Green profiling of aprotic versus protic ionic liquids: Synthesis and microbial toxicity of analogous structures
Identifikátory výsledku
Kód výsledku v IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11160%2F18%3A10388433" target="_blank" >RIV/00216208:11160/18:10388433 - isvavai.cz</a>
Výsledek na webu
<a href="http://www.sciencedirect.com/science/article/pii/S2352554117300487" target="_blank" >http://www.sciencedirect.com/science/article/pii/S2352554117300487</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.scp.2017.11.001" target="_blank" >10.1016/j.scp.2017.11.001</a>
Alternativní jazyky
Jazyk výsledku
angličtina
Název v původním jazyce
Green profiling of aprotic versus protic ionic liquids: Synthesis and microbial toxicity of analogous structures
Popis výsledku v původním jazyce
How does the variation in the ionic nature of ionic liquids (ILs) affect their antimicrobial properties? To answer this question with a direct connection to the molecular structure of ILs is integral for the design of new task specific ILs. The effect of ionic nature can be investigated through a comparison between analogous aprotic and protic ILs. However, while there have been extensive studies on the toxicology of both aprotic and protic ILs, the number of different structures and procedures employed makes quantitative comparison impossible. To address this, a series of analogous N,N,N-trimethylethanolammonium (cholinium) derived aprotic ILs (AILs) and N,N-dimethylethanolammonium derived protic ILs (PILs) with acetate, hexanoate, D,L-mandelate and 3-ethoxypropionate anions were prepared and characterised. All ILs were subsequently screened for antimicrobial activity against eight bacterial and twelve fungi strains. From the antimicrobial activity screening, little difference was found between the toxicities of AILs and PILs with shorter chains terminating in hydroxyl functional groups (e.g cholinium hexanoate and N,N-dimethylethanolammonium hexanoate). Variations between anion structure demonstrated slightly higher toxicities for more lipophilic anions. Antimicrobial activities were found to significantly increase for ILs with a long ether chain functional groups in the cation, due to the enhanced surfactant properties of these long chain cations. The importance of toxicity screening of analogous series of AILs and PILs as part of a future comprehensive biodegradation analysis has also been proposed based on postulated IL breakdown pathways.
Název v anglickém jazyce
Green profiling of aprotic versus protic ionic liquids: Synthesis and microbial toxicity of analogous structures
Popis výsledku anglicky
How does the variation in the ionic nature of ionic liquids (ILs) affect their antimicrobial properties? To answer this question with a direct connection to the molecular structure of ILs is integral for the design of new task specific ILs. The effect of ionic nature can be investigated through a comparison between analogous aprotic and protic ILs. However, while there have been extensive studies on the toxicology of both aprotic and protic ILs, the number of different structures and procedures employed makes quantitative comparison impossible. To address this, a series of analogous N,N,N-trimethylethanolammonium (cholinium) derived aprotic ILs (AILs) and N,N-dimethylethanolammonium derived protic ILs (PILs) with acetate, hexanoate, D,L-mandelate and 3-ethoxypropionate anions were prepared and characterised. All ILs were subsequently screened for antimicrobial activity against eight bacterial and twelve fungi strains. From the antimicrobial activity screening, little difference was found between the toxicities of AILs and PILs with shorter chains terminating in hydroxyl functional groups (e.g cholinium hexanoate and N,N-dimethylethanolammonium hexanoate). Variations between anion structure demonstrated slightly higher toxicities for more lipophilic anions. Antimicrobial activities were found to significantly increase for ILs with a long ether chain functional groups in the cation, due to the enhanced surfactant properties of these long chain cations. The importance of toxicity screening of analogous series of AILs and PILs as part of a future comprehensive biodegradation analysis has also been proposed based on postulated IL breakdown pathways.
Klasifikace
Druh
J<sub>imp</sub> - Článek v periodiku v databázi Web of Science
CEP obor
—
OECD FORD obor
30104 - Pharmacology and pharmacy
Návaznosti výsledku
Projekt
—
Návaznosti
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Ostatní
Rok uplatnění
2018
Kód důvěrnosti údajů
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Údaje specifické pro druh výsledku
Název periodika
Sustainable Chemistry and Pharmacy
ISSN
2352-5541
e-ISSN
—
Svazek periodika
7
Číslo periodika v rámci svazku
March
Stát vydavatele periodika
NL - Nizozemsko
Počet stran výsledku
10
Strana od-do
17-26
Kód UT WoS článku
000426418900003
EID výsledku v databázi Scopus
2-s2.0-85036662972