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Synthesis and in vitro antimicrobial activities of new (cyano-NNO-azoxy)pyrazole derivatives
Authors:Boschi Donatella  Guglielmo Stefano  Aiello Stefania  Morace Giulia  Borghi Elisa  Fruttero Roberta
Institution:a Dipartimento di Scienza e Tecnologia del Farmaco, Università di Torino, via Pietro Giuria 9, I-10125 Turin, Italy
b Dipartimento Farmacochimico Tossicologico e Biologico, Università degli Studi, via Archirafi 32, I-90123 Palermo, Italy
c Dipartimento di Sanità pubblica-Microbiologia-Virologia, Università degli Studi di Milano, via C. Pascal 36, I-20133 Milan, Italy
Abstract:The antibacterial and antifungal activity of a series of products, in which the 1,5-dimethyl-4-(cyano-NNO-azoxy)pyrazol-3-yl and 1,3-dimethyl-4-(cyano-NNO-azoxy)pyrazol-5-yl moieties were linked to pyridine, pyrazole, isoxazole, thiophene and the furan ring, were examined. No molecule displayed activity against the Gram-negative bacteria tested. Conversely, some compounds displayed activity against two Staphylococcus aureus strains, including the methicillin resistant strain. All compounds displayed interesting antifungal activity, the most active compound of the series being the thiophene derivative 7a. This compound’s activity against Candidakrusei and Candidaglabrata (MIC = 0.25 and 0.5 μg/mL, respectively), two fungal species resistant to azoles, is noteworthy. The presence of the cyano function appeared essential for activity.
Keywords:Antifungal activity  Pyrazole  Azole resistance  Cyano-NNO-azoxy  Thiophene
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