The Fusarium mycotoxin, 2-Amino-14,16-dimethyloctadecan-3-ol (AOD) induces vacuolization in HepG2 cells

Solhaug, Anita; Torgersen, Maria Lyngaas; Holme, Jørn A.; Wiik-Nilsen, Jannicke; Thiede, Bernd; Eriksen, Gunnar Sundstøl

doi:10.1016/j.tox.2020.152405

Cited by 5 publications

(4 citation statements)

References 53 publications

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“…Ingestion of fumonisin-contaminated feed results in various animal diseases . High incidences of human esophageal cancer and liver cancer have also been associated with the consumption of fumonisin-contaminated corn. − Both 2-AOD-3-ol and Fumonisin B1 lack 1-hydroxyl on the sphingoid base that can be subclassified as the atypical 1-deoxysphinganine analogue according to their structural features . Uhlig et al reported that the mechanisms leading to the cytotoxicity of 2-AOD-3-ol may not be like Fumonisin B1 inhibition of biosynthesis of typical ceramides because it has no apparent effects on the sphinganine/sphingosine ratio .…”

Section: Discussionmentioning

confidence: 99%

“…19−21 Both 2-AOD-3-ol and Fumonisin B1 lack 1hydroxyl on the sphingoid base that can be subclassified as the atypical 1-deoxysphinganine analogue according to their structural features. 9 Uhlig et al reported that the mechanisms leading to the cytotoxicity of 2-AOD-3-ol may not be like Fumonisin B1 inhibition of biosynthesis of typical ceramides because it has no apparent effects on the sphinganine/ sphingosine ratio. 22 However, our novel discovery on acyl derivatives of 2-AOD-3-ol provides new insight into the understanding of the hepatic and neurological toxicities of mycotoxins.…”

Section: Journal Ofmentioning

confidence: 99%

“…7 Solhaug et al found that 2-AOD-3-ol could induce the cell death of THP-1 monocytes and vacuolization in HepG2 cells due to its accumulation in lysosomes and/or late endosomes, thereby disturbing the later stages of the endolysosomal process. 8,9 However, the precise risks of fusarium toxin 2-AOD-3-ol exposures and the underlying mechanisms are still poorly understood.…”

Section: Introductionmentioning

confidence: 99%

“…Dietary exposure to fusarium toxin consumption causes many disorders including hepatotoxicity, renal toxicity, neurotoxicity, pulmonary edema in animal models, esophageal cancer, and probably birth defects in humans . Solhaug et al found that 2-AOD-3-ol could induce the cell death of THP-1 monocytes and vacuolization in HepG2 cells due to its accumulation in lysosomes and/or late endosomes, thereby disturbing the later stages of the endolysosomal process. , However, the precise risks of fusarium toxin 2-AOD-3-ol exposures and the underlying mechanisms are still poorly understood.…”

Section: Introductionmentioning

confidence: 99%

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Accumulation of Fatty Acylated Fusarium Toxin 2-Amino-14,16-dimethyloctadecan-3-ol, a Class of Novel 1-Deoxysphingolipid Analogues, during Food Storage

Chen

Wang

et al. 2022

J. Agric. Food Chem.

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The fusarium toxin 2-amino-14,16-dimethyloctadecan-3-ol (2-AOD-3-ol) is characterized as a sphingolipid analogue that can be isolated from Fusarium avenaceum-infected crops and fruits. In the current study, we discovered a group of novel metabolites of 2-AOD-3-ol from the F. avenaceum-fermented rice culture. 2-AOD-3-ol was predominantly present as a C16:1 fatty acid-assembled ceramide-mimic form rather than as a free base. Although 2-AOD-3-ol and its fatty acyl derivatives were barely detected in fresh samples, the contents of these fusarium toxins accumulated with the extension of storage time up to approximately 32−50 mg/kg dry weight in naturally stored rice, grapes, apples, and oranges. Our finding provides insight into the quality and safety of food during storage through a novel aspect: the C14−C24 fatty acyl 2-AOD-3-ol in nature, which calls for further studies to address their potential impact on human health.

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