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Comprehensive profiling of α-glucosidase inhibitors from the leaves of Rubus suavissimus using an off-line hyphenation of HSCCC,ultrafiltration HPLC-UV-MS and prep-HPLC
Affiliation:1. CQM - Centro de Química da Madeira, Universidade da Madeira, Campus da Penteada, Funchal 9020-105, Portugal;2. Department of Physical and Analytical Chemistry, Faculty of Experimental Sciences, University of Jaén, Campus Las Lagunillas, Jaén E-23071, Spain
Abstract:The leaves of Rubus suavissimus (also called “Chinese sweet tea”) is used not only as a beverage tea and food additive but also as a folk herbal medicine for the treatment of diabetes mellitus. To systematically investigate its material foundation of efficacy for treating diabetes, herein, a hyphenated strategy by off-line coupling high-speed countercurrent chromatography, ultrafiltration HPLC-UV-MS and prep-HPLC was developed. And thus, α-glucosidase inhibitors from Rubus suavissimus leaves was comprehensively profiled, purified and characterized. As a result, twenty-six compounds were identified as potential α-glucosidase inhibitors and favorably isolated by prep-HPLC. Their structures were identi?ed via UV, MS, and 1H-NMR. Notably, fourteen compounds, including protocatechuic acid (1), myketin (3), epicatechin (4), vanillic acid (6), apigenin (11), catechin (12), ferulic acid (15), luteolin (16), 3, 3′-di-O-methylellagic acid (17), chlorogenic acid (19), 3, 3′-di-O-methylellagic acid-4′-O-β-D-glucoside (20), cinnamic acid (21), syringate (24) and ethylbrevifolin-carboxylate (25), were reported in leaves of Rubus suavissimus for the first time. In addition, α-glucosidase inhibitory activities of compounds 1–26 were evaluated, and eighteen compounds exhibited stronger α-glucosidase inhibitory activities than acarbose (IC50 value at 214.24 ± 3.48 μg/mL, positive control). The results indicated that the proposed method is a highly efficient strategy for comprehensive profiling and purification of bioactive target compounds, including both major and minor components, from natural products.
Keywords:α-glucosidase inhibitors  Ultra?ltration  HPLC-UV-MS  High-Speed counter-current chromatography  prep-HPLC  prep-HPLC"}  {"#name":"keyword"  "$":{"id":"kw0040"}  "$$":[{"#name":"text"  "_":"preparative HPLC  HSCCC"}  {"#name":"keyword"  "$":{"id":"kw0050"}  "$$":[{"#name":"text"  "_":"high-speed counter-current chromatography  DM"}  {"#name":"keyword"  "$":{"id":"kw0060"}  "$$":[{"#name":"text"  "_":"diabetes mellitus  2D"}  {"#name":"keyword"  "$":{"id":"kw0070"}  "$$":[{"#name":"text"  "_":"two dimensional  RPLC"}  {"#name":"keyword"  "$":{"id":"kw0080"}  "$$":[{"#name":"text"  "_":"reverse phase liquid chromatography  pNPG"}  {"#name":"keyword"  "$":{"id":"kw0090"}  "$$":[{"#name":"text"  "$$":[{"#name":"italic"  "_":"p"}  {"#name":"__text__"  "_":"-Nitrophenyl-"}  {"#name":"italic"  "_":"α"}  {"#name":"__text__"  "_":"-D-glucopyranoside  the first dimensional  CDL"}  {"#name":"keyword"  "$":{"id":"kw0110"}  "$$":[{"#name":"text"  "_":"curved desolvation line  CID"}  {"#name":"keyword"  "$":{"id":"kw0120"}  "$$":[{"#name":"text"  "_":"collision-induced dissociation  NMR"}  {"#name":"keyword"  "$":{"id":"kw0130"}  "$$":[{"#name":"text"  "_":"nuclear magnetic resonance  TMS"}  {"#name":"keyword"  "$":{"id":"kw0140"}  "$$":[{"#name":"text"  "_":"tetramethylsilane  UF"}  {"#name":"keyword"  "$":{"id":"kw0150"}  "$$":[{"#name":"text"  "_":"ultrafiltration
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