Acylsugar diversity in the resin glycosides from Ipomoea tricolor seeds as chemosensitizers in breast cancer cells
| Autor: | Jhon Castañeda-Gómez, Pedro Lavias-Hernández, Rogelio Pereda-Miranda, Mabel Fragoso-Serrano, Argelia Lorence |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
chemistry.chemical_classification
Chromatography biology 010405 organic chemistry Chemistry Glycoside Plant Science biology.organism_classification 01 natural sciences Biochemistry High-performance liquid chromatography 0104 chemical sciences Acylation 010404 medicinal & biomolecular chemistry Ipomoea tricolor Pyranose Acylsugar Ornamental plant Sugar Agronomy and Crop Science Biotechnology |
| Zdroj: | Phytochemistry Letters. 32:77-82 |
| ISSN: | 1874-3900 |
| DOI: | 10.1016/j.phytol.2019.05.004 |
| Popis: | Mexican morning glory, Ipomoea tricolor Cav., is native to America and widely cultivated as an ornamental plant. High performance liquid chromatography profiling coupled with off-line electrospray mass spectrometry detection was applied to identify novel acylsugar from the CHCl3-soluble resin glycoside from seeds. Dereplication of known tricolorins A-J included the recording of mass values for ions [M + Na]+ and [M – H]−, in addition to comparison of retention times. Recycling HPLC was used for the purification of novel tricolorins K-M. NMR analysis revealed acylation at the C-2 and C-4 positions on the third pyranose unit of the tetrasaccharides by short chain aliphatic acyl groups. Acylsugar diversity results from variations in the esterification of sugar cores. Tricolorin A at a concentration of 25 μg/ml exerted a strong potentiation of vinblastine susceptibility in multidrug-resistant human breast carcinoma cells with a reversal factor of 2164-fold. |
| Databáze: | OpenAIRE |
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