A New Facile Synthesis of D4-Pterosin B and D4-Bromopterosin, Deuterated Analogues of Ptaquiloside

Molecules

Mohamed Attya¹  Monica Nardi¹  Antonio Tagarelli¹ 

[1] Department of Chemistry, University of Calabria, 87036 Arcavacata di Rende (Cosenza), Italy

关键词: natural products;    total synthesis;    isotopic labelling;    ptaquiloside;    pterosin B;    d₄-pterosin;    d₄-bromopterosin;   

DOI  :  10.3390/molecules17055795

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.