RUTIN SEMISYNTHETIC DERIVATIVES WITH ANTIFUNGAL PROPERTIES
DAN LUPAŞCU1, CRISTINA TUCHILUŞ2*, FLORENTINA-GEANINA LUPAŞCU1, SANDRA CONSTANTIN1, MARIA APOTROSOAEI1, IOANA MIRELA VASINCU1, ANDREEA TEODORA IACOB1, LENUŢA PROFIRE1
“Gr. T. Popa” University of Medicine and Pharmacy, Faculty of Pharmacy, 16 Universităţii Street, 700115, Iaşi, Romania
1.Department of Pharmaceutical Chemistry
2.Department of Microbiology
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Among the often cited flavonoids with pharmacological properties, rutin is recently highlighted for its antifungal effect. On the other hand, the development of azole based drugs represented a major advance in medical mycology; azoles are currently the most popular class of antifungals used in medicine (clotrimazole, ketoconazole, fluconazole, itraconazole, a.o.). Starting from these facts, we synthesised some water soluble rutin derivatives containing imidazole and benzimidazole moieties in their chemical structure, treating rutin with 1,3-dichloro-2-propanol, 1-bromo-3-chloropropane, 2-dibromoethane and dibromomethane, and then with imidazole and benzimidazole, respectively. Molecular formula, weight, yield, melting points and solubility have characterized the new derivatives. Elemental analysis, IR and 1H-NMR spectral analysis have confirmed the structure of new the compounds. In vitro microbiological assays have been made. The tested compounds have shown a good antifungal activity (against Candida spp.) and antibacterial effects also (against Gram- positive bacterial strains).