Effects of ionic liquids on the acetylcholinesterase – a structure–activity relationship consideration
- 4 May 2004
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Green Chemistry
- Vol. 6 (6) , 286-290
- https://doi.org/10.1039/b402348j
Abstract
Ionic liquids are discussed as sustainable green solvents, but toxicity and ecotoxicity data are rare. In this paper we present our results for different ionic liquids with the acetylcholinesterase inhibition assay. The results show that the acetylcholinesterase can be inhibited by ionic liquids containing a cation with a positively charged nitrogen and a certain lipophilicity. We tested imidazolium ionic liquids with different alkyl chains at R1 and R2 as well as with different anions and compared these results with our findings for other cation structures such as pyridinium ionic liquids and phosphonium ionic liquids. According to our results imidazolium and pyridinium ionic liquids inhibit the purified enzyme with EC50 values as low as 13 μM. The bulky phosphonium ionic liquids were less inhibitory. These results can be rationalized by structure–activity relationship considerations.Keywords
This publication has 16 references indexed in Scilit:
- Molecular and cellular biology of cholinesterasesPublished by Elsevier ,2003
- How hazardous are ionic liquids? Structure–activity relationships and biological testing as important elements for sustainability evaluationThis work was presented at the Green Solvents for Catalysis Meeting held in Bruchsal, Germany, 13–16th October 2002.Green Chemistry, 2003
- Selective catalytic oxidation of benzyl alcohol and alkylbenzenes in ionic liquidsGreen Chemistry, 2002
- Acetylcholinesterase inhibition in estuarine fish and invertebrates as an indicator of organophosphorus insecticide exposure and effectsEnvironmental Toxicology and Chemistry, 2001
- Ionische Flüssigkeiten ‐innovative LösungsmittelNachrichten aus der Chemie, 2001
- An optimized microtiterplate assay to detect acetylcholinesterase activity in individual Chironomus riparius MeigenEnvironmental Toxicology and Chemistry, 2000
- Multidimensional risk analysis of antifouling biocidesEnvironmental Science and Pollution Research, 2000
- The Use of Biomarkers to Measure the Interactive Effects of ChemicalsEcotoxicology and Environmental Safety, 1998
- SHORT COMMUNICATION Should the use of inhibition of cholinesterases as a specific biomarker for organophosphate and carbamate pesticides be questionedBiomarkers, 1998
- Enzymological differences of AChE and diazinon hepatic metabolism: correlation of in vitro data with the selective toxicity of diazinon to fish speciesScience of The Total Environment, 1995