The ability of various anthraquinone antitumor agents to undergo oxida
tive metabolism with concomitant cytochrome c reduction has been exami
ned. The reduction of cytochrome c by the compounds had enzymatic char
acter and occurred without the formation of oxygen radicals. We have f
ound that the presence of at least two phenolic groups in ring A of th
e compounds studied was indispensable for their oxidative metabolism.
It is suggested that these groups are essential for the binding to cyt
ochrome c. Furthermore, it has been shown that the existence of hydrox
y groups in side chains of these compounds augments their interaction
with this hemoprotein. On the basis of the results obtained for a seri
es of analogs of mitoxantrone. we can conclude that the structural fac
tor directly responsible fur cytochrome c reduction is the primary or
secondary amino group of the side chains.