Discovery and widespread occurrence of polyhalogenated 1,1'-dimethyl-2,2'-bipyrroles (PDBPs) in marine biota

Hauler, Carolin; Martin, René; Knölker, Hans‐Joachim; Gaus, Caroline; Mueller, Jochen F.; Vetter, Walter

doi:10.1016/j.envpol.2013.03.025

Cited by 20 publications

(22 citation statements)

References 30 publications

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“…In total, we catalogued 5 isomers of MBP-Cl 6 (p. 88–92), MBP-Cl 7 (p. 93), 9 isomers of DMBPs (DMBP-Cl 6 , DMBP-Br 6 , DMBPBrCl 5 , DMBP-Br 3 Cl 2 , DMBP-Br 3 Cl 3 , DMBP-Br 4 Cl 2 and 3 isomers of DMBP-Br 2 Cl 4, p. 79–87). In contrast to the predominance of DMBPs relative to MBPs in dolphins from the northern hemisphere 46–48 , our samples exhibited the opposite trend, with MBPs in greater abundance than DMBPs. This trend is consistent with results reported for marine mammals from Australia 48–50 .…”

Section: Resultscontrasting

confidence: 95%

Nontargeted Screening of Halogenated Organic Compounds in Bottlenose Dolphins (Tursiops truncatus) from Rio de Janeiro, Brazil

Alonso

Maruya

Dodder

et al. 2017

Environ. Sci. Technol.

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To catalog the diversity and abundance of halogenated organic compounds (HOCs) accumulating in high trophic marine species from the southwestern Atlantic Ocean, tissue from bottlenose dolphins (Tursiops truncatus) stranded or incidentally captured along the coast of Rio de Janeiro, Brazil, were analyzed by a non-targeted approach based on GC×GC/TOF-MS. A total of 158 individual HOCs from 32 different structural classes were detected in the blubber of 4 adult male T. truncatus. Nearly 90 percent of the detected compounds are not routinely monitored in the environment. DDT-related and mirex/dechlorane-related compounds were the most abundant classes of anthropogenic origin. Methoxy-brominated diphenyl ethers and chlorinated methyl- and dimethyl bipyrroles (MBPs and DMBPs) were the most abundant natural products. Reported for the first time in southwestern Atlantic cetaceans and in contrast to North American marine mammals, chlorinated MBPs and DMBPs were more diverse and abundant than their brominated and/or mixed halogenated counterparts. HOC profiles in coastal T. tursiops from Brazil and California revealed a distinct difference, with a higher abundance of mirex/dechloranes and chlorinated bipyrroles in the Brazilian dolphins. Thirty-six percent of the detected HOCs had an unknown structure. These results suggest broad geographical differences in the patterns of bioaccumulative chemicals found in the marine environment, and indicate the need to develop more complete catalogs of HOCs from various marine environments.

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Section: Resultscontrasting

confidence: 95%

Nontargeted Screening of Halogenated Organic Compounds in Bottlenose Dolphins (Tursiops truncatus) from Rio de Janeiro, Brazil

Alonso

Maruya

Dodder

et al. 2017

Environ. Sci. Technol.

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“…HNP profiles have been shown to be unique to different marine species and ecotypes within a geographic region (Dorneles et al, 2010;Hauler et al, 2013;Pangallo and Reddy, 2010;Shaul et al, 2015). The species in this study displayed nearly unique HNP profiles ( Figure 3).…”

Section: Halogenated Natural Productsmentioning

confidence: 71%

Apex marine predators and ocean health: Proactive screening of halogenated organic contaminants reveals ecosystem indicator species

et al. 2019

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Despite decades-long bans on the production and use of certain chemicals, many halogenated organic compounds (HOCs) are persistent and can bioaccumulate in the marine environment with the potential to cause physiological harm to marine fauna. Highly lipid-rich tissue (e.g., marine mammal blubber) functions as a reservoir for HOCs, and selecting ideal indicator species is a priority for retrospective and proactive screening efforts. We selected five marine mammal species as possible indicators for the Southern California Bight (SCB) and applied a non-targeted analytical method paired with an automated data reduction strategy to catalog a broad range of known, known but unexpected, and unknown compounds in their blubber. A total of 194 HOCs were detected across the study species (n = 25 individuals), 81% of which are not routinely monitored, including 30 halogenated natural products and 45 compounds of unknown structure and origin. The cetacean species (long-beaked common dolphin, short-beaked common dolphin, and Risso's dolphin) averaged 128 HOCs, whereas pinnipeds (California sea lion and Pacific harbor seal) averaged 47 HOCs. We suspect this disparity can be attributed to differences in life history, foraging strategies, and/or enzyme-mediated metabolism. Our results support proposing (1) the long-and short-beaked common dolphin as apex marine predator sentinels for future and *

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“…Similarly, BC-10 (usually the only or predominant Br 4 Cl 2 -DBP isomer (Hauler et al 2013;Tittlemier et al 1999)) was detected in all fish samples but was frequently below LOQ (Table 3). However, similar Br 4 Cl 2 -DBP isomer patterns, namely, predominance of BC-10 with low but distinct contributions of other Br 4 Cl 2 -DBPs could be detected in all fish samples except silky shark and skipjack tuna (low concentrations of BC-10 and other PDBPs, Fig.…”

Section: Resultsmentioning

confidence: 88%

“…Previously, two Br 5 Cl-DBP isomers were also detected in Australian humpback dolphin (Sousa chinensis) and sea cucumber (Holothuria sp.) (Hauler et al 2013). The widespread occurrence of HNPs in Seychelles prompted us to investigate also tropical tuna samples collected from other regions of the Western Indian Ocean.…”

Section: Resultsmentioning

confidence: 99%

High levels of halogenated natural products in large pelagic fish from the Western Indian Ocean

Munschy

Aminot

et al. 2021

Environ Sci Pollut Res

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Concentrations, profiles and muscle-liver distribution of halogenated natural products (HNPs) and anthropogenic persistent organic pollutants (POPs) were investigated in five large pelagic fish species and one smaller planktivore fish species from the Western Indian Ocean. Analysis of swordfish muscle from the Seychelles revealed the predominance of HNPs, with the highest concentrations found for 2′-methoxy-2,3′,4,5′- tetraBDE (2′-MeO-BDE 68 or BC-2), 6-methoxy-2,2′,4,4′- tetraBDE (6-MeO-BDE 47 or BC-3) and 2,3,3′,4,4′,5,5′-heptachloro-1′-methyl-1,2′-bipyrrole (Q1), along with varied contributions of further HNPs. The mean concentration of ∑HNPs (330 ng/g lw) was one or two orders of magnitude higher than ∑DDTs (60 ng/g lw) and ∑PCBs (6.8 ng/g lw). HNPs (BC-2, BC-3 and Q1) were also predominant in individual samples of three tropical tuna species from the Seychelles and from other regions of the Western Indian Ocean (Mozambique Channel, off Somalia and Chagos Archipelago). Non-targeted gas chromatography coupled with electron capture negative ion mass spectrometry operated in the selected ion monitoring mode (GC/ECNI-MS-SIM) analysis of one swordfish sample indicated low abundance of rarely reported HNPs (three hexachloro-1′-methyl-1,2′-bipyrrole (Cl6-MBP) isomers and pentabromo-1,1′-dimethyl-2,2′-bipyrroles (Br5-DBP)) but no further abundant unscreened polyhalogenated compounds.

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Discovery and widespread occurrence of polyhalogenated 1,1'-dimethyl-2,2'-bipyrroles (PDBPs) in marine biota

Cited by 20 publications

References 30 publications

Nontargeted Screening of Halogenated Organic Compounds in Bottlenose Dolphins (Tursiops truncatus) from Rio de Janeiro, Brazil

Nontargeted Screening of Halogenated Organic Compounds in Bottlenose Dolphins (Tursiops truncatus) from Rio de Janeiro, Brazil

Apex marine predators and ocean health: Proactive screening of halogenated organic contaminants reveals ecosystem indicator species

High levels of halogenated natural products in large pelagic fish from the Western Indian Ocean

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