Synthesis, DNA-damaging and cytotoxic properties of novel topoisomerase II-directed bisantrene analogues.
New bisantrene analogues were synthesized, bearing one or two 4,5-dihydro-1H-imidazol-2-yl hydrazone side chains at positions 1,4 or 9 of the anthracene ring system. A 10-azabioisostere was also prepared. The position of substituents in structurally isomeric drugs modulates topoisomerase II poisoning and specificity, along with cytotoxicity.
Zagotto
G
G
Department of Pharmaceutical Sciences, University of Padova, Italy.
Oliva
A
A
Guano
F
F
Menta
E
E
Capranico
G
G
Palumbo
M
M
D000873:Anthracenes / Q000138:chemical synthesis / Q000378:metabolism / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D004249:DNA Damage; D004250:DNA Topoisomerases, Type II / Q000378:metabolism*; D006801:Humans; D014407:Tumor Cells, Cultured
D000873:Anthracenes; D000970:Antineoplastic Agents; C031404:bisantrene; D004250:DNA Topoisomerases, Type II