Biomimetic synthetic studies on meroterpenoids from the marine sponge Aka coralliphaga: divergent total syntheses of siphonodictyal B, liphagal and corallidictyals A–D
Date
2019
Authors
Kuan, K.K.W.
Markwell-Heys, A.W.
Cruickshank, M.C.
Tran, D.P.
Adlington, R.M.
Baldwin, J.E.
George, J.H.
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Journal article
Citation
Bioorganic and Medicinal Chemistry, 2019; 27(12):2449-2465
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Kevin K.W.Kuan, Adrian W.Markwell-Heys, Michelle C.Cruickshank, Denise P.Tran, Robert M.Adlington, Jack E.Baldwin, Jonathan H.Georgea
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Abstract
The 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.
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© 2019 Published by Elsevier Ltd.