Hydractinia echinata test system. II. SAR toxicity study of some anilide derivatives of Naphthol-AS type

Chemosphere. 2011 Mar;82(11):1578-82. doi: 10.1016/j.chemosphere.2010.11.057. Epub 2010 Dec 16.

Abstract

In this paper, a toxicity study for a series of anilides of Naphthol-AS type is presented. The toxicity of the model compounds was determined by using the Hydractinia echinata (Hydrozoa) test system. Conformational analysis of Naphthol-AS derivatives was performed to elucidate the possible enzymatic hydrolysis mechanism of these compounds. This mechanism occurs with different rates and always leads to a stoichiometric mixture of reaction products, consisting in the substituted amine and the corresponding α-hydroxy-carboxylic acid. With one exception, the toxicities of the reaction products are subadditive. Quite similar measured toxicity values, log(1/MRC₅₀), led to their average calculated values, and thus to the establishment of class isotoxicity. This method represents a practical alternative useful for the reduction of experimental tests on animals to the lowest possible level, in accordance to the '3Rs' (reduction, refinement and replacement) concept.

MeSH terms

  • Animals
  • Hydrozoa / drug effects*
  • Naphthols / chemistry
  • Naphthols / toxicity*
  • Structure-Activity Relationship
  • Toxicity Tests / methods*
  • Water Pollutants, Chemical / chemistry
  • Water Pollutants, Chemical / toxicity*

Substances

  • Naphthols
  • Water Pollutants, Chemical
  • naphthol AS