Dna

Other antitumor compounds contain two or three aziridine rings linked to a benzoquinone system and can act as DNA bisalkylators and cross-linking agents. They were designed to cross the blood-brain barrier because of their high lipo-philicity and low ionization. Some of them have been used in the clinic, as in the case of carboquone (carbazilquinone), diaziquone (AZQ), triaziquone, and BZQ.20 AZQ, one of the most active compounds, has been studied in a number of clinical trials up to Phase II21 and was the first ''orphan drug'' selected by the FDA in the early 1980s, but it showed no clear advantage over preexisting drugs. BZQ and triaziquone22 also underwent clinical trials, but they were withdrawn because of their toxicity. EO9 contains only one aziridine moiety and has shown very good activity in vitro but disappointing results in clinical trials that were attributed to its short half-life.

A O OCH3

H3CAAV O

O v Carboquone

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