STERIGMATOCYSTIN

Описание

Sterigmatocystin is a mycotoxin that has been found in Aspergillus. It is lethal to rats (LD₅₀ = 60 mg/kg) and chick embryos (LD₅₀s = 5-7 μg/embryo). Sterigmatocystin (100 and 1,000 ppb in drinking water) induces gastritis, as well as intestinal polyp formation and metaplasia in aged Mongolian gerbils. It induces formation of lung and liver adenomas and malignant lymphomas in newborn mice.

Химические свойства

yellow needles or powder

Использование

Sterigmatocystin is a carcinogenic mycotoxin that is struturally related to Aflatoxin. Sterigmatocystin has been shown to inhibit RNA synthesis in rat liver nuclei.

Определение

ChEBI: An organic heteropentacyclic compound whose skeleton comprises a xanthene ring system ortho-fused to a dihydrofuranofuran moiety. The parent of the class of sterigmatocystins.

Опасность

Possible carcinogen; tumorigen; poison; mutagen; causes necrosis of the liver and kidney, and an inhibitory effect on orotic acid incorporation into nuclear RNA.

Профиль безопасности

Confirmed carcinogen with experimental carcinogenic and tumorigenic data. Poison by ingestion and intraperitoneal routes. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

Методы очистки

It crystallises from amyl acetate, Me2CO or EtOH and sublimes in vacuo. It has UV max at 208, 235, 249 and 329nm (log  4.28, 4.39, 4.44 and 4.12). [UV: Bullock et al. J Chem Soc 4179, 1962, UV, IR: Holker & Mulheirn J Chem Soc, Chem Commun 1576, 1576 1968, Birkinshaw & Hammady Biochem J 65 162 1957.] This mycotoxin induces bone marrow changes in mice [Curry et al. Mutation Res 137 111 1984]. [Beilstein 19/10 V 575.]