Regaloside B

Purification of Phenylpropanoids from the Scaly Bulbs of Lilium Longiflorum by CPC and Determination of Their DPP-IV Inhibitory Potentials.[Pubmed:32149232]

ACS Omega. 2020 Feb 20;5(8):4050-4057.

The scaly bulbs of Lilium longiflorum (Liliaceae) are used as a food ingredient and a traditional medicine in East Asia. A preliminary study revealed that treatment with 100 mug/mL of the ethyl acetate fraction of this plant material inhibited dipeptidyl peptidase IV (DPP-IV) to 58.99%. Phytochemical studies were conducted to identify the active ingredient, and five compounds, namely, 1 (2.9 mg, 75.8% purity at 320 nm), 2 (12.2 mg, 97.9% purity at 320 nm), 3 (3.1 mg, 66.5% purity at 320 nm), 4 (6.8 mg, 96.9% purity at 320 nm), and 5 (6.2 mg, 90.2% purity at 320 nm) were purified from 200 mg of the ethyl acetate fraction of L. longiflorum via centrifugal partition chromatography (CPC) with a two-phase solvent system composed of chloroform/methanol/isopropanol/water (5:2:2:4, v/v/v/v) in an ascending mode. Their structures were identified as 1-O-p-coumaroyl-2-O-beta-glucopyranosylglycerol (regaloside D, 1), 3,6'-O-diferuloylsucrose (2), 1-O-p-coumaroyl-2-O-beta-glucopyranosyl-3-O-acetylglycerol (Regaloside B, 3), 1-O-p-coumaroylglycerol (4), and 4-O-acetyl-3,6'-O-diferuloylsucrose (5), respectively, by (1)H and (13)C NMR and MS analysis. Compounds 2 and 5 exhibited DPP-IV inhibitory activities with IC50 values of 46.19 and 63.26 muM, respectively. Compounds 1, 3, and 4 did not show activities, indicating that biphenylpropanoids linked via the sugar moiety are more effective than phenylpropanoids with glycerol or glyceryl glucoside. This is the first report of simultaneous separation of five phenylpropanoids from L. longiflorum by CPC and evaluation of their DPP-IV inhibitory activities.

[High performance liquid chromatographic fingerprints of Baihe Zhimu Tang and its correlation to single herb].[Pubmed:20352931]

Se Pu. 2009 Nov;27(6):781-6.

The high performance liquid chromatographic (HPLC) fingerprints of Baihe Zhimu Tang were established for evaluating the effective substance basis and compatibility regulation of Baihe Zhimu Tang. An Agela Venusil XBP-C18 column (250 mm x 4.6 mm, 5 microm) was employed, and the gradient elution of acetonitrile and 0. 1% formic acid was used as mobile phase with a flow rate of 1 mL/min, the detection wavelength was set at 315 nm, and the column temperature was set at 25 degrees C. By taking mangiferin as the reference substance, the fingerprints of 10 batches of Baihe Zhimu Tang prepared by Bulbus Lilii and Rhizoma Anemarrhenae from different producing areas were analyzed under the same chromatographic conditions. The results showed that there were 16 common peaks contained in the tested samples. Five constituents were identified as 5-hydroxymethyl-2-furaldehyde (5-HMF), neomangiferin, mangiferin, isomangiferin and Regaloside B by comparing the retention times and ultraviolet spectra of the peaks with those of the reference substances. The HPLC fingerprints of Baihe Zhimu Tang established with the above method show good characteristic and repeatability, and the method is stable and reliable, it can be used for the quality control of Baihe Zhimu Tang. The main chromatographic peaks of the HPLC fingerprints of Baihe Zhimu Tang were identified in the experiment and also 5-HMF was identified as the main constituent which changed significantly in decocting process.