1. Anti-diabetic potential of Masclura tricuspidata leaves: Prenylated isoflavonoids with α-glucosidase inhibitory and anti-glycation activity.
- Author
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Jo YH, Lee S, Yeon SW, Turk A, Lee JH, Hong SM, Han YK, Lee KY, Hwang BY, Kim SY, and Lee MK
- Subjects
- Dose-Response Relationship, Drug, Flavonoids chemistry, Flavonoids isolation & purification, Glycation End Products, Advanced metabolism, Glycoside Hydrolase Inhibitors chemistry, Glycoside Hydrolase Inhibitors isolation & purification, Glycosylation drug effects, Hypoglycemic Agents chemistry, Hypoglycemic Agents isolation & purification, Molecular Docking Simulation, Molecular Structure, Plant Leaves chemistry, Saccharomyces cerevisiae enzymology, Structure-Activity Relationship, Flavonoids pharmacology, Glycation End Products, Advanced antagonists & inhibitors, Glycoside Hydrolase Inhibitors pharmacology, Hypoglycemic Agents pharmacology, Moraceae chemistry, alpha-Glucosidases metabolism
- Abstract
Investigation of chemical constituents of Masclura tricuspidata leaves resulted in the isolation of 47 isoflavonoids possessing prenyl groups with different numbers and structures. Among them, sixteen compounds named cudracusisoflavones A-P (1-16) were first isolated from nature. The isoflavonoids isolated from M. tricuspidata leaves showed anti-diabetic effects as measured by inhibition on α-glucosidase activity and advanced glycation end-products (AGEs) formations. Especially, cudracusisoflavone L (12), a new compound, together with gancaonin M (27), erysenegalensein E (41) and millewanin G (44) showed strong α-glucosidase inhibition with IC
50 values <10.0 μM. In addition, cudracusisoflavones A (1), D (4), M (13) and N (14), together with known prenylated isoflavonoids efficiently inhibited methylglyoxal (MGO)- or glyoxal (GO)-induced AGE formations. Structure activity relationship together with molecular docking analysis suggested the importance of hydroxy group and linear type of prenyl moiety for α-glucosidase inhibition. Conclusively, diverse prenylated isoflavonoids in M. tricuspidata leaves might ameliorate glycotoxicity-induced metabolic diseases., (Copyright © 2021. Published by Elsevier Inc.)- Published
- 2021
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