Table 3

Comparison of potencies of bis(benzylidene)alkanones in inducing NQO1 and elevating GSH in PE murine papilloma cells

CompoundConc. that doubles NQO1 activity,* μMConc. that elevates GSH by 50%,* μM
Acetone derivatives
 Bis(benzylidene)- (22)>20 (6)5.3 (6)
 Bis(2-hydroxybenzylidene)- (23)0.14 (1)0.4 (2)
 Bis(4-hydroxybenzylidene)- (24)>10 (5)>10 (7)
Cyclohexanone derivatives
 2,6-Bisbenzylidene- (27)2.5 (4)2.5 (4)
 2,6-Bis(2-hydroxybenzylidene)- (28)0.16 (2)0.3 (1)
 2,6-Bis(2-methoxy-4-hydroxybenzylidene)- (29)0.6 (3)0.9 (3)
 2,6-Bis(2-methoxybenzylidene)- (30)2.5 (4)3.7 (5)
  • * The potency order rank is shown in parentheses.