The total synthesis of sevanol, a novel lignan isolated from the thyme plant (Thymus armeniacus)
| Autor: | Vadim S. Kublitski, A. Yu. Khrushchev, O. A. Belozerova, Vladislav Deigin, M.A. Dubinnyi |
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| Rok vydání: | 2018 |
| Předmět: |
0301 basic medicine
Lignan 010405 organic chemistry Stereochemistry Chemistry Organic Chemistry Total synthesis Biological activity Oxidative phosphorylation 01 natural sciences Biochemistry Chloride 0104 chemical sciences 03 medical and health sciences chemistry.chemical_compound 030104 developmental biology Yield (chemistry) Drug Discovery medicine Ferric medicine.drug |
| Zdroj: | Tetrahedron. 74:1449-1453 |
| ISSN: | 0040-4020 |
| DOI: | 10.1016/j.tet.2018.02.005 |
| Popis: | Recently, a novel lignan sevanol was isolated from the thyme plant Thymus armeniacus. During structure-functional elucidation it showed significant biological activity on ASIC3 acid sensing channels. Herein we describe the first synthesis of sevanol with a 3% overall yield. The construction of a dihydronaphthalene ring by oxidative dimerization of a protected dihydroxycinnamic acid ester in the presence of ferric chloride (III) is a key step in this first total synthesis of sevanol. |
| Databáze: | OpenAIRE |
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