Synthesis and antimicrobial evaluation of substituted 5,6-dihydro-5-nitrouracils.
Reaction of 5-nitrouracil derivatives with sodium borohydride in methanol-water, followed by neutralization of the product with acid, has produced 5,6-dihydro-5-nitrouracil (5) 5,6-dihydro-6-dihydro-6-methyl-5-nitrouracil (7), 5,6-dihydro-5-nitro-1-(4-nitrophenyl)uracil (10), and 5,6-dihydro-5-nitro-1(beta-D-ribofuranuronic acid ethyl ester)uracil (12). In assays for antimicrobial activity using strains of Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, Candida albicans, and Trichophyton mentagrophytes, significant inhibition of growth was not found.
D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents / Q000138:chemical synthesis*; D000935:Antifungal Agents / Q000138:chemical synthesis; D002176:Candida albicans / Q000187:drug effects; D004926:Escherichia coli / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D013211:Staphylococcus aureus / Q000187:drug effects; D014249:Trichophyton / Q000187:drug effects; D014498:Uracil / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology
D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents; D000935:Antifungal Agents; D014498:Uracil