Synthesis and biological activity of 3'-deamino-3'-haloanthracyclines.
4'-O-Acetyl-3'-deamino-3'-chloro and 4'-O-acetyl-3'-deamino-3'-bromoepidaunorubicin analogs have been synthesized by condensation of daunomycinone with the corresponding hexopyranosyl chlorides. The glycosides obtained were less potent than adriamycin (ADR) in inhibiting the proliferation of tumor cells in vitro, but they have shown promising activity against a variety of multidrug resistant (MDR) cell lines.
Demetzos
C
C
Laboratoire de Pharmacognosie de l'Université René Descartes, URA au CNRS No 1310, Faculté des Sciences Pharmaceutiques et Biologiques, Paris, France.
Skaltsounis
A L
AL
Michel
S
S
Tillequin
F
F
Koch
M
M
Anstett
M
M
Leonce
S
S
Pierré
A
A
Atassi
G
G
D000818:Animals; D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis* / Q000494:pharmacology*; D002453:Cell Cycle / Q000187:drug effects; D002460:Cell Line; D006224:Cricetinae; D003412:Cricetulus; D015195:Drug Design; D004351:Drug Resistance; D006801:Humans; D007939:Leukemia L1210 / Q000188:drug therapy; D051379:Mice; D014407:Tumor Cells, Cultured
D000903:Antibiotics, Antineoplastic