Effect and Mechanism of Elaeagnus angustifolia Flower and Its Major Flavonoid Tiliroside on Inhibiting Non-enzymatic Glycosylation

This study aimed to evaluate the antiglycation ability of Elaeagnus angustifolia flower extract and to elucidate the mechanism with its major compound. The results indicated that E. angustifolia flower extract and its major compound tiliroside (24.2 mg/g of extract) exhibited excellent antiglycation ability with inhibition rates of 92.1 and 78.9% at 37.5 μg/mL, which are much higher than that of aminoguanidine (55.3% at 37.5 μg/mL). The stable tiliroside-ovalbumin (OVA) complexes were formed through a spontaneous exothermic progress in an equimolar manner, and hydrophobic interaction, hydrogen bond, and van der Waals forces were the major driving forces. Tiliroside could significantly ameliorate the conformation changes of OVA induced by the glycation reaction, quench its fluorescence by a static mechanism, and change the microenvironment adjacent to tryptophan and tyrosine. Molecular docking revealed that tiliroside inserted into the OVA hydrophobic pocket resulted in the formation of five hydrogen bonds. Orbitrap tandem mass spectrometry showed that tiliroside significantly suppressed the glycation of OVA, and the number of glycation sites was reduced from 9 to 5 after tiliroside was added. The above results indicated that E. angustifolia flowers and tiliroside have a good antiglycation effect and can be used as food additives to suppress the undesired glycation reaction during food processing.