Synthesis and in vitro antimicrobial activities of new (cyano-NNO-azoxy) pyrazole derivatives

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

卷:21

Article

Boschi, Donatella¹  Guglielmo, Stefano¹  Aiello, Stefania²  Morace, Giulia³  Borghi, Elisa³  Fruttero, Roberta¹ 

[1] Univ Turin, Dipartimento Sci & Tecnol Farmaco, I-10125 Turin, Italy

[2] Univ Palermo, Dipartimento Farmacochim Tossicol & Biol, I-90123 Palermo, Italy

[3] Univ Milan, Dipartimento Sanita Pubbl Microbiol Virol, I-20133 Milan, Italy

关键词: Antifungal activity;    Pyrazole;    Azole resistance;    Cyano-NNO-azoxy;    Thiophene;   

DOI  :  10.1016/j.bmcl.2011.03.101

来源: Elsevier

【 摘 要 】

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 Candida krusei and Candida glabrata (MIC = 0.25 and 0.5 mu g/mL, respectively), two fungal species resistant to azoles, is noteworthy. The presence of the cyano function appeared essential for activity. (C) 2011 Elsevier Ltd. All rights reserved.

【 授权许可】

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