title: Novel anthracycline oligosaccharides: influence of chemical modifications of the carbohydrate moiety on biological activity.
abstract: Several observations highlight the importance of the carbohydrate moiety for the biological activity of antitumoural anthracyclines. Here is reported the synthesis, cytotoxicity and topoisomerase II-mediated DNA cleavage intensity of the new oligosaccharide anthracyclines 1--4 modified in the sugar residue. Evaluation of cytotoxic potency on different cell lines, resulted in quite similar values among the different analogues. On the other hand, topoisomerase II-mediated DNA breaks level was different for the various compounds, and was not related to cytotoxicity, thus supporting previous observations reported for some monosaccharide anthracyclines modified in the carbohydrate portion.
authors.affiliation: Menarini Ricerche, via Tito Speri 10, 00040, Pomezia, Italy. acipollone@menarini-richerche.it
authors.forename: A
authors.initials: A
authors.lastname: Cipollone
authors.forename: M
authors.initials: M
authors.lastname: Berettoni
authors.forename: M
authors.initials: M
authors.lastname: Bigioni
authors.forename: M
authors.initials: M
authors.lastname: Binaschi
authors.forename: C
authors.initials: C
authors.lastname: Cermele
authors.forename: E
authors.initials: E
authors.lastname: Monteagudo
authors.forename: L
authors.initials: L
authors.lastname: Olivieri
authors.forename: D
authors.initials: D
authors.lastname: Palomba
authors.forename: F
authors.initials: F
authors.lastname: Animati
authors.forename: C
authors.initials: C
authors.lastname: Goso
authors.forename: C A
authors.initials: CA
authors.lastname: Maggi
mesh_terms: D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002241:Carbohydrates / Q000737:chemistry; D002470:Cell Survival / Q000187:drug effects; D004247:DNA / Q000378:metabolism; D004250:DNA Topoisomerases, Type II / Q000187:drug effects / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D009844:Oligosaccharides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured / Q000187:drug effects
chemical_list: D000903:Antibiotics, Antineoplastic; D002241:Carbohydrates; D009844:Oligosaccharides; D004247:DNA; D004250:DNA Topoisomerases, Type II