TABLE 1

Softness, electrophilicity, and IC50 values for quinone and α,β-unsaturated carbonyl derivatives

Softness (σ) and electrophilicity (ω) for the selected compounds were calculated as described under Materials and Methods. The respective IC50 values represent in vitro electrophile concentrations that produce 50% thiol loss and reflect the relative electrophilic potency of each chemical.

ElectrophileσωIC50
× 10–3 ev–1evμM
NAPQI5006.839.1
pBQ5247.7811.6
tBQ5057.2017.5
HNE3933.78ND
Acrolein3793.5752.5
Acrylamide3462.62436,515
  • tBQ, 2-tert-butyl-1,4-benzoquinone