TY - JOUR
T1 - Physico-chemical properties and toxicity of alkylated polycyclic aromatic hydrocarbons
AU - Kang, Hyun Joong
AU - Lee, So Young
AU - Kwon, Jung Hwan
N1 - Funding Information:
This research was a part of the project entitled ‘Oil Spill Environmental Impact Assessment and Environmental Restoration (PM57431)’ funded by the Ministry of Oceans and Fisheries , Korea.
Publisher Copyright:
© 2016 Elsevier B.V.
PY - 2016/7/15
Y1 - 2016/7/15
N2 - Crude oil and refined petroleum products contain many polycyclic and heterocyclic aromatic hydrocarbons, in particular, alkylated PAHs. Although alkylated PAHs are found in significantly higher quantities than their corresponding unsubstituted PAHs, the most studies on the physico-chemical properties and toxicities of these compounds have been conducted on unsubstituted PAHs. In this study, we measured crucial physico-chemical properties (i.e., water solubility, partition coefficients between polydimethylsiloxane and water (KPDMSw), and partition coefficient between liposomes and water (Klipw)) of selected alkylated PAHs, and evaluated their toxicity using the luminescence inhibition of Aliivibrio fischeri and growth inhibition of Raphidocelis subcapitata. In general, the logarithms of these properties for alkylated PAHs showed good linear correlations with log Kow, as did those for unsubstituted PAHs. Changes in molecular symmetry on the introduction of alkyl groups on aromatic ring structure significantly altered water solubility. The inhibition of bacterial luminescence and algal growth by alkylated PAHs can be explained well by the baseline toxicity hypothesis, and good linear relationships between log Kow or log Klipw and log (1/EC50) were found.
AB - Crude oil and refined petroleum products contain many polycyclic and heterocyclic aromatic hydrocarbons, in particular, alkylated PAHs. Although alkylated PAHs are found in significantly higher quantities than their corresponding unsubstituted PAHs, the most studies on the physico-chemical properties and toxicities of these compounds have been conducted on unsubstituted PAHs. In this study, we measured crucial physico-chemical properties (i.e., water solubility, partition coefficients between polydimethylsiloxane and water (KPDMSw), and partition coefficient between liposomes and water (Klipw)) of selected alkylated PAHs, and evaluated their toxicity using the luminescence inhibition of Aliivibrio fischeri and growth inhibition of Raphidocelis subcapitata. In general, the logarithms of these properties for alkylated PAHs showed good linear correlations with log Kow, as did those for unsubstituted PAHs. Changes in molecular symmetry on the introduction of alkyl groups on aromatic ring structure significantly altered water solubility. The inhibition of bacterial luminescence and algal growth by alkylated PAHs can be explained well by the baseline toxicity hypothesis, and good linear relationships between log Kow or log Klipw and log (1/EC50) were found.
KW - Alkylated PAHs
KW - Baseline toxicity
KW - K
KW - K
KW - Solubility
UR - http://www.scopus.com/inward/record.url?scp=84961891922&partnerID=8YFLogxK
U2 - 10.1016/j.jhazmat.2016.03.051
DO - 10.1016/j.jhazmat.2016.03.051
M3 - Article
C2 - 27037474
AN - SCOPUS:84961891922
SN - 0304-3894
VL - 312
SP - 200
EP - 207
JO - Journal of Hazardous Materials
JF - Journal of Hazardous Materials
ER -