10116. Zearalenone
Nomenclature
Description and references
Estrogenic mycotoxin produced by Fusarium fungi commonly found in grains. One of a group of compounds known as resorcylic acid lactones. Isoln from the mycelia of Gibberella zeae (Fusarium graminearum): M. Stob et al., Nature 196, 1318 (1962); F. N. Andrews, M. Stob, US 3196019 (1965 to Purdue Res. Found.). Structure: W. H. Urry et al., Tetrahedron Lett. 1966, 3109. Synthesis of dl-form: D. Taub et al., Chem. Commun. 1967, 225; NL 6812148; N. N. Girotra, N. L. Wendler, US 3551455 (1968, 1970 both to Merck & Co.); Vlattas et al., J. Org. Chem. 33, 4176 (1968); T. Takahashi et al., Tetrahedron Lett. 22, 1363 (1981). Total synthesis and abs config: D. Taub et al., Tetrahedron 24, 2443 (1968). Physicochemical data: A. E. Pohland et al., Pure Appl. Chem. 54, 2219 (1982). Natural occurrence in agricultural products: T. Tanaka et al., J. Agric. Food Chem. 36, 979 (1988). GC determn in cereals: K. Schwadorf, H.-M. Müller, J. Chromatogr. 595, 259 (1992).
