14-ESTERS AND L3-HYDRAZONES OF ANTHRACYCL INE ANTIBIOTICS OF THE DAUNORUBICIN SERIES - SYNTHESIS AND CYTOSTATIC ACTIVITY TOWARD TUMOR-CELLSSENSITIVE OR RESISTANT TO DOXORUBICIN

Doxorubicin and 14-hydroxycarminomycin 14-O-hemiadipates and 14-O-hemi pimelates, synthesized from 14-bromo derivatives of daunorubicin and c arminomycin and monosodium adipate and pimelate, were converted to the corresponding N-trifluoroacetylated compounds. 13-(4-Methylpiperazine -1-yl)imino derivatives of the anthracycline antibiotics were also obt ained. The cytostatic activity of the compounds synthesized was studie d using a panel of human and animal tumor cell lines sensitive or resi stant to doxorubicin. N-Trifluoroacetylation of the antibiotics result ed in a decrease in the cytostatic activity. The activity of the water -soluble 13-(4-methylpiperazine-1-yl)imino derivatives is close to tha t of the corresponding parent antibiotics.