Total Synthesis of the Pyranoisoflavone Kraussianone 1 and Related Isoflavones
| Autor: | Siegfried E. Drewes, Mamoalosi A. Selepe, Fanie R. van Heerden |
|---|---|
| Rok vydání: | 2010 |
| Předmět: |
Pharmacology
chemistry.chemical_classification Molecular Structure Bicyclic molecule Chemistry Stereochemistry Organic Chemistry Phloroglucinol Flavonoid Pharmaceutical Science Total synthesis Regioselectivity Genistein Fabaceae Isoflavones Ring (chemistry) Analytical Chemistry chemistry.chemical_compound Complementary and alternative medicine Drug Discovery Plant Bark Molecular Medicine |
| Zdroj: | Journal of Natural Products. 73:1680-1685 |
| ISSN: | 1520-6025 0163-3864 |
| DOI: | 10.1021/np100407n |
| Popis: | The first total synthesis of the pyranoisoflavone kraussianone 1 (1) is described. The key steps involved the Suzuki-Miyaura reaction for the construction of the isoflavone core and the regioselective formation of the dimethylpyran scaffolds to the phloroglucinol (ring A) and resorcinol (ring B) moieties of kraussianone 1 (1). This route also provided access to the related isoflavones eriosemaone D (2) and genistein (3) via simple structural modifications. |
| Databáze: | OpenAIRE |
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