Green One-pot Synthesis of Novel Polysubstituted Pyrazole Derivatives as Potential Antimicrobial Agents

• Main Authors: Hamid Beyzaei, Zahra Motraghi, Reza Aryan, Mohammad Mehdi Zahedi, Alireza Samzadeh-Kermani
• Format: Article
• Language: English
• Published: Slovenian Chemical Society 2017-12-01
• Series: Acta Chimica Slovenica
• Subjects: Green synthesis; Deep eutectic solvent; Glycerol/potassium carbonate; Polysubstituted pyrazoles; Antibacterial and antifungal activities
• Online Access: https://journals.matheo.si/index.php/ACSi/article/view/3609

Various biological properties of natural and synthetic pyrazole derivatives such as anti-inflammatory, antimicrobial, neuroprotective, anticonvulsant, antidepressant and anticancer activities encouraged us to propose a new, fast, green and eco-friendly procedure for the preparation of some novel 5-amino-3-(aryl substituted)-1-(2,4-dinitrophenyl)-1H-pyrazole-4-carbonitriles. They were efficiently synthesized via one-pot two-step process reaction of malononitrile, 2,4-dinitrophenylhydrazine and different benzaldehydes in deep eutectic solvent (DES) glycerol/potassium carbonate. The products yield and reaction times were considerably improved in the presence of applied DES. Antibacterial effects of all newly synthesized pyrazoles in comparison with several common antibiotics were evaluated against a variety of Gram-positive and Gram-negative pathogenic bacteria. In addition to, their inhibitory activities on three fungi were compared to some current antifungal agents. The moderate to good antimicrobial potentials particularly against fungi were observed in the major heterocyclic compounds according to the IZD, MIC, MBC and MFC results.