Various analogues of 5,8-dimethoxy-1,4-naphthoquinone (DMNQ) such as 2- or
6-(1-hydroxyiminoalkyl)-DMNQs were prepared and evaluated for the antitumor
action. (1-Hydroxyiminoalkyl)-DMNQ derivatives expressed greater antitumor
action than (1-hydroxyalkyl)- or acyl-DMNQ derivatives. Moreover 6-(1-hydr
oxyiminoalkyl)-DMNQ derivatives expressed higher antitumor action than 2-su
dstituted ones, suggestive of a steric effect. Some of 6-(1-propyloxyalkyl)
-DMNQ derivatives with an alkyl group of butyl to octyl moiety showed T/C v
alues of > 400%.