Biomimetic synthetic studies on meroterpenoids from the marine sponge Aka coralliphaga: divergent total syntheses of siphonodictyal B, liphagal and corallidictyals A

Kuan, K.K.W.Markwell-Heys, A.W.Cruickshank, M.C.Tran, D.P.Adlington, R.M.Baldwin, J.E.George, J.H.2019-09-042019-09-042019Bioorganic and Medicinal Chemistry, 2019; 27(12):2449-24650968-08961464-3391http://hdl.handle.net/2440/120883The marine sponge Aka coralliphaga is a rich source of biologically active and structurally interesting meroterpenoids. Inspired by these natural products, we have used biosynthetic speculation to devise biomimetic syntheses of siphonodictyal B, liphagal and corallidictyals A-D from sclareolide. This work resulted in the development of new cascade reactions in the synthesis of liphagal, the reassignment of the structure of siphonodictyal B, and the realisation that corallidictyals A and B are possibly isolation artefacts.en© 2019 Published by Elsevier Ltd.AnimalsPoriferaTerpenesDiterpenesSesquiterpenesHydroquinonesBiological ProductsBiomimeticsCyclizationOxidation-ReductionBiomimetic synthetic studies on meroterpenoids from the marine sponge Aka coralliphaga: divergent total syntheses of siphonodictyal B, liphagal and corallidictyals A–DJournal article003011332710.1016/j.bmc.2019.02.0380004688794000212-s2.0-85064124214468680George, J.H. [0000-0002-7330-2160]