Chemistry:Alternariol

From HandWiki

Alternariol (commonly abbreviated as AOH) is a toxic metabolite of Alternaria fungi.[1] It is an important contaminant in cereals and fruits.[2] Alternariol exhibits antifungal and phytotoxic activity. It is reported to inhibit cholinesterase enzymes.[3] It is also a mycoestrogen.

A 2017 in vitro assay study reported alternariol to be a full androgen agonist.[4]

The acute toxicity of AOH and AME is low, but in vitro the substances show a strong mutagenic and teratogenic effect. The substances are associated with the development of esophageal cancer.[5]

References

  1. "Evaluation of alternariol and alternariol methyl ether for mutagenic activity in Salmonella typhimurium". Appl. Environ. Microbiol. 60 (10): 3901–2. 1 October 1994. doi:10.1128/AEM.60.10.3901-3902.1994. PMID 7986060. Bibcode1994ApEnM..60.3901D. 
  2. "Mutagenicity of the mycotoxin alternariol in cultured mammalian cells". Toxicol. Lett. 164 (3): 221–30. 2006. doi:10.1016/j.toxlet.2006.01.001. PMID 16464542. 
  3. Alternariol product page from Fermentek
  4. Stypuła-Trębas, Sylwia; Minta, Maria; Radko, Lidia; Jedziniak, Piotr; Posyniak, Andrzej (2017). "Nonsteroidal mycotoxin alternariol is a full androgen agonist in the yeast reporter androgen bioassay". Environmental Toxicology and Pharmacology 55: 208–211. doi:10.1016/j.etap.2017.08.036. ISSN 1382-6689. PMID 28910742. Bibcode2017EnvTP..55..208S. 
  5. "The characteristics, occurrence, and toxicological effects of alternariol: a mycotoxin". Arch Toxicol 98 (6): 1659–1683. 2024. doi:10.1007/s00204-024-03743-0. PMID 38662238. Bibcode2024ArTox..98.1659S.