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https://hdl.handle.net/2440/120883
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Type: | Journal article |
Title: | Biomimetic synthetic studies on meroterpenoids from the marine sponge Aka coralliphaga: divergent total syntheses of siphonodictyal B, liphagal and corallidictyals A–D |
Author: | Kuan, K.K.W. Markwell-Heys, A.W. Cruickshank, M.C. Tran, D.P. Adlington, R.M. Baldwin, J.E. George, J.H. |
Citation: | Bioorganic and Medicinal Chemistry, 2019; 27(12):2449-2465 |
Publisher: | Elsevier |
Issue Date: | 2019 |
ISSN: | 0968-0896 1464-3391 |
Statement of Responsibility: | Kevin K.W.Kuan, Adrian W.Markwell-Heys, Michelle C.Cruickshank, Denise P.Tran, Robert M.Adlington, Jack E.Baldwin, Jonathan H.Georgea |
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. |
Keywords: | Animals Porifera Terpenes Diterpenes Sesquiterpenes Hydroquinones Biological Products Biomimetics Cyclization Oxidation-Reduction |
Rights: | © 2019 Published by Elsevier Ltd. |
DOI: | 10.1016/j.bmc.2019.02.038 |
Grant ID: | http://purl.org/au-research/grants/arc/FT170100437 |
Published version: | http://dx.doi.org/10.1016/j.bmc.2019.02.038 |
Appears in Collections: | Aurora harvest 8 Pharmacology publications |
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