Ba. Donlon et al., TOXICITY OF N-SUBSTITUTED AROMATICS TO ACETOCLASTIC METHANOGENIC ACTIVITY IN GRANULAR SLUDGE, Applied and environmental microbiology, 61(11), 1995, pp. 3889-3893
N-substituted aromatics are important priority pollutants entering the
environment primarily through anthropogenic activities associated wit
h the industrial production of dyes, explosives, pesticides, and pharm
aceuticals, Anaerobic treatment of wastewaters discharged by these ind
ustries could potentially be problematical as a result of the high tox
icity of N-substituted aromatics. The objective of this study was to e
xamine the structure-toxicity relationships of N-substituted aromatic
compounds to acetoclastic methanogenic bacteria, The toxicity was assa
yed in serum flasks by measuring methane production in granular sludge
, Unacclimated cultures were used to minimize the biotransformation of
the toxic organic chemicals during the test. The nature and the degre
e of the aromatic substitution were observed to have a profound effect
on the toxicity of the test compound. Nitroaromatic compounds were, o
n the average, over 500-fold more toxic than their corresponding aroma
tic amines. Considering the facile reduction of nitro groups by anaero
bic microorganisms, a dramatic detoxification of nitroaromatics toward
s methanogens can be expected to occur during anaerobic wastewater tre
atment. While the toxicity exerted by the N-substituted aromatic compo
unds was closely correlated with compound apolarity (log P), it was ob
served that at any given log P, N-substituted phenols had a toxicity t
hat was 2 orders of magnitude higher than that of chlorophenols and al
kylphenols. This indicates that toxicity due to the chemical reactivit
y of nitroaromatics is much more important than partitioning effects i
n bacterial membranes.