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SYNTHESIS AND BIOLOGICAL EVALUATION OF SOME NEW RUTIN SEMISYNTHETIC DERIVATIVES AS ANTIBACTERIAL AGENTS

DAN LUPAŞCU^1*, CRISTINA TUCHILU޲, CĂTĂLINA ELENA LUPUŞORU³, CRISTINA GHICIUC³, MARIA ŞUTU¹, ALEXANDRA NEAGU¹, LENUŢA PROFIRE¹

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Many studies show that flavonoids have a lot of biological properties, including the antimicrobial effect. It is also known that rutin is able to increase the antibacterial activity of other compounds. On the other hand, the antibacterial sulphonamides have weak water solubility, which is responsible for the renal serious secondary effects. Starting from these facts, we synthesised some water soluble rutin derivatives with antibacterial sulphonamides, treating rutin with 1,3-dichloro-2-propanol, 1-bromo-3-chloro-propane, 2- dibromethane and dibrommethane, and then with sulfadimethoxyne, sulfamethoxazole, sulfachloropyridazine, sulfapyridine, sulfisoxazole, sulfacetamide, sulfadiazine, sulfamerazine, sulfathiazole. Molecular formula, weight, yield, melting points and solubility have characterized the new derivatives. Elemental analysis and spectral analysis (UV and IR) have confirmed the structure of the new compounds. In vitro and in vivo microbiological assays were performed. Some of them showed marked antibacterial properties. The most active compounds are the sulfapyridine and sulfachloropyridazine derivatives, that have an equal activity or are even more active than cotrimoxazole.