Biomimetic synthetic studies on meroterpenoids from the marine sponge Aka coralliphaga: Divergent total syntheses of siphonodictyal B, liphagal and corallidictyals A–D
| Autor: | Adrian W. Markwell-Heys, Michelle C. Cruickshank, Robert M. Adlington, K. Kuan, Jack E. Baldwin, Denise P. Tran, Jonathan H. George |
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| Rok vydání: | 2019 |
| Předmět: |
Stereochemistry
Clinical Biochemistry Aka coralliphaga Pharmaceutical Science 01 natural sciences Biochemistry chemistry.chemical_compound Biomimetics Drug Discovery Animals Molecular Biology Biological Products biology Terpenes 010405 organic chemistry Organic Chemistry Sclareolide biology.organism_classification Hydroquinones Porifera 0104 chemical sciences 010404 medicinal & biomolecular chemistry Sponge chemistry Cyclization Molecular Medicine Diterpenes Oxidation-Reduction Sesquiterpenes |
| Zdroj: | Bioorganic & Medicinal Chemistry. 27:2449-2465 |
| ISSN: | 0968-0896 |
| DOI: | 10.1016/j.bmc.2019.02.038 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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