Metabolism and Transformation of Brominated Flame Retardants Existing in Environment and Human Body
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1 PROGRESS IN CHEMISTRY Vol. 21 No. 6 Jun., , ,2 1,2 ( ; ; ), : A, ( ) ( ), A : TQ ; X503 : A : X(2009) Metabolism and Transformation of Brominated Flame Retardants Existing in Environment and Human Body Zhang Fan 1 Yu Yingxin 1,2 3 3 Zhang Dongping 1 Wu Minghong 3 Sheng Guoying 1,2 Fu Jiamo 1,2 (11Institute of Environmental Pollution and Health, School of Environmental and Chemical Engineering, Shanghai University, Shanghai , China ; 21State Key Laboratory of Organic Geochemistry, Guangzhou Institute of Geochemistry, Chinese Academy of Sciences, Guangzhou , China ; 31Institute of Applied Radiation, School of Environmental and Chemical Engineering, Shanghai University, Shanghai , China) Abstract Brominated flame retardants (BFRs) are of great concern due to their wide use and adverse effects to environment and human. The existence for polybrominated diphenyl ethers ( PBDEs ), hexabromocyclododecanes (HBCDs), and tetrabromobisphenol A(TBBPA), three major kinds of BFRs found in environment and ecosystems and in human body are reviewed briefly. The degradation and biotransformation of them in environmental medium (wastewater, sludge and sediment), organism ( microorganism and animals) and human body are focused. The degradation and biotransformation of them under light and heat are of great concern also. The degradation pathway and metabolites of BFRs are introduced in detail. In addition, the future research and prospects are also discussed. Key words BFRs ; PBDEs ; HBCDs ; TBBPA ; metabolism and transformation Contents 1 Introduction 2 Existing in the environment 211 PBDEs 212 HBCDs 213 TBBPA 3 Metabolism and transformation : , : (No. 2008CB418205) (No ) (No. OGL ) (No. S30109) 3 3 e2mail shu. edu. cn
2 PBDEs 312 HBCDs 313 TBBPA 4 Prospects 1 ( brominated flame retardants,bfrs),, 30 BFRs, BFRs,, BFRs, : ( polybrominated diphenylethers, PBDEs ) ( hexabromocyclododecanes, HBCDs ) A (tetrabromobisphenol A,TBBPA), (persistent organic pollutants, POPs),,,, [9 ] 2002, de Wit [1 ],, [2 ] [3 ] PBDEs, [4 ] TBBPA BFRs :PBDEs PBDEs PBDEs HBCDs TBBPA, PBDEs PBDEs,,PBDEs,, BFRs 1979, de Carlo [5 ] PBDEs, Andersson [6 ] PBDEs, PBDEs, PBDEs 5,, [3,7 9 ] PBDEs, BFRs Gauthier [10 ] 20 PBDEs :, BDE , PBDEs, [11 ] [12 ], Zheng [13 ] PBDEs ng g - 1 ( ) ; [14 PBDEs 17 ] Xian [12 ] PBDEs 120ng g - 1 ( ),, [9,18 ], PBDEs ng g - 1 ( ) ng g - 1 ( ) [19,20 ], PBDEs, PBDEs > > [21 ] Wang [23 ] PBDEs, PBDEs BDE47 153, BDE209, PBDEs PBDEs, PBDEs [22 ],, PBDEs, ( ) PBDEs,BDE47 153,, ; BDEs BDEs, BDEs BDEs ;, BDE209,, Sundaryanto [24 ] PBDEs
3 , (612ng g - 1 ) [25 ] PBDEs ng g ng g - 1, Wang [23 ] PBDEs (15124ng g - 1 ) PBDEs, [25 ],, PBDEs, ( ) PBDEs,, PBDEs 37 % [26 ], 60 % 80 % [27,28 ] Huwe [29 ],, ( ) PBDEs 69 % 100 % 212 HBCDs HBCDs 12,, 6, ( )2 2HBCD, ( )2 2HBCD, ( )2 2HBCD, 2HBCD [30 ] HBCDs,, PBDEs, HBCDs PBDEs POPs, [30 ] PBDEs, HBCDs Sellstrgm [31 ] Viscan HBCDs, HBCDs,,, ng g - 1 ( ) [32 ] HBCDs,, HBCDs [33 ],Xian [12 ] HBCDs ng g - 1 ( ), ng g - 1 ( ) ng g - 1 ( ), Covaci [32 ] (26 10, 275ng g - 1 ), HBCDs 44ng g - 1 ( ), 312ng g - 1, HBCDs, [33 ],Yu [34 ] HBCDs ( ) pg m - 3, ( ) pg m - 3, (2 280) pg m - 3 [32,35 ] 213 TBBPA TBBPA,,, BFRs, BFRs [36 50 % 38 ], TBBPA, % [39 ],TBBPA [4 ] TBBPA ph < 710 1mg g - 1,,, ph,tbbpa, [39 ], TBBPA ng g - 1 ( ) [40,41 ],, 9175ng g - 1 ( ) [42 ], ng L - 1 [39 ], TBBPA ng L - 1 [43 ] ; [39 ] TBBPA, ng L - 1,Ashizuka [44 ] TBBPA ng g - 1 ( ), Frederiksen [45 ], Fernandes [46 ] Johnson2Restrepo [47 ] TBBPA, 3516ng g - 1 ( ) ng g - 1 ( ),,,Thomsen [48,49 ] TBBPA, , ng g - 1 ( ) ; Cariou [50 ] TBBPA 310ng g ng g - 1 ( ) Johnson2Restrepo [47 ] TBBPA
4 TBBPA ng g - 1 ( ), ng g - 1 ( ), (011040ng g - 1 ) TBBPA PBDEs 31111, Gerecke [51 ] BFRs, BDE209 HBCDs TBBPA, BDE d - 1, TBBPA ( )2 2HBCD ( )2 2HBCD > ( )2 2HBCD > > BDE209 Tokarz [8 ] BDE209,, BDE209 18s, 60d,24h 4 BDE209, ( BDE99 [57 ] OH2PBDEs MeO2 BDE119) (BDE47 BDE66), 4, PBDEs, BDE99 BDE , BDE47 BDE17 La Guardia [52 ] BDE209,,, Haglund [53 ] PBDEs (MeO2PBDEs), PBDEs,, PBDEs, Gerecke [54 ] BDE209, BDE209 BDE ,, He [55 ] ( Sulf urospirillum multivorans) BDE209, ( Dehalococcoides species) Robbrock [7 ] 7 PBDEs(BDE ),,, Gerecke [54 ] Zhou [56 ] BDE209, BDE209, 80, ; 2,, > ;,,, BDE209,,, PBDEs,,,PBDEs PBDEs (OH2PBDEs) MeO2PBDEs, [58 PBDEs 60 ],OH2PBDEs MeO2PBDEs,, [61, 64 ], (phase ) (phase ) P450 ( CYP21A 22B 24A3),,,, ; ( ),,,, [57 ] P450 (,PCBs) :, 1,22 [58 ],,, [56 ] PBDEs PCBs,,
5 PBDEs, PBDEs OH2PBDEs Tomy [65 ] 13 PBDEs( 3 10) 56d, BDE85 BDE190 ( ), BDE ( ), 3 : BDE140,, ; rn [66 ] 14 C2 BDE47, 6,, (thiol2tetrabromo diphenyl ether) ;, 5, (in vitro) Stapleton [67 ] BDE99 BDE183, BDE99 BDE47,BDE183 BDE154,, BDE99,,, Benedict [68 ] (in vitro), BDE99 BDE47, P450 BDE99, (reverse thyronine,rt3) (microsomes) BDE99, (deiodinases,di) Stapleton [69 ] BDE209 60d, 7 ( ) Van den Steen [70 ] BDE209, MeO2PBDEs, OH2PBDEs, [53,57,71 ] Marsh [58 ] 9 OH2PBDEs 6 MeO2PBDEs, OH2 MeO2PBDEs 4 5, 14 OH2 MeO2 Valters [72 ] OH2PBDEs MeO2PBDEs, OH2PBDEs, OH2PBDEs, PBDEs [73 75 ] (in vivo),, BDE209, BDEs (MeO2OH2BDEs), MeO2 2O2 Malmbrg [76 ] PBDEs 6 OH2PBDEs 2 2OH2PBDEs,, 4 OH2 PBDEs, 42OH2BDE42 32OH2BDE47 4 2OH2 BDE49 62OH2BDE47 ; Marsh [77 ] BDE47 6 3, PBDEs,,,,, [78 ] Stapleton [79 ] BDE209,24h BDE209 McKinney [78 ] 90min PBDEs,, OH2 PBDEs 31112, PBDEs Athanasiadou [61 ], OH2PBDEs, 4 OH2PBDEs, OH2PBDEs, OH2 PBDEs,, PBDEs PBDEs BDE209
6 6 1369,Bezares2Cruz [80 ] BDE209 [89 ] Davis [90 ] Eriksson [81 ] 15 PBDEs ( 4 10) (8 2Πv v), BDE209, Fang [82 ] ( ) PBDEs,,,,,, PBDE2 ;, PBDEs, : >, Rayne [83 ] 4,4 2 (BDE15), Sgderstrgm [84 ] BDE209, BDE209 ( PBDFs), ( ), [80 ], Grabda [85 ] 03 ( Gaussian 03 program) (DFT),,Br, PBDEs PBDEs PBDEs,,PBDEs, : ( PBDDs) ( PBDFs) [86 ] Buser [87 ] , PBDDs PBDFs, Nose [88 ], BDE209,200,300,,, BDE209,, BDE209,, 312 HBCDs PBDEs,HBCDs, HBCDs,119d HBCDs 75 %, 21d HBCDs 92 %, [91 ] 14 C2HBCD, 3 : ( TBCDe) (DBCDi) (CDT), Sinkkonen [92 ] HBCDs,Hiebl [93 ] HBCDs Jan k [94 ] HBCDs, 2HBCD Ueno [33 ] HBCDs, 2HBCD, [42,95,96 ] Zegers [30 ], 2 2HBCD (NADPH), 2HBCD, 2HBCD,Abdallaha [97 ], HBCDs : (PBCDs) ( TBCDs), HBr HBCDs HBCDs HBr [98 ], HBCDs 313 TBBPA PBDEs,TBBPA,Han [37 ] TBBPA (quencher) ( 1 O 2 ), TBBPA Eriksson [99 ] TBBPA 3 :42 22, ,62 42(22 ) 22,62 TBBPA ( ) [100 ], Barontini [101 ] TBBPA, : A, 8, 8,, A,,, 270
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