carubicin and daunomycinone

The cytotoxic effect of (7S)- and (7R)-O-epoxyalkyl derivatives of daunomycinone on leukemia P388 cells was followed in in vitro tests and their mutagenicity was determined by means of the bacterial SOS chromotest. The biological effects of the substances were compared with those of daunomycin, carminomycin and nogalamycin. The most efficient derivative proved to be the (7S)-9-acetyl-4-methoxy 7-O-(2,3-epoxypropyl)-7,8,9,10-tetrahydro-6,9,11-trihydroxy-5, 12-naphthacenequinone 10 which inhibited the DNA and RNA synthesis and proliferation of P388 cells on the level of daunomycin or carminomycin. The cytotoxic and mutagenic action of 7-O-epoxyalkyl derivatives of daunomycinone was affected by the length of alkyl and its configuration.

Topics: Animals; Carubicin; Cell Survival; Daunorubicin; DNA Replication; Leukemia P388; Mice; Mutagenicity Tests; Naphthacenes; Nogalamycin; RNA; Structure-Activity Relationship

Microbial transformation experiments were performed using 13-ketone-blocked daunomycinone derivatives which were converted into the corresponding carminomycinone derivatives by microbial O-demethylation.

Topics: Antibiotics, Antineoplastic; Carubicin; Chemical Phenomena; Chemistry; Daunorubicin; Fermentation; Mitosporic Fungi; Naphthacenes