4-Demethoxy-3'-N-trifluoroacetyldoxorubicin. Synthesis and solid tumor activity.
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.
Horton
D
D
Department of Chemistry, Ohio State University, Columbus 43210.
Priebe
W
W
Carter
J P
JP
Filppi
J
J
Wolgemuth
R L
RL
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
D000903:Antibiotics, Antineoplastic; D004317:Doxorubicin