The asymmetric total synthesis of (-)-bipinnatin J and its conversion into (+)-intricarene through a transannular 1,3-dipolar cycloaddition is described. In addition, the conversion of (-)-bipinnatin J into (+)-rubifolide and (+)-isoepilophodione B is reported. Biosynthetic relationships among furanocembranoids and the possible role of 1,3-dipolar cycloadditions in biosynthesis are discussed. [reaction: see text]
Highlights d The transcription factor Spic restrains inflammatory responses in macrophages d Spic promotes the expression of the iron exporter ferroportin in activated macrophages d NF-kB activity is required for the expression of Spic in activated macrophages d Interferon-gamma suppresses Spic expression in activated macrophages
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