Studies on the leaves of the family salicaceae. III. Migration of acyl groups during isolation of glycosides from Populus grandidentata leaves
| Autor: | Stephen F. Darling, Irwin A. Pearl |
|---|---|
| Rok vydání: | 1963 |
| Předmět: |
chemistry.chemical_classification
Aqueous solution biology Magnesium Biophysics chemistry.chemical_element Glycoside biology.organism_classification Biochemistry FAMILY SALICACEAE chemistry.chemical_compound Populin Salicin chemistry Botany Lead subacetate Organic chemistry Populus grandidentata Molecular Biology |
| Zdroj: | Archives of Biochemistry and Biophysics. 102:33-38 |
| ISSN: | 0003-9861 |
| DOI: | 10.1016/0003-9861(63)90316-3 |
| Popis: | The water extractives of Populus grandidentata leaves will yield either populin or tremuloidin when purified by the lead subacetate procedure, depending upon experimental conditions. It has been demonstrated that mild alkali such as lead subacetate at elevated temperatures causes migration of the benzoyl group from the 2 position on tremuloidin to the 6 position on populin. Thus, purification of aqueous extracts of P. grandidentata leaves with lead subacetate at elevated temperatures results in production of populin, whereas similar purification at room temperature yields only tremuloidin. Magnesium oxide also causes rearrangement of benzoyl groups in tremuloidin and in the benzoate of salicyloyl salicin previously isolated from these leaves and from the leaves of P. grandidentata. Structural changes and application of these results to earlier studies on glucosides of Populus and Salix species barks and leaves are discussed. |
| Databáze: | OpenAIRE |
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