鱼体胆汁中壬基酚和双酚A的分析方法

doi:10.3969/j.issn.1007-2861.2013.04.017

摘要/Abstract

摘要： 环境雌激素(environmental estrogens, EEs)已成为环境领域的热点问题, 其中壬基酚(nonylphenol, NP)和双酚A(bisphenol A, BPA)因广泛存在于水生环境中, 对水生生物特别是鱼类造成了潜在的危害而备受关注. 但是,NP 和BPA 在水体中的浓度不高, 难以对它们进行准确的测定. 鱼体胆汁具有较高的生物蓄积性, 可以通过鱼类胆汁来对污染物质进行测定, 从而反映水体的污染状况. 本工作主要从预处理(水解和固相萃取)和检测分析(色谱和质谱联用技术)两方面展开, 介绍了鱼体胆汁中NP 和BPA 的分析方法, 并比较了不同处理、分析方法的灵敏度和优缺点, 为建立NP 和BPA 等EEs 类物质在水生生物样品中的检测方法提供参考.

关键词: 胆汁, 环境检测, 壬基酚, 双酚A, 鱼

Abstract: The research on environmental estrogens (EEs) has become a hot issue in the field of environmental science. Nonylphenol (NP) and bisphenol A (BPA) attract much attention due to their wide existence in the aquatic environment, causing a potential hazard to aquatic organisms, especially to fish. However, chemical monitoring and analysis of NP and BPA is not easy to perform since their presence is always at relative low levels in various environmental media. Fish bile is of high bioaccumulation potential, and is a convenient material for chemical analysis of environmental pollutants. This review focuses on the analytical methods for monitoring NP and BPA in fish bile. Corresponding pretreatment (hydrolysis and solid-phase extraction) and detection methods including combined technology of chromatography and mass spectrometry are reviewed. In addition, sensitivity, advantages and disadvantages of different pretreatment and detection methods are compared to provide a reference for establishing methods for detecting NP, BPA and other EEs in aquatic organisms.

Key words: bile, bisphenol A (BPA), environmental monitoring, fish, nonylphenol (NP)

中图分类号:

X 826

吴明红, 潘辰苑, 杨明, 钱冬英. 鱼体胆汁中壬基酚和双酚A的分析方法[J]. 上海大学学报(自然科学版), 2013, 19(4): 423-428.

WU Ming-hong, PAN Chen-yuan, YANG Ming, QIAN Dong-ying. Analytical Methods for Monitoring Nonylphenol and Bisphenol A in Fish Bile[J]. Journal of Shanghai University（Natural Science Edition）, 2013, 19(4): 423-428.

参考文献

[1] Gladzala-kopciuch R, Filipiak A, Buszewski

B. Isolation, purification and determination of 4-nnonylphenol

and 4-tert-octylphenol in aqueous and

biological samples [J]. Talanta, 2008, 74(4): 655-660.

[2] Chen T C, Shue M F, Yeh Y L, et al. Bisphenol A

occurred in Kao-Pin River and its tributaries in Taiwan

[J]. Environmental Monitoring and Assessment, 2010, 161: 135-145.

[3] Azevedo D A, Lacorte S, Viana P, et al. Occurrence

of nonylphenol and bisphenol-A in surface waters

from portugal [J]. Journal of the Brazilian Chemical

Society, 2001, 49(1): 97-103.

[4] Bolz U, Hagenmaier H, Korner W. Phenolic xenoestrogens

in surface water, sediments, and sewage

sludge from Baden-Wurttemberg, south-west Germany

[J]. Environmental Pollution, 2001, 115(2):

291-301.

[5] Belfroid A, van Velzen M, van der Horst B, et

al. Occurrence of bisphenol A in surface water and

uptake in fish: evaluation of field measurements [J].

Chemosphere, 2002, 49(1): 97-103.

[6] Wu M H, Wang L, Xu G, et al. Seasonal and spatial

distribution of 4-tert-octylphenol, 4-nonylphenol and

bisphenol A in the Huangpu River and its tributaries,

Shanghai, China [J]. Environmental Monitoring and

Assessment, 2013, 185(4): 3149-3161.
[7] Lindholst C, Pedersen S N, Bjerregaard P. Uptake,

metabolism and excretion of bisphenol A in the

rainbow trout (Oncorhynchus mykiss) [J]. Aquatic

Toxicology, 2001, 55(1/2): 75-84.

[8] Markey C M, Michaelson C L, Sonnenschein C,

et al. Alkylphenols and bisphenol A as environmental

estrogens [M]. Boston: Springer, 2001: 129-153.

[9] Kinnberg K, Toft G. Effects of estrogenic and antiandrogenic

compounds on the testis structure of the

adult guppy (Poecilia reticulata) [J]. Ecotoxicology

and Environmental Safety, 2003, 54(1): 16-24.

[10] Jobling S, Sheahan D, Ossborne J A, et al. Inhibition

of testicular growth in rainbow trout (Oncorhynchus

mykiss) exposed to estrogenic alkylphenolic

chemicals [J]. Environmental Toxicology and

Chemistry, 1996, 15(2): 194-202.

[11] Sohoni P, Tyler C R, Hurd K, et al. Reproductive

effects of long-term exposure to bisphenol A in

the fathead minnow (Pimephales promelas) [J]. Environmental

Science and Technology, 2001, 35(14):

2917-2925.

[12] Hibberd A, Maskaoui K, Zhang Z, et al. An improved

method for the simultaneous analysis of phenolic

and steroidal estrogensinwaterandsediment [J].

Talanta, 2009, 77(4): 1315-1321.

[13] Arukwe A, Thibaut R, Lngebrigtsen K, et al. In

vivo and in vitro metabolism and organ distribution

of nonylphenol in Atlantic salmon (Salmo salar) [J].

Aquatic Toxicology, 2000, 49(4): 289-304.

[14] Liu J L, Pan X J, Huang B, et al. An improved

method for simultaneous analysis of steroid and phenolic

endocrine disrupting chemicals in biological

samples [J]. International Journal of Environmental

Analytical Chemistry, 2012, 92(10): 1135-1149.

[15] Hauser-davis R A, Bastos F F, de Oliveira F,

et al. Fish bile as a biomarker for metal exposure [J].

Marine Pollution Bulletin, 2012, 64(8): 1589-1595.

[16] 龚诚, 刁悦, 沈卫阳, 等. 环境内分泌干扰物的检测分析

研究近况[J]. 药学进展, 2008, 32(12): 548-555.

[17] Ferreira A M R, Hill E M. Bioconcentration and

distribution of 4-tert- octylphenol residues in tissues

of the rainbow trout (Oncorhynchus mykiss) [J]. Marine

Environmental Research, 2001, 51(1): 75-89.

[18] Larsson D G J, Adolfsson-erici M, Parkkonen

J. Ethinyloestradiol—an undesired fish contraceptive?

[J]. Aquatic Toxicology, 1999, 45(2/3): 91-97.

[19] Pedersen R T, Hill E M. Tissue distribution

and depuration of 4-tert-Octylphenol residues in the Cyprinid Fish, Scardinius erythrophthalmus [J]. Environmental

Science and Technology, 2002, 36(15):

3275-3283.

[20] Gibson R, Tyler C R, Hill E M. Analytical

methodology for the identification of estrogenic contaminants

in fish bile [J]. Journal of Chromatography

A, 2005, 1066(1/2): 33-40.

[21] Budzinski H, Devier M H, Labadie P, et al. Analysis

of hormonal steroids in fish plasma and bile by

coupling solid-phase extraction to GC/MS [J]. Analytical

and Bioanalytical Chemistry, 2006, 386(5):

1429-1439.

[22] Vallejo A, Usobiaga A, Ortiz-zarragoitia M,

et al. Focused ultrasound-assisted acceleration of enzymatic

hydrolysis of alkylphenols and 17-oestradiol

glucuronide in fish bile [J]. Analytical and Bioanalytical

Chemistry, 2010, 398(5): 2307-2314.

[23] Fenlon K A, Johnson A C, Tyler C R, et al.

Gas-liquid chromatography-tandem mass spectrometry

methodology for the quantitation of estrogenic

contaminants in bile of fish exposed to wastewater

treatmentworkseffluentsandfromwildpopulations [J].

Journal of Chromatography A, 2010, 1217(1): 112-

118.

[24] 任仁, 陈明, 武少华, 等. 环境样品中烷基酚和双酚A的

分析方法[J]. 北京工业大学学报, 2004, 30(3): 348-

353.

[25] Liedtke A, Schonenberger R, Eggen R I L, et al.

Internal exposure of whitefish (Coregonus lavaretus)

to estrogens [J]. Aquatic Toxicology, 2009, 93(2/3):

158-165.

[26] Labadie P, Budzinski H. Alteration of steroid

hormone balance in juvenile turbot (Psetta maxima)

exposed to nonylphenol, bisphenol A, tetrabromodiphenyl

ether 47, diallylphthalate, oil, and oil

spiked with alkylphenols [J]. Archives of Environmental

Contamination and Toxicology, 2006, 50(4): 552-

561.

[27] Rostkowski P, Horwood J, Shears J A, et al.

Bioassay-directed identification of novel antiandrogenic

compounds in bile of fish exposed to wastewater

effluents [J]. Environmental Science and Technology,

2011, 45(24): 10660-10667.

[28] Vigano L, Mandich A, Benfenati E, et al. Investigating

the estrogenic risk along the river Po and its

intermediate section [J]. Archives of Environmental

Contamination and Toxicology, 2006, 51(4): 641-651.