TY  - JOUR
A1  - Meyer, Sören
A1  - Raber, Georg
A1  - Ebert, Franziska
A1  - Taleshi, Mojtaba S.
A1  - Francesconi, Kevin A.
A1  - Schwerdtle, Tanja
T1  - Arsenic-containing hydrocarbons and arsenic-containing fatty acids: Transfer across and presystemic metabolism in the Caco-2 intestinal barrier model
JF  - Molecular nutrition & food research : bioactivity, chemistry, immunology, microbiology, safety, technology
N2  - Scope: Arsenic-containing hydrocarbons (AsHCs) and arsenic-containing fatty acids (AsFAs) represent two classes of arsenolipids occurring naturally in marine food. Toxicological data are yet scarce and an assessment regarding the risk to human health has not been possible. Here, we investigated the transfer and presystemic metabolism of five arsenolipids in an intestinal barrier model.
 Methods and results: Three AsHCs and two AsFAs were applied to the Caco-2 intestinal barrier model. Thereby, the short-chain AsHCs reached up to 50% permeability. Transport is likely to occur via passive diffusion. The AsFAs showed lower intestinal bioavailability, but respective permeabilities were still two to five times higher as compared to arsenobetaine or arsenosugars. Interestingly, AsFAs were effectively biotransformed while passing the in vitro intestinal barrier, whereas AsHCs were transported to the blood-facing compartment essentially unchanged.
 Conclusion: AsFAs can be presystemically metabolised and the amount of transferred arsenic is lower than that for AsHCs. In contrast, AsHCs are likely to be highly intestinally bioavailable to humans. Since AsHCs exert strong toxicity in vitro and in vivo, toxicity studies with experimental animals as well as a human exposure assessment are needed to assess the risk to human health related to the presence of AsHCs in seafood.
KW  - Arsenolipids
KW  - Caco-2 intestinal barrier model
KW  - Presystemic metabolism
KW  - Toxicity
Y1  - 2015
U6  - https://doi.org/10.1002/mnfr.201500286
SN  - 1613-4125
SN  - 1613-4133
VL  - 59
IS  - 10
SP  - 2044
EP  - 2056
PB  - Wiley-Blackwell
CY  - Hoboken
ER  - 
TY  - JOUR
A1  - Taleshi, Mojtaba S.
A1  - Seidler-Egdal, Rune K.
A1  - Jensen, Kenneth Bendix
A1  - Schwerdtle, Tanja
A1  - Francesconi, Kevin A.
T1  - Synthesis and Characterization of Arsenolipids: Naturally Occurring Arsenic Compounds in Fish and Algae
JF  - Organometallics
N2  - Arsenic-containing lipids (arsenolipids) are natural products present in fish and algae. Because these compounds occur in foods, there is considerable interest in their human toxicology. We report the synthesis and characterization of seven arsenic-containing lipids, including six natural products. The compounds comprise dimethylarsinyl groups attached to saturated long-chain hydrocarbons (three compounds), saturated long-chain fatty acids (two compounds), and monounsaturated long chain fatty acids (two compounds). The arsenic group was introduced through sodium dimethylarsenide or bis(dimethylarsenic) oxide. The latter route provided higher and more reproducible yields, and consequently, this pathway was followed to synthesize six of the seven compounds. Mass spectral properties are described to assist in the identification of these compounds in natural samples. The pure synthesized arsenolipids will be used for in vitro experiments with human cells to test their uptake, biotransformation, and possible toxic effects.
Y1  - 2014
U6  - https://doi.org/10.1021/om4011092
SN  - 0276-7333
SN  - 1520-6041
VL  - 33
IS  - 6
SP  - 1397
EP  - 1403
PB  - American Chemical Society
CY  - Washington
ER  - 
TY  - JOUR
A1  - Meyer, Sören
A1  - Schulz, Jacqueline
A1  - Jeibmann, Astrid
A1  - Taleshi, Mojtaba S.
A1  - Ebert, Franziska
A1  - Francesconi, Kevin
A1  - Schwerdtle, Tanja
ED  - Schwerdtle, Tanja
T1  - Arsenic-containing hydrocarbons are toxic in the in vivo model Drosophila melanogaster
JF  - Metallomics
N2  - Arsenic-containing hydrocarbons (AsHC) constitute one group of arsenolipids that have been identified in seafood. In this first in vivo toxicity study for AsHCs, we show that AsHCs exert toxic effects in Drosophila melanogaster in a concentration range similar to that of arsenite. In contrast to arsenite, however, AsHCs cause developmental toxicity in the late developmental stages of Drosophila melanogaster. This work illustrates the need for a full characterisation of the toxicity of AsHCs in experimental animals to finally assess the risk to human health related to the presence of arsenolipids in seafood.
KW  - arsenolipids present
KW  - cod-liver
KW  - fatty-acids
KW  - identification
KW  - rp-hplc
KW  - fish
KW  - oil
Y1  - 2014
SN  - 1756-5901
SP  - 2010
EP  - 2014
PB  - The Royal Society of Chemistry
CY  - Cambridge
ER  -