In this study, the relations between the toxicity and chemical structure of phenol and 16 chlorophenols from mono-chlorophenols to penta-chlorophenol (PCP) were investigated by using two kind of toxicity (IC
50 value, RCR
50 value) and 6 physicochemical parameters (log
POW, p
Ka, Σ
σ, MIC, Σ
D, mp), respectively.
The increase of the chlorine atom number in chlorophenols enhanced the toxicity to activated sludge (IC
50 value) and mouse liver mitochondria (RCR
50 value). A good linear correlation of γ=0.964 (n=17) was observed between the log 1/IC
50 and the log 1/RCR
50.
From the viewpoint of sensitivity, RCR
50 value has proved superior to IC
50 value in the order of 4 to 87 times. However, IC
50 value surpassed than RCR
50 value in a simple, rapid and stable method of determining the toxicity.
The log 1/IC
50 was closely correlated with log
POW (γ=0.970), Σ
σ (γ=0.928), MCI (γ=0.922) and Σ
D (γ=0.955), but was correlated with p
Ka (γ=0.736) and mp (γ=0.515). Physicochemical properties of the log 1/RCR
50 were also similar to those of log 1/IC
50.
From these results, the close correlation was observed between toxicity of IC
50 value or RCR
50 value and structure-activity relations of chorophenols tested.
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