Abstract
A set of novel isoflavone derivatives from chickpea were synthesized. The structures of derivatives were identified by proton nuclear magnetic resonance (1H-NMR), carbon-13 (13C)-NMR and mass spectrometry (MS) spectral analyses. Their anti-diabetic activities were evaluated using an insulin-resistant (IR) HepG2 cell model. Additionally, the structure-activity relationships of these derivatives were briefly discussed. Compounds 1c, 2h, 3b, and 5 and genistein exhibited significant glucose consumption-enhancing effects in IR-HepG2 cells. In addition, the combinations of genistein, 2h, and 3b (combination 6) and of 3b, genistein, and 1c (combination 10) exhibited better anti-diabetic activity than the individual compounds. At the same dosage, there was no difference in effect between the combination 10 and the positive control (p > 0.05). Aditionally, we found the differences between the combination 10 and combination 6 for the protective effect of HUVEC (human umbilical vein endothelial cells) under high glucose concentration. The protective effects of combination 10 was stronger than combination 6, which suggested that combination 10 may have a better hypoglycemic activity in future studies. This study provides useful clues for the further design and discovery of anti-diabetic agents.
Highlights
With further research into the mechanisms of various diseases, it is understood that no “MagicBullets” exist for curing most diseases
Based on structural modifications of genistein, biochanin A, and formononetin derived from chickpea and combinations of parent compounds and their derivatives, we studied the hypoglycemic activity of both individual compounds and combinations of compounds
Combination 10 could significantly reduce the amount of MDA and LDH leakage of HUVEC injured by high glucose, and it increased the NO content and SOD activity
Summary
With further research into the mechanisms of various diseases, it is understood that no “Magic. Regarding isoflavonoids extracted and isolated from chickpea and based on the multiple target effect model of traditional Chinese medicine, studies on the hypoglycemic activity of combinations of parent compounds and their derivatives are lacking. Such studies are required to develop and utilize active compounds in chickpea. Based on structural modifications of genistein, biochanin A, and formononetin derived from chickpea and combinations of parent compounds and their derivatives, we studied the hypoglycemic activity of both individual.
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