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Synthesis and characterization of novel PGA and PLA prodrugs with sulfadiazine and 5-fluorouracil terminal groups

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Indexed by: Journal Article

Date of Publication: 2007-07-01

Journal: JOURNAL OF MACROMOLECULAR SCIENCE PART A-PURE AND APPLIED CHEMISTRY

Included Journals: Scopus、EI、SCIE

Volume: 44

Issue: 7-9

Page Number: 887-892

ISSN: 1060-1325

Key Words: sulfadiazine; 5-fluorouracil; drug carriers; drug release

Abstract: PGA and PLA prodrugs containing sulfadiazine and 5-fluorouracil terminal groups were prepared in three steps: (1) Chloride-terminated polymeric carriers were synthesized by polymerization of chloroacetic acid and L-lactic acid (PLA); and chloride-terminated PLA was prepared by reaction of PLA and a-chloroacetyl isocyanate; (2) The obtained polymeric carriers reacted with 5-FU to get polymer-5-FU conjugates in the presence of dicyclohexylcarbodiimide (DCC) and dimethylaminopyridine (DMAP); (3) The conjugates reacted with potassium sulfadiazine using tetrabutyl ammonium chloride as phase transfer catalyst. Structures of the synthesized prodrugs were confirmed by IR and H-1-NMR. The molecular weights of prodrugs were determined by GPC. The UV measurement showed that 5-FU could be fully released from the prodrugs in acidic solution in vitro. The drug content measured by UV spectrometer is 66.2 in maximum.

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