Title
Identification, characterization, kinetics, and molecular docking of flavonoid constituents from Archidendron clypearia (Jack.) Nielsen leaves and twigs
Author
Nguyen Phuong Thao, Bui Thi Thuy Luyen, Jang Hoon Kim, Ah Reum Jo, Nguyen Tien Dat, Phan Van Kiem, Chau Van Minh, Young Ho Kim
Year
2016
Journal
Bioorganic and Medicinal Chemistry
Abstract
In our search for natural soluble epoxide hydrolase (sEH) inhibitors from plants, we found that the methanolic extract of the leaves and twigs of Archidendron clypearia (Jack.) Nielsen (Fabaceae) significantly inhibits sEH in vitro. In a phytochemical investigation of the water layer of A. clypearia, we isolated two new chalcones, clypesides A-B (1–2), 13 flavonoid derivatives (3–15) and established their structures based on an extensive 1D and 2D NMR, CD data, and MS analysis. All of the flavonoid derivatives inhibited sEH enzymatic activity in a dose-dependent manner, with IC50 values ranging from 10.0 ± 0.4 to 30.1 ± 2.1 μM. A kinetic analysis of compounds 4, 8–10, 12, 13, and 15 revealed that the compounds 8–10 were non-competitive, 4, 13, and 15 were mixed-type, and 12 was competitive inhibitors. Additionally, molecular docking increased our understanding of their receptor-ligand binding. These results demonstrated that flavonoid derivatives fromA. clypearia are potential sEH inhibitors.
Instrument
J-720
Keywords
Circular dichroism, Absolute configuration, Pharmaceutical, Biochemistry, Agricultural and environmental