메뉴 건너뛰기




Volumn 88, Issue 10, 2012, Pages 1227-1234

Synthesis and tentative identification of novel polybrominated diphenyl ether metabolites in human blood

Author keywords

Brominated flame retardants (BFRs); Hydroxylated polybrominated diphenylethers (OH PBDEs); Metabolites; Synthesis

Indexed keywords

BLOOD; ETHERS; FLAME RETARDANTS; GAS CHROMATOGRAPHY; HYDROXYLATION; MASS SPECTROMETRY; METABOLISM; METABOLITES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS (CHEMICAL);

EID: 84862665856     PISSN: 00456535     EISSN: 18791298     Source Type: Journal    
DOI: 10.1016/j.chemosphere.2012.03.076     Document Type: Article
Times cited : (15)

References (39)
  • 1
    • 0032998980 scopus 로고    scopus 로고
    • Organohalogen substances in muscle, egg and blood from healthy Baltic salmon (Salmo salar) and Baltic salmon that produced offspring with the M74 syndrome
    • Asplund L.T., Athanasiadou M., Sjödin A., Bergman Å., Börjeson H. Organohalogen substances in muscle, egg and blood from healthy Baltic salmon (Salmo salar) and Baltic salmon that produced offspring with the M74 syndrome. Ambio 1999, 28:67-76.
    • (1999) Ambio , vol.28 , pp. 67-76
    • Asplund, L.T.1    Athanasiadou, M.2    Sjödin, A.3    Bergman, Å.4    Börjeson, H.5
  • 2
    • 40849102532 scopus 로고    scopus 로고
    • Polybrominated diphenyl ethers (PBDEs) and bioaccumulative hydroxylated PBDE metabolites in young humans from Managua
    • Athanasiadou M., Cuadra S.N., Marsh G., Bergman Å., Jakobsson K. Polybrominated diphenyl ethers (PBDEs) and bioaccumulative hydroxylated PBDE metabolites in young humans from Managua. Environ. Health Persp. 2008, 116:400-408.
    • (2008) Environ. Health Persp. , vol.116 , pp. 400-408
    • Athanasiadou, M.1    Cuadra, S.N.2    Marsh, G.3    Bergman, Å.4    Jakobsson, K.5
  • 4
    • 34250191493 scopus 로고    scopus 로고
    • High-yielding one-pot synthesis of diaryliodonium triflates from arenes and iodine or aryl iodides
    • Bielawski M., Olofsson B. High-yielding one-pot synthesis of diaryliodonium triflates from arenes and iodine or aryl iodides. Chem. Commun. 2007, 24:2521-2523.
    • (2007) Chem. Commun. , vol.24 , pp. 2521-2523
    • Bielawski, M.1    Olofsson, B.2
  • 5
    • 37349091138 scopus 로고    scopus 로고
    • Efficient and general one-pot synthesis of diaryliodonium triflates: optimization, scope and limitations
    • Bielawski M., Zhu M., Olofsson B. Efficient and general one-pot synthesis of diaryliodonium triflates: optimization, scope and limitations. Adv. Synth. Catal. 2007, 343:2610-2618.
    • (2007) Adv. Synth. Catal. , vol.343 , pp. 2610-2618
    • Bielawski, M.1    Zhu, M.2    Olofsson, B.3
  • 6
    • 38749154214 scopus 로고    scopus 로고
    • Inhibition of human placental aromatase activity by hydroxylated polybrominated diphenyl ethers (OH-PBDEs)
    • Canton R.F., Scholten D.E.A., Marsh G., de Jong P.C., van den Berg M. Inhibition of human placental aromatase activity by hydroxylated polybrominated diphenyl ethers (OH-PBDEs). Toxicol. Appl. Pharm. 2008, 227:68-75.
    • (2008) Toxicol. Appl. Pharm. , vol.227 , pp. 68-75
    • Canton, R.F.1    Scholten, D.E.A.2    Marsh, G.3    de Jong, P.C.4    van den Berg, M.5
  • 7
    • 0035884494 scopus 로고    scopus 로고
    • Synthesis of polybrominated diphenyl ethers and their capacity to induce CYP1A by the Ah receptor mediated pathway
    • Chen G., Konstantinov A.D., Chittim B.G., Joyce E.M., Bols N.C., Bunce N.J. Synthesis of polybrominated diphenyl ethers and their capacity to induce CYP1A by the Ah receptor mediated pathway. Environ. Sci. Technol. 2001, 35:3749-3756.
    • (2001) Environ. Sci. Technol. , vol.35 , pp. 3749-3756
    • Chen, G.1    Konstantinov, A.D.2    Chittim, B.G.3    Joyce, E.M.4    Bols, N.C.5    Bunce, N.J.6
  • 9
    • 0010279329 scopus 로고
    • Synthesis of some polybrominated diphenyl ethers found in marine sponges
    • Francesconi K.A., Ghisalberti E.L. Synthesis of some polybrominated diphenyl ethers found in marine sponges. Aust. J. Chem. 1985, 38:1271-1277.
    • (1985) Aust. J. Chem. , vol.38 , pp. 1271-1277
    • Francesconi, K.A.1    Ghisalberti, E.L.2
  • 10
    • 0033965195 scopus 로고    scopus 로고
    • The natural production of organobromine compounds
    • Gribble G.W. The natural production of organobromine compounds. Environ. Sci. Pollut. R 2000, 7:37-49.
    • (2000) Environ. Sci. Pollut. R , vol.7 , pp. 37-49
    • Gribble, G.W.1
  • 11
    • 0242382567 scopus 로고    scopus 로고
    • Metabolism in the toxicokinetics and fate of brominated flame retardants - a review
    • Hakk H., Letcher R.J. Metabolism in the toxicokinetics and fate of brominated flame retardants - a review. Environ. Int. 2003, 29:801-828.
    • (2003) Environ. Int. , vol.29 , pp. 801-828
    • Hakk, H.1    Letcher, R.J.2
  • 12
    • 61649091804 scopus 로고    scopus 로고
    • Absorption, distribution, metabolism and excretion (ADME) study with 2,2',4,4',5,6'-hexabromodiphenyl ether (BDE-154) in male Sprague-Dawley rats
    • Hakk H., Huwe J.K., Larsen G.L. Absorption, distribution, metabolism and excretion (ADME) study with 2,2',4,4',5,6'-hexabromodiphenyl ether (BDE-154) in male Sprague-Dawley rats. Xenobiotica 2009, 39:46-56.
    • (2009) Xenobiotica , vol.39 , pp. 46-56
    • Hakk, H.1    Huwe, J.K.2    Larsen, G.L.3
  • 13
    • 0034469970 scopus 로고    scopus 로고
    • Extraction and cleanup methods for analysis of phenolic and neutral organohalogens in plasma
    • Hovander L., Athanasiadou M., Asplund L., Jensen S., Klasson Wehler E. Extraction and cleanup methods for analysis of phenolic and neutral organohalogens in plasma. J. Anal. Toxicol. 2000, 24:696-703.
    • (2000) J. Anal. Toxicol. , vol.24 , pp. 696-703
    • Hovander, L.1    Athanasiadou, M.2    Asplund, L.3    Jensen, S.4    Klasson Wehler, E.5
  • 15
    • 28444435573 scopus 로고    scopus 로고
    • Corallinafuran and corallinaether, novel toxic compounds from crustose coralline red algae
    • Kitamura M., Koyama T., Nakano Y., Uemura D. Corallinafuran and corallinaether, novel toxic compounds from crustose coralline red algae. Chem. Lett. 2005, 34:1272-1273.
    • (2005) Chem. Lett. , vol.34 , pp. 1272-1273
    • Kitamura, M.1    Koyama, T.2    Nakano, Y.3    Uemura, D.4
  • 16
    • 69249109660 scopus 로고    scopus 로고
    • Nuclear hormone receptor activity of polybrominated diphenyl ethers and their hydroxylated and methoxylated metabolites in transactivation assays using Chinese hamster ovary cells
    • Kojima H., Takeuchi S., Uramaru N., Sugihara K., Yoshida T., Kitamura S. Nuclear hormone receptor activity of polybrominated diphenyl ethers and their hydroxylated and methoxylated metabolites in transactivation assays using Chinese hamster ovary cells. Environ. Health Persp. 2009, 117:1210-1218.
    • (2009) Environ. Health Persp. , vol.117 , pp. 1210-1218
    • Kojima, H.1    Takeuchi, S.2    Uramaru, N.3    Sugihara, K.4    Yoshida, T.5    Kitamura, S.6
  • 17
    • 58049089932 scopus 로고    scopus 로고
    • Occurrence and congener specific profiles of polybrominated diphenyl ethers and their hydroxylated and methoxylated derivatives in breast milk from Catalonia
    • Lacorte S., Ikonomou M.G. Occurrence and congener specific profiles of polybrominated diphenyl ethers and their hydroxylated and methoxylated derivatives in breast milk from Catalonia. Chemosphere 2009, 74:412-420.
    • (2009) Chemosphere , vol.74 , pp. 412-420
    • Lacorte, S.1    Ikonomou, M.G.2
  • 18
    • 22344444174 scopus 로고    scopus 로고
    • Identification of hydroxylated polybrominated diphenyl ether metabolites in blood plasma from polybrominated diphenyl ether exposed rats
    • Malmberg T., Athanasiadou M., Marsh G., Brandt I., Bergman Å. Identification of hydroxylated polybrominated diphenyl ether metabolites in blood plasma from polybrominated diphenyl ether exposed rats. Environ. Sci. Technol. 2005, 39:5342-5348.
    • (2005) Environ. Sci. Technol. , vol.39 , pp. 5342-5348
    • Malmberg, T.1    Athanasiadou, M.2    Marsh, G.3    Brandt, I.4    Bergman, Å.5
  • 19
    • 18344392938 scopus 로고    scopus 로고
    • Hydroxylated and methoxylated brominated diphenyl ethers in the red algae Ceramium tenuicorne and blue mussels from the Baltic Sea
    • Malmvärn A., Marsh G., Kautsky L., Athanasiadou M., Bergman Å., Asplund L. Hydroxylated and methoxylated brominated diphenyl ethers in the red algae Ceramium tenuicorne and blue mussels from the Baltic Sea. Environ. Sci. Technol. 2005, 39:2990-2997.
    • (2005) Environ. Sci. Technol. , vol.39 , pp. 2990-2997
    • Malmvärn, A.1    Marsh, G.2    Kautsky, L.3    Athanasiadou, M.4    Bergman, Å.5    Asplund, L.6
  • 20
    • 44649134545 scopus 로고    scopus 로고
    • Hydroxylated and methoxylated polybrominated diphenyl ethers and polybrominated dibenzo-p-dioxins in red alga and cyanobacteria living in the Baltic Sea
    • Malmvärn A., Zebühr Y., Kautsky L., Bergman A., Asplund L. Hydroxylated and methoxylated polybrominated diphenyl ethers and polybrominated dibenzo-p-dioxins in red alga and cyanobacteria living in the Baltic Sea. Chemosphere 2008, 72:910-916.
    • (2008) Chemosphere , vol.72 , pp. 910-916
    • Malmvärn, A.1    Zebühr, Y.2    Kautsky, L.3    Bergman, A.4    Asplund, L.5
  • 21
  • 22
    • 0042346442 scopus 로고    scopus 로고
    • Synthesis of hydroxylated and methoxylated polybrominated diphenyl ethers - natural products and potential polybrominated diphenyl ether metabolites
    • Marsh G., Stenutz R., Bergman Å. Synthesis of hydroxylated and methoxylated polybrominated diphenyl ethers - natural products and potential polybrominated diphenyl ether metabolites. Eur. J. Org. Chem. 2003, 14:2566-2576.
    • (2003) Eur. J. Org. Chem. , vol.14 , pp. 2566-2576
    • Marsh, G.1    Stenutz, R.2    Bergman, Å.3
  • 23
    • 0347415650 scopus 로고    scopus 로고
    • Identification of hydroxylated and methoxylated polybrominated diphenyl ethers in Baltic Sea salmon (Salmo salar) blood
    • Marsh G., Athanasiadou M., Bergman Å., Asplund L. Identification of hydroxylated and methoxylated polybrominated diphenyl ethers in Baltic Sea salmon (Salmo salar) blood. Environ. Sci. Technol. 2004, 38:10-18.
    • (2004) Environ. Sci. Technol. , vol.38 , pp. 10-18
    • Marsh, G.1    Athanasiadou, M.2    Bergman, Å.3    Asplund, L.4
  • 24
    • 33645982548 scopus 로고    scopus 로고
    • Identification of hydroxylated metabolites in 2,2',4,4'-tetrabromodiphenyl ether exposed rats
    • Marsh G., Athanasiadou M., Athanassiadis I., Sandholm A. Identification of hydroxylated metabolites in 2,2',4,4'-tetrabromodiphenyl ether exposed rats. Chemosphere 2006, 63:690-697.
    • (2006) Chemosphere , vol.63 , pp. 690-697
    • Marsh, G.1    Athanasiadou, M.2    Athanassiadis, I.3    Sandholm, A.4
  • 26
    • 34548294816 scopus 로고    scopus 로고
    • Measurement of polybrominated diphenyl ethers and metabolites in mouse plasma after exposure to a commercial pentabromo diphenyl ether mixture
    • Qiu X., Mercado-Feliciano M., Rigsby R.M., Hites R.A. Measurement of polybrominated diphenyl ethers and metabolites in mouse plasma after exposure to a commercial pentabromo diphenyl ether mixture. Environ. Health Persp. 2007, 115:1052-1058.
    • (2007) Environ. Health Persp. , vol.115 , pp. 1052-1058
    • Qiu, X.1    Mercado-Feliciano, M.2    Rigsby, R.M.3    Hites, R.A.4
  • 27
    • 60749103207 scopus 로고    scopus 로고
    • Hydroxylated metabolites of polybrominated diphenyl ethers in human blood samples from the United States
    • Qiu X., Bigsby R.M., Hites R.A. Hydroxylated metabolites of polybrominated diphenyl ethers in human blood samples from the United States. Environ. Health Persp. 2009, 117:93-98.
    • (2009) Environ. Health Persp. , vol.117 , pp. 93-98
    • Qiu, X.1    Bigsby, R.M.2    Hites, R.A.3
  • 28
    • 66249120364 scopus 로고    scopus 로고
    • Polybrominated diphenyl ethers and their hydroxylated analogues in ringed seals (Phoca hispida) from Svalbard and the Baltic Sea
    • Routti H., Letcher R.J., Shaogang C., van Bavel B., Gabrielsen G.W. Polybrominated diphenyl ethers and their hydroxylated analogues in ringed seals (Phoca hispida) from Svalbard and the Baltic Sea. Environ. Sci. Technol. 2009, 43:3494-3499.
    • (2009) Environ. Sci. Technol. , vol.43 , pp. 3494-3499
    • Routti, H.1    Letcher, R.J.2    Shaogang, C.3    van Bavel, B.4    Gabrielsen, G.W.5
  • 29
    • 0002275320 scopus 로고
    • Antimicrobial substances of sponges. VI. Structures of two antibacterial substances isolated from the marine sponge Dysidea Herbacea
    • Sharma G.M., Vig B. Antimicrobial substances of sponges. VI. Structures of two antibacterial substances isolated from the marine sponge Dysidea Herbacea. Tetrahedron Lett. 1972, 17:1715-1718.
    • (1972) Tetrahedron Lett. , vol.17 , pp. 1715-1718
    • Sharma, G.M.1    Vig, B.2
  • 30
    • 57949099114 scopus 로고    scopus 로고
    • Synthesis of polybrominated diphenyl ethers via symmetrical tetra- and hexabrominated diphenyliodonium salts
    • Teclechiel D., Sundström M., Marsh G. Synthesis of polybrominated diphenyl ethers via symmetrical tetra- and hexabrominated diphenyliodonium salts. Chemosphere 2008, 74:421-427.
    • (2008) Chemosphere , vol.74 , pp. 421-427
    • Teclechiel, D.1    Sundström, M.2    Marsh, G.3
  • 31
    • 13644259892 scopus 로고    scopus 로고
    • Two abundant bioaccumulated halogenated compounds are natural products
    • Teuten E.L., Xu L., Reddy C.M. Two abundant bioaccumulated halogenated compounds are natural products. Science 2005, 307:917-920.
    • (2005) Science , vol.307 , pp. 917-920
    • Teuten, E.L.1    Xu, L.2    Reddy, C.M.3
  • 32
    • 5744238431 scopus 로고
    • Synthesis of polybrominated diphenyl ethers of marine origin
    • Utkina N.K., Veselova M.V., Radchenko O.S. Synthesis of polybrominated diphenyl ethers of marine origin. Chem. Nat. Compd. 1993, 29:291-293.
    • (1993) Chem. Nat. Compd. , vol.29 , pp. 291-293
    • Utkina, N.K.1    Veselova, M.V.2    Radchenko, O.S.3
  • 36
    • 84862690016 scopus 로고
    • WHO. Environmental Health Criteria 162. Brominated Diphenyl Ethers. International Program on Chemical Safety, World Health Organization, Geneva, Switzerland.
    • WHO, 1994. Environmental Health Criteria 162. Brominated Diphenyl Ethers. International Program on Chemical Safety, World Health Organization, Geneva, Switzerland.
    • (1994)
  • 37
    • 0026028015 scopus 로고
    • A convenient method for the preparation of 4-aryloxyphenols
    • Yeager G.W., Schissel D.N. A convenient method for the preparation of 4-aryloxyphenols. Synthesis 1991, 63-68.
    • (1991) Synthesis , pp. 63-68
    • Yeager, G.W.1    Schissel, D.N.2
  • 38
    • 0028873748 scopus 로고
    • An umpoled synthon approach to the synthesis of 2-aryloxyphenols
    • Yeager G.W., Schissel D.N. An umpoled synthon approach to the synthesis of 2-aryloxyphenols. Synthesis 1995, 28-30.
    • (1995) Synthesis , pp. 28-30
    • Yeager, G.W.1    Schissel, D.N.2
  • 39
    • 77952522498 scopus 로고    scopus 로고
    • Identification of hydroxylated octa- and nona-bromodiphenyl ethers in human serum from electronic waste dismantling workers
    • Yu Z., Zheng K., Ren G., Zheng Y., Ma S., Peng P., Wu M., Sheng G., Fu J. Identification of hydroxylated octa- and nona-bromodiphenyl ethers in human serum from electronic waste dismantling workers. Environ. Sci. Technol. 2010, 44:3979-3985.
    • (2010) Environ. Sci. Technol. , vol.44 , pp. 3979-3985
    • Yu, Z.1    Zheng, K.2    Ren, G.3    Zheng, Y.4    Ma, S.5    Peng, P.6    Wu, M.7    Sheng, G.8    Fu, J.9


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.