Neosophoflavonoids A–C, A class of highly oxidized hybrid flavonoids from Sophora flavescens with antidiabetic effects  

作　　者：Xu Zhang Jiang Li Kai-Zhou Lu Ya-Nan Yang Jian-Shuang Jiang Xiang Yuan Zi-Ming Feng Fei Ye Pei-Cheng Zhang 

机构地区：[1]State Key Laboratory of Bioactive Substance and Function of Natural Medicines,Institute of Materia Medica,Chinese Academy of Medical Sciences and PekingUnionMedical College,Beijing100050,China

出　　处：《Chinese Chemical Letters》2024年第10期295-298,共4页中国化学快报（英文版）

基　　金：supported by the National Natural Science Foundation of China(No.81973194);Biomedical High Performance Computing Platform,Chinese Academy of Medical Sciences。

摘　　要：Three highly oxidized hybrid flavonoids neosophoflavonoids A–C(1,2a,and 2b)were isolated from the roots of Sophora flavescens.Neosophoflavonoid A possesses a unique highly oxidized heptacyclic6/6/6/6/6/6/5 system.Neosophoflavonoids B and C are isomers and share the same highly oxidized hexacyclic 6/6/6/6/6/6 systems.Their planar structures were elucidated from 1D/2D nuclear magnetic resonance(NMR),ultraviolet spectroscopy(UV),infrared spectroscopy(IR),and high resolution electrospray ionization mass spectroscopy(HRESIMS)data.Their absolute configurations were determined by thorough GIAO13C NMR(DP4+)calculation protocol and electronic circular dichroism(ECD)calculation method.The plausible biosynthetic routes for the compounds were also proposed.All compounds exhibited significant protein tyrosine phosphatase-1B(PTP1B)inhibitory activity with half maximal inhibitory concentration(IC_(5)0)values 3.94±0.01,0.38±0.13,and 0.70±0.01μmol/L,respectively.In addition,compared to a positive control fenofibrate(Feno)at 20μmol/L,compounds 2a and 2b exhibited stronger inhibitory effects on lipid accumulation in the oleic acid(OA)-induced cell model at 5 and 10μmol/L.

关 键 词：Sophora flavescens Highly oxidized hybrid flavonoids Neosophoflavonoids A-C PTP1B inhibition Lipid accumulation inhibition 

分 类 号：R284.2[医药卫生—中药学] TQ28[医药卫生—中医学]