Synthesis of acridine analogues as intercalating crosslinkers and evaluation of their potential anticancer properties.

[摘要]：We synthesized 4,5-bis(halomethyl)acridines, which contain an acridine skeleton for DNA intercalation and two halomethyl groups for DNA crosslinking. 4,5-Bis(bromomethyl)acridine and 4,5-bis(chloromethyl)acridine intercalated in DNA and mediated interstrand DNA crosslinking. Both compds. were cytotoxic to CCRF-HSB-2 cells, a human T cell leukemia cell line. Mol. modeling of 4,5-bis(bromomethyl)acridine intercalated in 5'-GC-3' base pairs of DNA indicated that the bromomethyl group, which mediates alkylation, is in close proximity to N7 of guanine.

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