Protective effects of hesperidin derivatives and their stereoisomers against advanced glycation end-products formation

摘要

Context: Maillard reaction is implicated in the development of pathophysiology in age-related diseases. The search for newer Maillard reaction inhibitors is a priority among strategies to combat diabetes complications. Objective: To evaluate the inhibitory potential of hesperidin, its derivatives and their stereoisomers against advanced glycation end-products (AGEs) formation. Materials and methods: Hesperidin and hesperetin were chirally separated and the inhibitory effects of 1:1 mixture of (2S)- and (2R)-hesperidin ( 1 ), (2S)-hesperidin ( 2 ), (2R)-hesperidin ( 3 ), 1:1 mixture of (S)- and (R)-hesperetin ( 4 ), (S)-hesperetin ( 5 ), (R)-hesperetin ( 6 ), and monoglucosyl hesperidin ( 7 ) [1:1 mixture of (2S)-glucosyl hesperidin ( 8 ) and (2R)-glucosyl hesperidin ( 9 )] at a concentration of 1 mM on protein glycation reaction have been revealed using the newly constructed RNase A-methylglyoxal (MGO) assay for the early stage and the bovine serum albumin (BSA)-glucose assay for the late stage of Maillard reaction. Results: This study has demonstrated that hesperidin and its derivatives possessed relatively strong activity against the formation of AGEs. (S)-Hesperetin ( 5 ) possessed the highest inhibitory rate up to 57.4% in BSA-glucose assay, 38.2% in RNase A-MGO assay. Discussion and conclusion: The new RNase A-MGO assay system could be used for the screening of AGEs inhibitors and hesperidin, and its derivatives could be promising candidate adjuvants for the treatment of diabetes complication, and age-related chronic diseases.