T. Kishino et K. Kobayashi, RELATION BETWEEN TOXICITY AND ACCUMULATION OF CHLOROPHENOLS AT VARIOUS PH, AND THEIR ABSORPTION MECHANISM IN FISH, Water research, 29(2), 1995, pp. 431-442
The relation between the acute toxicity and accumulation of 12 chlorop
henols in goldfish exposed to media containing the chemicals at Variou
s pH, and also the transport mechanism of chlorophenols from the surro
unding water in the fish were investigated. Both the acute toxicity an
d accumulation of chlorophenols increased with increasing number of su
bstituted chlorine atoms, although the magnitude of their increase dec
reased with increasing pH. For each chlorophenol, both the toxicity an
d the amount accumulated in the surviving fish was almost unchanged in
the range of pH < pK(a), but abruptly decreased with increasing media
pH in the range of pH > pK(a). On the other hand, the amount found in
the dead fish was little dependent on the pH of media. The distributi
on ratio (K) between the medium (compartment I) and fish body (compart
ment II) was calculated on the basis of the assumption that only the u
ndissociated form migrates between the two compartments by diffusion a
nd that the ratio of the concentration of the undissociated form in co
mpartment I to that in compartment II is proportional to the partition
coefficients in 1-octanol-water and n-heptane-water systems. A good c
orrelation was observed between log bioconcentration ratio (BCR) and l
og K value calculated by using the partition coefficient in the 1-octa
nol-water system. From these results, it is concluded that the transfe
r of chlorophenols from media to fish body, in which the formation of
intermolecular hydrogen bond between the hydroxyl group in the chemica
ls and the components in gill membranes plays an important role, is ma
inly caused by the passive diffusion of the undissociated form through
the membranes, and the concentration of the chemicals in the fish bod
y does not readily reach a lethal level with increasing pH of the medi
um owing to the increased conversion of the undissociated form to the
dissociated form, resulting in the reduction of the toxicity of chloro
phenols in the fish. However, the BCR was a little higher than that es
timated from the concentration of the undissociated form in the media.
The reason was presumed that the pH near the outer surface of the gil
l membranes is lower than that of the media.