Constituents with potent α-glucosidase inhibitory activity from Pueraria lobata (Willd.) ohwi. Issue 9 (1st May 2017)

• Record Type: Journal Article
• Authors: Wang, Xiao-Ling; Jiao, Fu-Rong; Yu, Meng; Lin, Li-Bin; Xiao, Jian; Zhang, Qiang; Wang, Le; Duan, Dong-Zhu; Xie, Gang
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 27:Issue 9(2017)
• Page Start: 1993
• Page End: 1998
• Publication Date: 2017-05-01
• Subjects: Flavones -- Isoflavones -- Chromone -- Pueraria lobata (Willd.) ohwi. -- α-Glucosidase inhibitor; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2017.03.013
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Abstract: One new flavone hydrate named lobatflavate (1 ), one new chromone named lobatchrosin (2 ), and one new isoflavone named 3 S, 4 R -tuberosin (3 ), along with four known isoflavone analogues (4 –7 ), were isolated from the traditional Chinese medicinal plant of Pueraria lobata (Willd.) ohwi. Their structures were elucidated by extensive spectroscopic methods of IR, UV, HR-ESI-MS, 1D and 2D NMR. The absolute configuration of3 was determined by CD spectrum associated with TD-DFT calculation analysis. All compounds except for2 were assayed the inhibitory activity against α-glucosidase. Every tested compound was proved to be more active than positive control of acarbose. Of which1 and4 showed significant activity with IC50 value of 1.79 μM and 23.01 μM (IC50 of acarbose was 1998.79 μM). Enzyme kinetic experiments revealed that1 was irreversible whereas4 was reversible and non-competitive α-glucosidase inhibitors. Moreover, structure-activity relationship was discussed and the docking studies of1, 3 and4 were also carried out.