3--methoxypuerarin and puerarin

Two new isoflavone glucosides, 3'-methoxyneopuerarin A (

Topics: Drug Evaluation, Preclinical; Glucosides; Hep G2 Cells; Humans; Isoflavones; Liver; Magnetic Resonance Spectroscopy; Molecular Structure; Plant Extracts; Plant Roots; Protective Agents; Pueraria; Spectrometry, Mass, Electrospray Ionization

A high-performance liquid chromatographic method was developed for the simultaneous determination and pharmacokinetic studies of safflor yellow A, puerarin, 3'-methoxyl-puerarin, and puerarinapioside in the plasma and tissues of rats that had been administered with the traditional Chinese medicine (TCM) preparation Naodesheng via the caudal vein. Samples taken from rats were subjected to protein precipitation with acetone. Separation of these four compounds was accomplished on a Kromisil C18 stationary phase using a mobile phase of acetonitrile-0.1% phosphoric acid-tetrahydrofuran (8:92:2, v/v/v) at a flow-rate of 1.0 mL/min. The detection wavelength was set at 250 nm. The calibration curves of the four components were linear in the given concentration ranges. The intra- and inter-day precisions in plasma and tissues were less than 15% and the extraction recoveries were higher than 60%. The lower limits of quantitation of four components were low enough to determine the four components. These four components all exhibited kinetics that fitted a two-compartment model in rats. The elimination half-life was 1.19 h for safflor yellow A, 2.69 h for puerarin, 2.94 h for 3'-methoxyl-puerarin, and 0.87 h for puerarinapioside, respectively. Following administration of a single injection of Naodesheng, the concentration (C) of the four components in the tissues showed C(kidney) > C(lung), C(liver) > C(spleen), C(stomach), C(heart), approximately. The method is a reliable tool for performing studies of safflor yellow A and three puerarin isoflavones in different biological material.

Topics: Animals; Calibration; Carthamus tinctorius; Chalcone; Chromatography, High Pressure Liquid; Drugs, Chinese Herbal; Gastric Mucosa; Half-Life; Injections, Intravenous; Isoflavones; Kidney; Liver; Lung; Medicine, Chinese Traditional; Molecular Structure; Myocardium; Rats; Rats, Wistar; Reproducibility of Results; Sensitivity and Specificity; Spectrophotometry, Ultraviolet; Spleen; Tissue Distribution

Two isoflavone C-glucosides, puerarin (1) and PG-3 (2), a but-2-enolide, (+/-)-puerol B (3), two isoflavone O-glucosides, daidzin (4) and genistin (5), and three pterocarpans, (-)-medicarpin (6), (-)-glycinol (7) and (-)-tuberosin (8), were isolated from a MeOH extract of the roots of Pueraria lobata, using an in vitro bioassay based on the inhibition of the formation of advanced glycation end products (AGEs) to monitor chromatographic fractionation. The structures of 1-8 were determined by spectroscopic data interpretation, particularly by 1D- and 2D-NMR studies, and by comparison of these data with values in the literature. All of the isolates (1-8) were evaluated for their inhibitory activity on AGEs formation in vitro. Of these, puerarin (1), PG-3 (2), and (+/-)-puerol B (3) exhibited more potent inhibitory activity than the positive control aminoguanidine.

Topics: 4-Butyrolactone; Dose-Response Relationship, Drug; Glucosides; Glycation End Products, Advanced; Isoflavones; Molecular Structure; Phenols; Plant Extracts; Plant Roots; Pueraria; Spectrum Analysis

Isoflavonoids in Pueraria lobata extract and its preparations were separated and identified by reversed-phase capillary liquid chromatography (RP-CapLC) coupled with photodiode array (PDA) detector and negative electrospray ionization quadrupole time of flight (Q-TOF) mass spectrometry. The separation was performed on a 150 mm x 0. 32 mm i. d. , 5 microm C18 capillary column, using mobile phase of 0.1% aqueous trifluoroacetic acid solution and acetonitrile containing 0.1% trifluoroacetic acid under gradient elution. The product ion spectra of the deprotonated ions allowed for the identification of puerarin, daidzin and daidzein in the sample. Puerarin was found to be the most abundant component in the extract (about 13%, mass fraction) and its preparations (19.28 - 24.34 mg per tablet). The structures of trace amount of unknown isoflavonoids were deduced based on the spectra of known compounds. They were proposed to be 3'-methoxypuerarin and 3'-methoxydaidzin.

Topics: Chromatography, High Pressure Liquid; Drugs, Chinese Herbal; Isoflavones; Molecular Structure; Pueraria; Spectrometry, Mass, Electrospray Ionization