Chemical modification of anthracycline antibiotics. I. Demethoxycarbonylation, 10-epimerization and 4-o-methylation of aclacinomycin A.
Demethoxycarbonyl derivatives of aclacinomycin A and of its 7-epimer, 10-epi-aclacinomycin A and 4-O-methylaclacinomycin A were chemically derived from aclacinomycin A. The cytotoxicity and inhibitory effects of RNA and DNA synthesis in cultured L1210 leukemia cells of the 4-O-methyl derivative approximated that of aclacinomycin A, while the demethoxycarbonyl derivatives and 10-epi-aclacinomycin A exhibited decreased activities in comparison with the parent compound.
D015250:Aclarubicin; D000818:Animals; D002470:Cell Survival / Q000187:drug effects; D002478:Cells, Cultured; D055598:Chemical Phenomena; D002621:Chemistry; D004273:DNA, Neoplasm / Q000096:biosynthesis; D003864:Depression, Chemical; D007939:Leukemia L1210 / Q000378:metabolism; D008745:Methylation; D008968:Molecular Conformation; D009279:Naphthacenes / Q000494:pharmacology; D012334:RNA, Neoplasm / Q000096:biosynthesis; D013329:Structure-Activity Relationship
D004273:DNA, Neoplasm; D009279:Naphthacenes; D012334:RNA, Neoplasm; D015250:Aclarubicin