title: 4-Demethoxy-3'-N-trifluoroacetyldoxorubicin. Synthesis and solid tumor activity.
abstract: A new route has been developed for the preparation of 3'-N-protected doxorubicin analogues. 4-Demethoxy-3'-N-trifluoroacetyldoxorubicin (5) was synthesized in an approach to an orally active anthracycline analogue. Tested against the B-16 murine solid tumor in mice, this compound increased life span by 133% when it was administered intraperitoneally at 25 mg/kg, and by 52% when it was given orally at 50 mg/kg.
authors.affiliation: Department of Chemistry, Ohio State University, Columbus 43210.
authors.forename: D
authors.initials: D
authors.lastname: Horton
authors.forename: W
authors.initials: W
authors.lastname: Priebe
authors.forename: J P
authors.initials: JP
authors.lastname: Carter
authors.forename: J
authors.initials: J
authors.lastname: Filppi
authors.forename: R L
authors.initials: RL
authors.lastname: Wolgemuth
mesh_terms: D000818:Animals; D000903:Antibiotics, Antineoplastic / Q000737:chemistry* / Q000494:pharmacology; D002855:Chromatography, Thin Layer; D004317:Doxorubicin / Q000494:pharmacology; D005260:Female; D051379:Mice; D008815:Mice, Inbred Strains; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured / Q000187:drug effects
chemical_list: D000903:Antibiotics, Antineoplastic; D004317:Doxorubicin