雅连醋酸乙酯部位化学成分及降糖活性OA

Objective This study aimed to isolate and identify the chemical constituents from the ethyl acetate fraction(EA)of Coptis deltoidea,and preliminarily screen their hypoglycemic activity using in vitro models,so as to provide a basis for the resource utilization of C.deltoidea and the development of new hypoglycemic drugs.Methods Solvent extraction,silica gel column chromatography,and other methods were employed for the separation and purification of chemical constituents.Modern spectroscopic techniques were used to identify the structures of the isolated compounds.The hypoglycemic activity of the monomeric compounds was evaluated through two in vitro models:the protein tyrosine phosphatase 1B(PTP1B)enzyme activity inhibition assay and the high glucose-induced insulin-resistant HepG2 cell model(IR-HepG2).Results A total of 26 compounds were isolated and identified from the ethyl acetate fraction,which are as follows:noroxyhyhydrastinine(1),6,7-methylenedioxy-1(2H)-isoquinolinone(2),thalifoline(3),corydine(4),3,4-dihydro-(4′,5′-dimethoxy-6′-methoxycarbonylbenzoyl)-6,7(methylenedioxy)isoquinoline(5),4′,5′-dimethoxy-3′-methoxycarbonylbenzoyl)-6,7-(methylenedioxy)isoquinoline(6),8-oxyberberine(7),coptisine(8),3-hydroxy-2-methoxy-9,10-methylenedioxy-8-oxoprotoberberine(9),8-oxycoptisine(10),8,13-dioxo-14-hyroxycanadine(11),chilenine(12),tricycoptisine(13),bis[oxyberberine](14),N-trans-feruloyl tyramine(15),(7R,8S)-dihydrodehydrodiconiferyl alcohol 9-O-β-D-glucopyranoside(16),dehydroconiferyl alcohol(17),woorenoside Ⅱ(18),woorenoside Ⅰ(19),pinoresinol(20),(+)-syringaresinol(21),salicifoliol(22),vanillin(23),vanillic acid(24),5α,8α-epidioxy-(22E,24R)-ergosta-6,22-dien-3β-ol(25),5-O-(dimethoxycinnamoyl)quinic acid(26).The results of the activity screening showed that:Compounds 8 and 19 exhibited inhibitory effects on PTP1B enzyme activity,with median inhibition concentrations(IC50)of 104.5 and 143.1 μmol/L,respectively.The IR-HepG2 cell model experiment demonstrated that compounds 1,3,6,11,14,22,and 25 could dose-dependently improve glucose consumption in cells at concentrations ranging from 15 to 120 μmol/L.Conclusion Compounds 5 and 14 were isolated from plants of the Coptis genus for the first time.Except for compound 8,all other compounds were isolated from C.deltoidea for the first time.Two compounds with PTP1B inhibitory activity and seven compounds that could improve glucose consumption in IR-HepG2 cells were screened out,indicating their potential hypoglycemic effects.