Metabolites of three structural isomers of butylbenzene in the bile of rainbow trout

Hellou, J; Ryan, A; Hodder, HJ

HERO ID

597616

Reference Type

Journal Article

Year

1990

Language

English

PMID

2328358

HERO ID 597616
In Press No
Year 1990
Title Metabolites of three structural isomers of butylbenzene in the bile of rainbow trout
Authors Hellou, J; Ryan, A; Hodder, HJ
Journal Bulletin of Environmental Contamination and Toxicology
Volume 44
Issue 3
Page Numbers 487-493
Abstract In an ongoing study of the fate of petroleum hydrocarbons in fish, petroleum derived metabolites which concentrate in the gall bladder bile of rainbow trout (Salmo gairdneri) have been examined. The metabolism of three structural isomers of butylbenzene, n-butylbenzene, sec-butylbenzene and tert-butylbenzene, in rainbow trout is reported. These compounds were chosen because several isomers of C-4 benzene were detected in analysis of No. 2 fuel oil. Groups of 10 to 12 trout were intubed through the mouth with 0.5 ml of a 5% solution of one of the butylbenzenes in olive oil; 0.5% and 0.1% sec-butylbenzene solutions were also utilized. After 120 hours the fish were killed and their gall bladder bile analyzed for the type of glucuronides formed. Three alcohols were identified. The major sec-butylbenzene and n-butyl metabolites were identified as the tertiary alcohol, 2-phenyl-2-butanol and 1-phenyl-1-butanol, respectively. When the concentration of the solution of sec-butylbenzene in olive oil was reduced from 5 to 0.5% (by a factor of ten), the concentration of the metabolites was reduced by about a factor of four. When trout were exposed to tert-butyl benzene, five new peaks were detected by gas-liquid chromatography. The major metabolite was a monohydroxylated derivative of tert-butyl benzene. Results indicate that upon exposure of trout to three aromatic hydrocarbons of the same molecular weight, ring structure, and with a single side chain, oxidation of the side chain will take place preferentially to that of the ring.
Doi 10.1007/BF01701234
Pmid 2328358
Url https://www.proquest.com/scholarly-journals/metabolites-three-structural-isomers-butylbenzene/docview/14252135/se-2?accountid=171501
Is Certified Translation No
Dupe Override No
Comments Scopus URL: https://www.scopus.com/inward/record.uri?eid=2-s2.0-0025373224&doi=10.1007%2fBF01701234&partnerID=40&md5=0dd09da86f0c85fe5c455276d458b157
Is Public Yes
Language Text English
Keyword Environment Abstracts; BENZENE; FISH, FRESHWATER; POLLUTANT FATE; AROMATIC HYDROCARBONS; ALCOHOLS; HYDROCARBONS, WATER; SOLVENTS; BIOACCUMULATION, FISH; CHEMICAL INDICATORS; ENA 07:General
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