Acylsugar diversity in the resin glycosides from Ipomoea tricolor seeds as chemosensitizers in breast cancer cells.

HPLC-off-line-ESIMS was applied to dereplicate acylsugars. Dereplication included the recording of [M+Na]⁺ and [M – H]– ions. Recycling HPLC was used for the purification of tricolorins K-M. Acylsugar diversity results from variations in the esterification of sugar cores. Tricolorin A exerted a potentiation of vinblastine susceptibility in MCF-7 cells. 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 CHCl 3 -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 μ g/ml exerted a strong potentiation of vinblastine susceptibility in multidrug-resistant human breast carcinoma cells with a reversal factor of 2164-fold. [ABSTRACT FROM AUTHOR]