Attempts to Access a Series of Pyrazoles Lead to New Hydrazones with Antifungal Potential against <i>Candida</i> species including Azole-Resistant Strains
Georgiana Negru,
Laure Kamus,
Elena Bîcu,
Sergiu Shova,
Boualem Sendid,
Faustine Dubar,
Alina Ghinet
Affiliations
Georgiana Negru
Faculty of Chemistry, “Alexandru Ioan Cuza” University of Iași, Bd. Carol I 11, 700506 Iași, Romania
Laure Kamus
Inserm U1285, CHU Lille, UGSF UMR CNRS 8576, Glycobiology in Fungal and Clinical Applications, Unité de Glycobiologie Structurale et Fonctionnelle, University of Lille, 59000 Lille, France
Elena Bîcu
Faculty of Chemistry, “Alexandru Ioan Cuza” University of Iași, Bd. Carol I 11, 700506 Iași, Romania
Sergiu Shova
“Petru Poni” Institute of Macromolecular Chemistry, 700487 Iași, Romania
Boualem Sendid
Inserm U1285, CHU Lille, UGSF UMR CNRS 8576, Glycobiology in Fungal and Clinical Applications, Unité de Glycobiologie Structurale et Fonctionnelle, University of Lille, 59000 Lille, France
Faustine Dubar
Inserm U1285, CHU Lille, UGSF UMR CNRS 8576, Glycobiology in Fungal and Clinical Applications, Unité de Glycobiologie Structurale et Fonctionnelle, University of Lille, 59000 Lille, France
Alina Ghinet
Faculty of Chemistry, “Alexandru Ioan Cuza” University of Iași, Bd. Carol I 11, 700506 Iași, Romania
The treatment of benzylidenemalononitriles with phenylhydrazines in refluxing ethanol did not provide pyrazole derivatives, but instead furnished hydrazones. The structure of hydrazones was secured by X-ray analysis. The chemical proof was also obtained by direct reaction of 3,4,5-trimethoxybenzaldehyde with 2,4-dichlorophenylhydrazine. Newly synthesized hydrazones were tested against eight Candida spp. strains in a dose response assay to determine the minimum inhibitory concentration (MIC99). Five compounds were identified as promising antifungal agents against Candida spp. (C. albicans SC5314, C. glabrata, C. tropicalis, C. parapsilosis and C. glabrata (R azoles)), with MIC99 values ranging from 16 to 32 µg/mL and selective antifungal activity over cytotoxicity.
