title: A new facile synthesis of d₄-pterosin B and d₄-bromopterosin, deuterated analogues of ptaquiloside.
abstract: Ptaquiloside (Pta) is a potent carcinogen present in bracken fern and in soil matrices, that can potentially leach to the aquatic environment. More recently its presence in the milk of different farm animals has been reported. Pterosin B (Ptb) and bromopterosin (BrPt) represent the most convenient analogues in the detection of ptaquiloside by mass spectrometry. Pterosin sesquiterpenes are also involved in many patented biomedical protocols. In this work we introduce a new and convenient approach to the synthesis in three steps and more than 80% yield of d₄-pterosin B (d₄-Ptb) and d₄-bromopterosin (d₄-BrPt), useful as internal standards in the quantification of ptaquiloside.
authors.affiliation: Department of Chemistry, University of Calabria, 87036 Arcavacata di Rende, Cosenza, Italy. attya@unical.it
authors.forename: Mohamed
authors.initials: M
authors.lastname: Attya
authors.forename: Monica
authors.initials: M
authors.lastname: Nardi
authors.forename: Antonio
authors.initials: A
authors.lastname: Tagarelli
authors.forename: Giovanni
authors.initials: G
authors.lastname: Sindona
mesh_terms: D002273:Carcinogens / Q000032:analysis / Q000138:chemical synthesis*; D003903:Deuterium; D007189:Indans / Q000032:analysis* / Q000138:chemical synthesis* / Q000592:standards; D007553:Isotope Labeling; D013058:Mass Spectrometry; D032498:Pteridium / Q000737:chemistry*; D012015:Reference Standards; D012717:Sesquiterpenes / Q000032:analysis* / Q000138:chemical synthesis* / Q000592:standards
chemical_list: D002273:Carcinogens; D007189:Indans; D012717:Sesquiterpenes; C010772:pterosin; D003903:Deuterium; C043680:ptaquiloside