Abstract:
:Fungi of the genus Alternaria infest many agricultural crops and produce numerous mycotoxins, of which altertoxin II (ATX II) is one of the most mutagenic metabolites. ATX II carries an epoxide group but the formation of DNA adducts has not been demonstrated to date. We report now that ATX II gives rise to two covalent adducts with guanine when incubated with DNA under cell-free conditions. These adducts were demonstrated by LC-high resolution MS after enzymatic degradation of the incubated DNA to deoxynucleosides. The major adduct results from the covalent binding of ATX II, presumably through the epoxide group, to guanine, whereas the minor guanine adduct is derived from the major one by the elimination of two equivalents of water. In addition, a third adduct was detected, formed through covalent binding of ATX II to cytosine followed by the loss of two equivalents of water. The direct DNA reactivity of ATX II may explain its high mutagenicity.
journal_name
Toxicol Lettjournal_title
Toxicology lettersauthors
Soukup ST,Fleck SC,Pfeiffer E,Podlech J,Kulling SE,Metzler Mdoi
10.1016/j.toxlet.2020.05.018subject
Has Abstractpub_date
2020-10-01 00:00:00pages
75-81eissn
0378-4274issn
1879-3169pii
S0378-4274(20)30167-3journal_volume
331pub_type
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