title: [Synthesis and properties of 5-fluorouracil derivatives].
abstract: A series of N-acyl derivatives of 5-fluorouracil (5-FU) bearing residues of palmitic, p-myristoylaminobenzoic, p-oleoylaminobenzoic, and 1-adamantanecarbonic acids was synthesized. Relative rates of hydrolysis of derivatives mentioned under physiological conditions, at pH 7.2 and 37 degrees C, have shown that stability of these compounds increases with reducing of spatial accessibility of amide group at N1 in 5-FU. These substances incorporate easily into lipid bilayer; their liposomal preparations showed substantial cytostatic activity on HBL (human breast lymphoma) cells and are of interest as potential antitumor preparations. Also, a fluorescent analog, 1-[8-(3-perylenyl)octanoyl]-5-fluorouracil, destined for studies of the 5-FU derivatives behavior in cells and tissues was prepared.
authors.forename: A V
authors.initials: AV
authors.lastname: Semakov
authors.forename: A A
authors.initials: AA
authors.lastname: Blinkov
authors.forename: G P
authors.initials: GP
authors.lastname: Gaenko
authors.forename: A G
authors.initials: AG
authors.lastname: Vostrova
authors.forename: Iu G
authors.initials: IuG
authors.lastname: Molotkovskiĭ
mesh_terms: D010129:4-Aminobenzoic Acid / Q000138:chemical synthesis / Q000737:chemistry; D000218:Adamantane / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D001943:Breast Neoplasms / Q000188:drug therapy / Q000473:pathology; D045744:Cell Line, Tumor / Q000187:drug effects; D005472:Fluorouracil / Q000008:administration & dosage* / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry*; D006801:Humans; D006868:Hydrolysis; D007700:Kinetics; D008081:Liposomes / Q000008:administration & dosage / Q000737:chemistry; D019308:Palmitic Acid / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D008081:Liposomes; D019308:Palmitic Acid; C012698:adamantanecarboxylic acid; D000218:Adamantane; D010129:4-Aminobenzoic Acid; D005472:Fluorouracil