Asymmetric synthesis and biological evaluation of 1,3- and 1,4-disubstituted benzo-type lipoxin A(4) analogues

作者：Haberlin Gavin G; McCarthy Ciara; Doran Robert; Loscher Christine E; Guiry Patrick J^*

来源：Tetrahedron, 2014, 70(38): 6859-6869.

DOI：10.1016/j.tet.2014.07.029

• Lipoxins
• Asymmetric synthesis
• Analogues
• Inflammation
• Eicosanoids

The asymmetric synthesis of 1,3 and 1,4-disubstituted aromatic lipoxin A(4) analogues has been accomplished. A total of eight analogues were synthesised in a convergent approach utilising Sharpless asymmetric epoxidation, asymmetric reduction and intermolecular Heck reactions. The set of analogues were assessed for their effect on the production of cytokines IL-12p40, IL-23, IL-6, IL-1 beta and TNF alpha. A positive inhibitory result was observed for the production of IL-6 and IL-1 beta.

• 出版日期2014-9-23