Five Pairs of Meroterpenoid Enantiomers from Rhododendron capitatum
| Autor: | Chun Lei, Ai-Jun Hou, Meihua Yu, Hai-Bing Liao, Guang-Hui Huang |
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| Rok vydání: | 2016 |
| Předmět: |
Rhododendron
Molecular Structure 010405 organic chemistry Chemistry Stereochemistry Terpenes Organic Chemistry Stereoisomerism Herpesvirus 1 Human Microbial Sensitivity Tests 010402 general chemistry Ring (chemistry) 01 natural sciences Antiviral Agents 0104 chemical sciences Chiral column chromatography Enantiomer |
| Zdroj: | The Journal of organic chemistry. 82(3) |
| ISSN: | 1520-6904 |
| Popis: | Chemical investigation on the aerial parts of Rhododendron capitatum resulted in the discovery of five enantiomeric pairs of new meroterpenoids, (+)-/(−)-rhodonoids C (1a and 1b), E (3a and 3b), F (4a and 4b), and (−)-/(+)-rhodonoids D (2a and 2b) and G (5a and 5b). These enantiomeric pairs existed as partial racemates in a plant and were obtained by chiral HPLC separation. Their structures with absolute configurations were assigned by spectroscopic data, single-crystal X-ray diffraction, and ECD analysis. Compounds 1a and 1b are the first pair of meromonoterpenes incorporating an unprecedented 6/6/6/5 ring system, and 1a showed antiviral activity against herpes simplex virus type 1 (HSV-1) in vitro. Compounds 2a and 2b are the first examples of meromonoterpenes featuring a unique 6/6/5/5 ring system. |
| Databáze: | OpenAIRE |
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