Arsenocholine-O-sulfate: A novel compound as major arsenic species in the parasitic mushroom Tolypocladium ophioglossoides

Braeuer, Simone; Borovička, Jan; Glabonjat, Ronald A.; Steiner, Lorenz; Goessler, Walter

doi:10.1016/j.chemosphere.2020.128886

Cited by 5 publications

(5 citation statements)

References 40 publications

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“…An anion-exchange column (PRP-X100) with an aqueous 20 mM phosphate buffer (pH 6.0) and a cation-exchange column (Reprosil-XR 300 SCX) with an aqueous 10 mM pyridine solution (pH 2.3) were applied to detect and quantify iAs, DMA, MA, AB, TMAO, AC, and TETRA using an external calibration containing these arsenic species. The results for the quality control of all measurements were in good accordance with the certified or published data [ 6 , 13 , 15 ] (Table S3 and S4 ). The total arsenic mass fraction of the extracts was determined by diluting the samples 1+9 with 10% v/v nitric acid and directly measuring it with ICPMS.…”

Section: Methodssupporting

confidence: 85%

“…To further elucidate the pathway of arsenic and its possible biotransformation, identifying intermediate compounds could be of valuable help. Therefore, it is important to identify previously unknown arsenic species [ 10 , 13 , 14 ], which will hopefully help us to better understand the reason behind the diversity of arsenic species in mushrooms.…”

Section: Introductionmentioning

confidence: 99%

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Arsenobetaine amide: a novel arsenic species detected in several mushroom species

Walenta,

Raab,

Braeuer

et al. 2024

Anal Bioanal Chem

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The total arsenic mass fraction as well as the arsenic speciation were studied in four different mushroom species with inductively coupled plasma mass spectrometry and high-performance liquid chromatography coupled to inductively coupled plasma mass spectrometry, respectively. Arsenic mass fractions detected in the mushrooms were covering a range from 0.3 to 22 mg As kg−1 dry mass. For the arsenic speciation, species like arsenobetaine, inorganic arsenic, or dimethylarsinic acid were found, which are commonly detected in mushrooms, but it was also proven that the recently discovered novel compound homoarsenocholine is present in Amanita muscaria and Ramaria sanguinea. Moreover, a previously unidentified arsenic species was isolated from Ramaria sanguinea and identified as trimethylarsonioacetamide, or in short: arsenobetaine amide. This new arsenical was synthesized and verified by spiking experiments to be present in all investigated mushroom samples. Arsenobetaine amide could be an important intermediate to further elucidate the biotransformation pathways of arsenic in the environment. Graphical Abstract

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Section: Methodssupporting

confidence: 85%

Section: Introductionmentioning

confidence: 99%

Arsenobetaine amide: a novel arsenic species detected in several mushroom species

Walenta,

Raab,

Braeuer

et al. 2024

Anal Bioanal Chem

Self Cite

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“…The study showed that ICP-MS-MS offers a new dimension in non-targeted metabolomic analysis and enabled a unique comparative approach in investigating and tracking the biochemistry of related elements in moderately complex organisms. In the second study, the As speciation in wild-grown samples of the parasitic mushroom Tolypocladium ophioglossoides was investigated using HPLC-ICP-MS. 64 The As concentrations were 0.070 to 3.44 mg kg À1 dry mass, although interestingly up to 56% of the extracted As was found to be an unknown As species, which was marginally retained under anion and also cation-exchange conditions. Aer evaluating the chromatography, the compound was isolated and identied as 2-(sulfoxyethyl) trimethylarsonium ion (AC-O-sulfate) using HR-MS.…”

Section: Arsenicmentioning

confidence: 95%

Atomic Spectrometry Update: review of advances in elemental speciation

Clough

Harrington

Hill

et al. 2022

J. Anal. At. Spectrom.

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“…C. ophioglossoides , commonly known as the “golden thread Cordyceps ”, is colonized on fruiting bodies of truffle-like Elaphomyces [ 89 ]. The fungus contains a variety of polysaccharides (antioxidant nature), ophiocordin (antibiotic), peptibiotics (antibiotic and antifungal properties), sesquiterpenes (antitumor activity), balanol (a protein kinase inhibitor with antitumor activity), and arsenocholine-O-sulfate (a nontoxic form of arsenic) [ 89 , 90 , 91 , 92 , 93 ].…”

Section: Neuroprotective Potential Of Cordyceps Ex...mentioning

confidence: 99%

Unique Bioactives from Zombie Fungus (Cordyceps) as Promising Multitargeted Neuroprotective Agents

Sharma,

2023

Nutrients

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Cordyceps, also known as “zombie fungus”, is a non-poisonous mushroom that parasitizes insects for growth and development by manipulating the host system in a way that makes the victim behave like a “zombie”. These species produce promising bioactive metabolites, like adenosine, β-glucans, cordycepin, and ergosterol. Cordyceps has been used in traditional medicine due to its immense health benefits, as it boosts stamina, appetite, immunity, longevity, libido, memory, and sleep. Neuronal loss is the typical feature of neurodegenerative diseases (NDs) (Alzheimer’s disease (AD), Parkinson’s disease (PD), multiple sclerosis (MS), amyotrophic lateral sclerosis (ALS)) and neurotrauma. Both these conditions share common pathophysiological features, like oxidative stress, neuroinflammation, and glutamatergic excitotoxicity. Cordyceps bioactives (adenosine, N6-(2-hydroxyethyl)-adenosine, ergosta-7, 9 (11), 22-trien-3β-ol, active peptides, and polysaccharides) exert potential antioxidant, anti-inflammatory, and anti-apoptotic activities and display beneficial effects in the management and/or treatment of neurodegenerative disorders in vitro and in vivo. Although a considerable list of compounds is available from Cordyceps, only a few have been evaluated for their neuroprotective potential and still lack information for clinical trials. In this review, the neuroprotective mechanisms and safety profile of Cordyceps extracts/bioactives have been discussed, which might be helpful in the identification of novel potential therapeutic entities in the future.

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Arsenocholine-O-sulfate: A novel compound as major arsenic species in the parasitic mushroom Tolypocladium ophioglossoides

Cited by 5 publications

References 40 publications

Arsenobetaine amide: a novel arsenic species detected in several mushroom species

Arsenobetaine amide: a novel arsenic species detected in several mushroom species

Atomic Spectrometry Update: review of advances in elemental speciation

Unique Bioactives from Zombie Fungus (Cordyceps) as Promising Multitargeted Neuroprotective Agents

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