卷 / 04期

关键词：

amidino pyrazoline; antibacterial activity; antifungal activity; cyclocondensation reaction; ultrasonic irradiation; AMINOGUANIDINE FREE-BASE; BIOLOGICAL EVALUATION; PYRAZOLINE DERIVATIVES; MONOCATION; INHIBITORS; DICATION; DESIGN; AGENTS;

D O I：

10.21577/0103-5053.20190239

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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 vim, 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 mu g mL(-1), similar to the value showed by chloramphenicol, which was used as standard.

引用

页码：746 / 755

页数：10

共 35 条

[1] Design and synthesis of novel 1,3,5-triphenyl pyrazolines as potential anti-inflammatory agents through allosteric inhibition of protein kinase Czeta (PKCζ) [J].