Corbett T H, Griswold D P, Roberts B J, Schabel F M
Cancer Chemother Pharmacol. 1981;6(2):161-8. doi: 10.1007/BF00262337.
Two compounds that bind to or intercalate with DNA (DNA binders), e.g., adriamycin and 'dihydroxyanthracenedione', 9,10-anthracenedione, 1,4-dihydroxy-5,8-bis[[2-[(2-hydroxyethyl)-amino]ethyl]amino]-, dihydrochloride salt, consistently caused delayed lethality (20-200 days after treatment) if administered intraperitoneally (IP). Both of these agents contain para-hydroxyl groups in the ring adjacent to the quinone ring. Certain analogs of these compounds (aclacinomycin A and 'anthracenedione acetate', 9,10-anthracenedione, 1,4-bis[[2-[(2-hydroxyethyl)amino]ethyl]amino]-, diacetate (salt), which do not contain para-hydroxyl groups, did not cause delayed deaths when injected IP. The only difference in the molecular structure (other than the nature of their amine salts) between dihydroxyanthracenedione and anthracenedione acetate lies in the para-hydroxyl groups in the ring adjacent to the quinone ring. Another compound that binds to DNA, m-AMSA, which has neither the quinone function nor the para-hydroxyl groups, did not cause delayed deaths after IP administration.
两种与DNA结合或嵌入DNA的化合物(DNA结合剂),如阿霉素和“二羟基蒽二酮”,即9,10 - 蒽二酮,1,4 - 二羟基 - 5,8 - 双[[2 - [(2 - 羟乙基)-氨基]乙基]氨基] - 二盐酸盐,如果经腹腔内(IP)给药,会持续导致延迟性死亡(治疗后20 - 200天)。这两种药物在与醌环相邻的环中均含有对羟基。这些化合物的某些类似物(阿克拉霉素A和“蒽二酮乙酸酯”,即9,10 - 蒽二酮,1,4 - 双[[2 - [(2 - 羟乙基)氨基]乙基]氨基] - 二乙酸酯(盐),不含对羟基,经腹腔内注射时不会导致延迟死亡。二羟基蒽二酮和蒽二酮乙酸酯在分子结构上(除了它们胺盐的性质外)的唯一区别在于与醌环相邻的环中的对羟基。另一种与DNA结合的化合物m - AMSA,既没有醌官能团也没有对羟基,经腹腔内给药后不会导致延迟死亡。