Pla. Vanvlaardingen et al., PROPERTY-TOXICITY RELATIONSHIPS OF AZAARENES TO THE GREEN-ALGA SCENEDESMUS-ACUMINATUS, Environmental toxicology and chemistry, 15(11), 1996, pp. 2035-2042
The toxicity of three two-ring and five three-ring azaarenes to the gr
een alga Scenedesmus acuminatus and its relationship with molecular st
ructure was investigated. Indole, quinoline, isoquinoline, and carbazo
le did not inhibit the growth rate of S. acuminatus in 96-h batch cult
ure assays up to 10 mg/L. Chlorophyll-a content appeared to be a more
sensitive response parameter than growth for five of six compounds. Th
is parameter showed a relationship with hydrophobicity-related molecul
ar descriptors like molecular surface area. Four benzoquinoline isomer
s showed notably different effects on growth rare and chlorophyll-a co
ntent. Median effect concentration (EC50) values obtained for growth r
ate were acridine, 0.32 mg/L; benzo[f]quinoline, 1.55 mg/L; phenanthri
dine, 5.24 mg/L; and benzo[h]quinoline, 6.65 mg/L. Similar differences
existed in their EC50 values for chlorophyll-a content. The differenc
es in toxicity between these isomers correlates with two electronical
molecular descriptors, viz, the ionization potential and the homo-lumo
gap. Several modes of action are put forward and their relative impor
tance discussed.