fraxin and esculetin

Fraxini Cortex (also known as Qinpi, QP) has been used for the treatment of hyperuricemia with a significant difference on efficacy of QP from different regions. However, it`s still unknown whether proportion of components is the key and why same kind of herbs have different therapeutic effects. In this study, different sources of QP were collected from Shaanxi Qinpi extracts (SQPE), Henan Qinpi extracts (HQPE), Hebei Qinpi extracts (GQPE) provinces in China. Rat model of hyperuricemia with hypoxanthine combined with potassium oxonate were established to determine the levels of blood urea nitrogen (BUN), serum uric acid (SUA), urine uric acid (UUA) and creatinine (Cr). Hematoxylin-eosin staining (H&E) and Periodic Acid-Schiff staining (PAS) were performed for renal pathology while Western blot analysis and real-time PCR analysis for proteins and mRNA expression levels. High-performance liquid chromatograph (HPLC) was used for components and composition analysis. Our results demonstrated that QPE from different regions could alleviate hyperuricemia via increasing significantly the SCr and BUN levels whereas decreasing markedly UCr, SUA and UUA levels. Additionally, QPE could also improve the pathological changes of the kidneys. The protein and mRNA levels of urate reabsorption transporter 1 (URAT1) and glucose transporter 9 (GLUT9) were down-regulated by QPE treatment. SQPE hold a better activity on improving hyperuricemia and regulating URAT1 and GLUT9. HPLC analysis showed that the proportion of four components aesculin, aesculetin, fraxin, fraxetin were 9.002: 0.350: 8.980: 0.154 (SQPE); 0.526: 0.164: 7.938: 0.102 (HQPE); 12.022: 1.65: 0.878: 1.064 (GQPE). These data indicate that this proportion of effective components may be an important factor for efficacy of QP and had implications for the treatment of hyperuricemia.

Topics: Aesculus; Animals; Anion Transport Proteins; Biomarkers; Blood Urea Nitrogen; Coumarins; Creatinine; Disease Models, Animal; Dose-Response Relationship, Drug; Down-Regulation; Drugs, Chinese Herbal; Esculin; Gout Suppressants; Hyperuricemia; Kidney; Male; Monosaccharide Transport Proteins; Rats, Sprague-Dawley; Recovery of Function; Umbelliferones; Uric Acid

In this paper, a chromatographic method for isolation and purification of coumarin compounds from Cortex fraxinus was established by using Superose 12 as the separation media for the first time. The conditions for separation were optimized. Four kinds of coumarin compounds including aesuletin, aesculin, fraxetin and fraxin were obtained. The purity of these compounds were 98.5, 99.1, 97.9 and 97.3%, respectively, which were determined by HPLC area normalization method. The chemical structures of the separated compounds were identified according to (1)H and (13)C nuclear magnetic resonance data. The retention behavior of the separated coumarin compounds on Superose 12 was also discussed. The retention is based on a mixture of hydrogen bonding and hydrophobic interactions between the coumarin compounds and the residues of the cross-linking reagents used in the manufacturing process of Superose 12. The results of this paper indicate that Superose 12 is not only suitable for size-exclusion chromatography of proteins and other biological macromolecules but also for low-molecular-weight natural products.

Topics: Aesculus; Chromatography, Gel; Chromatography, High Pressure Liquid; Coumarins; Drugs, Chinese Herbal; Esculin; Hydrogen Bonding; Hydrophobic and Hydrophilic Interactions; Magnetic Resonance Spectroscopy; Molecular Structure; Sepharose; Umbelliferones

To investigate the chemical constituents from the branch of Fraxinus sieboldiana, and evaluate their antioxidative activity.. The chemical constituents were isolated and purified by chromatographic techniques over silica gel, macroporous adsorbent resin, Sephadex LH-20, and preparative HPLC. Structures of the compounds were identified by spectroscopic methods. The antioxidant activity was evaluated by Fe(+2)-cystine induced rat liver microsomal lipid peroxidation.. Eight coumarins were obtained and their structures were elucidated as esculin (1) , esculetin (2), fraxin (3), fraxetin (4), 6, 7-di-O-beta-D-glucopyranosylesculetin (5), scopoletin (6), cleomiscosin D (7) and cleomiscosin B (8). At a concentration of 10(-6) mol x L(-1), compound 4 showed antioxidative activity inhibiting Fe(+2)-cystine induced rat liver microsomal lipid peroxidation with inhibitory rate of 60%.. Compounds 5, 7 and 8 were obtained from the genus Fraxinus for the first time. Compound 4 showed remarkable antioxidative activity, which was higher than that of VE (35%).

Topics: Animals; Antioxidants; Coumarins; Fraxinus; Lipid Peroxidation; Magnetic Resonance Spectroscopy; Microsomes, Liver; Rats; Scopoletin; Spectrometry, Mass, Electrospray Ionization; Umbelliferones

To investigate the chemical constituents of Fraxinus paxiana.. The chemical constituents were isolated and purified by chromatographic techniques and the structures of the compounds were identified with or by spectroscopic methods.. Fifteen compounds were obtained from the methanol extract of F. paxiana and their structures were elucidated as esculin (1), esculetin (2), fraxin (3), fraxetin (4), salidroside (5), osmanthuside H (6), liriodendrin (7), 3-(4-beta-D-glucopyranosyloxy-3-methoxy)-phenyl-2E-propenol (8), threo-syringylglycerol (9), euscaphic acid (10), 3-hydroxy-1-(4-hydroxy-3, 5-dimethoxyphenyl)-1-propanone (11), omega-hydroxypropioguaiacone (12), sinapyladehyde (13), betulinic acid (14) and mannitol (15).. All compounds were obtained from this plant for the first time.

Topics: Coumarins; Esculin; Fraxinus; Furans; Glucosides; Glycosides; Mannitol; Methanol; Phenols; Plant Bark; Triterpenes; Umbelliferones

A non-aqueous capillary electrophoresis method has been developed for the separation and simultaneous determination of fraxin, esculin and esculetin in Cortex fraxini and its preparation for the first time. Optimum separation of the analytes was obtained on a 47 cm x 75 microm i.d. fused-silica capillary using a non-aqueous buffer system of 60 mM sodium cholate, 20 mM ammonium acetate, 20% acetonitrile and 3% acetic acid at 20 kV and 292 K, respectively. The relative standard deviations (RSDs) of the migration times and the peak heights of the three analytes were in the range of 0.23-0.28 and 2.12-2.60%, respectively. Detection limits of fraxin, esculin and esculetin were 0.1557, 0.4073 and 0.5382 microg/mL, respectively. In the tested concentration range, good linear relationships (correlation coefficients 0.9995 for fraxin, 0.9999 for esculin and 0.9992 for esculetin) between peak heights and concentrations of the analytes were observed. This method has been successfully applied to simultaneous determination of the three bioactive components with the recoveries from 90.2 to 109.2% in the five samples.

Topics: Acetates; Acetic Acid; Acetonitriles; Buffers; Coumarins; Drugs, Chinese Herbal; Electrophoresis, Capillary; Esculin; Reproducibility of Results; Sodium Cholate; Solvents; Temperature; Umbelliferones

By means of HIV gp41 binding affinity directed chromatographic fractionation, three phenylethanoid glycosides; calceolarioside A ( 1), calceolarioside B ( 2) and acteoside ( 3), along with four hydroxycoumarins; esculin ( 4), fraxin ( 5), fraxetin ( 6) and esculetin ( 7), and one lignan, (-)-olivil ( 8) were isolated from the n-butyl alcohol fraction of Fraxinus sieboldiana var. angustata. Among the isolated compounds, calceolarioside B ( 2) and esculetin ( 7) showed moderate binding affinity on HIV gp41 with IC 50 values of 0.1 mg/ml and 0.5 mg/ml, respectively. Calceolarioside A ( 1), calceolarioside B ( 2), acteoside ( 3), and (-)-olivil ( 8) were isolated for the first time from this plant.

Topics: Binding, Competitive; Caffeic Acids; Coumarins; Esculin; Fraxinus; Glucosides; Glycosides; HIV Envelope Protein gp41; HIV-1; Humans; Phenols; Phytotherapy; Plant Bark; Plant Extracts; Umbelliferones