24243-00-3Relevant articles and documents
Total Synthesis of DHA and DPA n-3Non-Enzymatic Oxylipins
Bultel-Poncé, Valérie,Degrange, Thomas,Durand, Thierry,Galano, Jean-Marie,Guy, Alexandre,Merad, Jérémy,Oger, Camille,Reversat, Guillaume
, (2021/12/02)
Oxylipins are formed in vivo from polyunsaturated fatty acids (PUFAs). A large structural variety of compounds is grouped under the term oxylipins, which differ from their formation mechanism (involving enzymes or not), as well as their chemical structures (cyclopentane, tetrahydrofuran, hydroxylated-PUFA, etc.). All structures of oxylipins are of great biological interest. Directly correlated to oxidative stress phenomenon, non-enzymatic oxylipins are used as systemic and/or specific biomarkers in various pathologies, and more especially, they were found to have their own biological properties. Produced in vivo as a non-separable mixture of isomers, their total synthesis is a keystone to answer biological questions. In this work, the total synthesis of three non-enzymatic oxylipins derived from docosahexaenoic acid (DHA) and docosapentanoic acid (DPAn-3) is described using a unique and convergent synthetic strategy.