First asymmetric synthesis of the marine furanosesterterpene natural product,(18S)-variabilin, employing enzymatic desymmetrization of propanediol derivatives
Variabilin 1, a unique furanosesterterpene tetronic acid of marine origin, was first isolated in 1973 by Faulkner 1 from the sponge, Ircinia variabilis, and subsequently from Sarcotragus sp. 2 in research for potential antiviral antitumor agents from marine invertebrates. Closely related linear sesterterpenes containing one or two furan units together with a conjugated tetronic acid moiety, ircinin-1 2, ircinin-2 3 and fasciculatin 4 were also isolated by Minale and ...