Phenolic constituents of Sanguisorba officinalis and their Nrf2 agonistic effect / 药学学报

Thirty-one phenolic constituents were isolated and purified from the 95% ethanol extract of Sanguisorbae Radix by using various chromatographic techniques, including macroporous resin, silica gel, ODS, Sephadex LH-20 and semi-preparative HPLC. Their structures were elucidated by physicochemical properties, spectroscopic data (MS and NMR) and electronic circular dichroism (ECD) spectra, and identified as 3-methoxyl-2S,3S-epoxyflavanone (1a), 3-methoxyl-2R,3R-epoxyflavanone (1b), longifoin B (2), longifoin C (3), eriodictyol (4), naringenin (5), liquiritigenin (6), 5,3ʹ-dihydroxy-7,4ʹ-dimethoxyflavanone (7), naringenin-7-O-β-D-glucopyranoside (8), dihydroquercetin (9), dihydrokaempferol (10), (-)-garbanzol (11), (2R,3R)-4-methoxyl-distylin (12), kaempferol (13), quercetin (14), α,4,2′,4′-tetrahydroxydihydrochalcone (15), phloretin (16), (+)-catechin (17), ethyl (+)-cyanidan-3-ol-8-carboxylate (18), phyllocoumarin (19), methyl 3-methoxy-4,5-dihydroxybenzoate (20), 4,5-dimethoxy-3-hydroxybenzoic acid methyl ester (21), 3,4′-di-O-methylellagic acid (22), 3,4,3′-O-trimethylellagic acid (23), 3,3ʹ,4ʹ-O-trimethylellagic acid-4-O-β-D-xyloside (24), (3R)-thunberginol C (25), resveratrol (26), 1-hydroxypinoresinol (27), (7S,8S)-3-methoxy-3′,7-epoxy-8,4′-oxyneoligna-4,9,9′-triol (28), emodin-8-O-β-D-glucoside (29), phloracetophenone (30) and 4-(4′-hydroxyphenyl)-butan-2-one (31). Among them, compound 1a and 1b is a pair of new flavonoid enantiomers, compounds 2 and 3 are a pair of new epimers, while compounds 4, 5, 6, 9, 10, 13, 16 and 26 were obtained from S. officinalis for the first time, compounds 7, 8, 27, 30 and 31 were isolated for the first time from the S. officinalis genus, and compounds 11, 12, 15, 18, 19, 25, 28 and 29 were isolated for the first time from the Rosaceae. The antioxidant activities of compounds 1-24 were evaluated by activating the Nrf2 transcriptional pathway, which were measured by the dual-luciferase reporter gene assay in 293T cells. Compounds 4, 6-10, 12, 14, 17, 19, 20 and 22-24 showed significant Nrf2 agonistic effect compared with the control group at 25 μmol·L-1, which provided reference for the research of their antioxidant activity.

Phenolic constituents from Wikstroemia chamaedaphne / 中国中药杂志

The phenolic constituents of Wikstroemia chamaedaphne were investigated by various column chromatographic methods including silica gel,Sephadex LH-20,ODS and preparative HPLC,and their chemical structures were identified by physico-chemical properties and spectral analyses. Thirteen phenolic compounds were isolated and elucidated,including five flavonoids: luteolin 7-O-β-D-glucopyranoside(1),luteolin 4'-O-β-D-glucopyranoside(2),kaempferol 3-O-β-D-glucopyranoside(3),chrysoeriol 4'-O-β-D-glucopyranoside(4),chrysoeriol(5); and eight lignans:(-)-secoisolariciresinol(6),acanthosessilin A(7),(-)-nortrachelogenin(8),(+)-isolariciresinol(9),sesamin(10),syringaresinol(11),(+)-epipinoresinol(12),and [3,3',4,4'-tetrahydro-6,6'-dimethoxy-3,3'-bi-2 H-benzopyran]-4,4'-diol(13). Compounds 1, 3, 5-8, 10, 11 and 13 were obtained from the plants of W. chamaedaphne for the first time,and compounds 1,5,7,10 and 13 were obtained from the Wikstroemia genus for the first time.

Effect of fertilization combinations of nitrogen, phosphorus, and potassium on four phenolic compounds of cultivated Rhodiola crenulata / 中国中药杂志

This study is aimed to explore the effect of nitrogen, phosphorus and potassium combined application on the active components of Rhodiola crenulata. R. crenulata was used as the research object, "3414" fertilization experiment were conducted with regular fertilization of NPK(N 60 kg·hm⁻², P₂O₅ 100 kg·hm⁻²,KCl 160 kg·hm⁻²) to study the effect of different rates of NPK fertilization on the total amount of 4 phenolic constituents of gallic acid, salidroside, tyrol and ethyl gallate through field test. The results show that the content of salidroside was higher in the treatment of N₁P₂K₁ and N₁P₂K₂, andthe total amount of four phenols was higher in the treatment of N₁P₂K₂ and N₂P₂K₂. The suitable level of nitrogen, phosphorus and potassium promoted the accumulation of the 4 kinds of phenols.The amount of fertilizer recommended by the three factor fertilizer effect equation,(N 0 kg·hm⁻²,P₂O₅ 150 kg·hm⁻²,KCl 31.71 kg·hm⁻²) obtained the highest content of salidroside, and it was 1.54%.（N 35.54 kg·hm⁻²,P₂O₅ 150 kg·hm⁻²,KCl 237.73 kg·hm⁻²）obtained the highest content of 4 kinds of phenolic compounds, and it was 1.93%. This study provides a reference for the standardization of artificial planting of endangered Tibetan medicine.

Phenolic constituents from fruit of Gardenia jasminosides var. radicans / 中草药

Objective To investigate the phenolic constituents in the fruit of Gardenia jasminosides var. radicans. Methods The phenolic constituents were isolated and identified by chromatography on silica gel, Toyopearl HW-40, Sephadex LH-20, MCI gel CHP-20, ODS, and RP-HPLC. Their structures were elucidated on the basis of physicochemical properties and spectral analyses. Results Seventeen compounds were isolated from 50% aqueous acetone extract from the fruit of Gardenia jasminosides var. radicans and identified as 3,3',5-trimethoxy-9,9'-epoxylignane-4,4'-diol (1), 3,4-divanillyltetrahydrofuran (2), marphenol C (3), sinapaldehyde (4), hydroxycinnamic acid (5), isoferulic acid (6), caffeic acid (7), isofraxidin (8), isoscopoletin (9), 6-methoxy-7-hydroxycoumarin (10), 6,7-dihydroxycoumarin (11), syringic acid (12), 3-hydroxy-4-methoxybenzoic acid (13), 3,4-dihydroxybenzoic acid (14), p-hydroxybenzoate (15), 4,5-dihydroxy-3-methoxy-benzoic acid (16), and gallic acid (17). Conclusion All 17 compounds are isolated from this plant for the first time.

Protective and therapeutic activities of Mayodendron igneum Kurz against paracetamol induced liver toxicity in rats and its bioactive constituents.

The total ethanol extract of Mayodendron igneum leaves and its successive extracts ( pet. Ether, chloroform and ethyl acetate combined with ethanol )were examined for their protective and therapeutic effects against paracetamol induced liver damage in rats. The evaluation was done through measuring the liver function enzymes; aspartate and alanine aminotransferases (AST and ALT) as well as cholestatic marker; alkaline phosphatase ( ALP). Liver histopathological analysis were also evaluated. Treatment with the selected extacts significantly decreased AST, ALT and ALP.The biochemical results were in accordance with histopatholical results. From the successive ethyl acetate extact, three flavonoids were isolated, purified and identified as 6- methoxyapigenin; fisetin-3-O-β-glucopyranoside and 3-methoxyquercetin-7-O-β-glucopyranoside(6→8”)3”- methoxykaempferol-7”-O-β-glucopyranoside. Five phytoconstituents were isolated from successive ethanol extract and were identified as 4-methoxybenzoic acid; 6,7-dihydroxycoumarin; apigenin-7-O-β- neohesperidoside; 6 –methoxyluteolin-7-O-β-neohesperidoside and luteolin-7-O-β-neohesperidoside. Mayodendron leaves extracts resulted in an attractive candidate for the protection and the treatment of liver damage induced by paracetamol.The flavonoids and coumarin present in the plant may be responsible for the pharmacological activity.

Phenolic constituents from twigs of Acer rubrum and their anti-oxidation and anti-α-glucosidase activities / 中草药

Objective: To isolate and identify the phenolic constituents with anti-oxidant and anti-α-glucosidase activities from the methanol extract in the twigs of Acer rubrum. Methods: The twigs of A. rubrum were extracted by methanol then partitioned by system solvents with different polarity. The ethyl acetate extract was separated on silica gel, Sephadex LH-20, ODS columns, and by semi-preparative HPLC. The isolated compounds were identified by physicochemical properties and spectral analyses. The DPPH free radical scavenging and anti-α-glucosidase activities of the compounds were also evaluated. Results: Ten phenolic compounds were isolated and purified from the twigs of A. rubrum and were identified as catechin (1), epicatechin (2), epicatechin-3-O-gallate (3), quercetin-3-O-α-L-rhamnoside (4), quercetin-3-O-3″-galloyl-rhamnoside (5), quercetin-3-O-2″-galloyl-rhamnoside (6), phloridzin (7), ginnalin A (8), ginnalin B (9), and ginnalin C (10). Conclusion: Compounds 3 and 5-7 are isolated from the twigs of A. rubrum for the first time. Compound 7 is the only one chalcone isolated from the plants in Aceraceae for the first time. All of the compounds show the good anti-oxidant activities. Compounds 3 and 8 show the strong anti-α-glucosidase activities.

Phenolic components from Dendrobium nobile / 中草药

Objective To study the chemical constituents from the stems of Dendrobium nobile. Methods Compounds were isolated through various chromatographic techniques and identified by spectral data. Results Twelve phenolic compounds were obtained. Their structures were characterized as dihydroconiferyl dihydro-p-coumarate (Ⅰ), vanillin (Ⅱ), apocynin (Ⅲ), p-hydroxybenzaldehyde (Ⅳ), syringaldehyde (Ⅴ), syringic acid (Ⅵ), syringylethanone (Ⅶ), α-hydroxypropiosyringone (Ⅷ), coniferyl aldehyde (Ⅸ), dihydroconiferyl alcohol (Ⅹ), 2-hydroxyphenylpropanol (Ⅺ), and 3-hydroxy-4-methoxyphenylethanol (Ⅻ), respectively. Conclusion All above compounds are reported from this plant for the first time. Compounds Ⅰ and Ⅲ -Ⅻ are reported for the first time from the plants of Dendrobium Sw.

Five phenolic constituents from roots of Elsholtzia bodinieri / 中草药

Objective To study the constituents from the roots of Elsholtzia bodinieri. MethodsThe compounds were isolated and purified by silica gel column chromatography and TLC, and their structures were elucidated on the basis of spectroscopic methods and physicochemical properties. ResultsFive phenolic constituents were isolated from the ehtanol extract of E. bodinieri roots and were identified as 3-hydroxy-4′, 5-dimethoxybibenzyl-4-O-?-D-xylopyranosyl-(1→6)-?-D-glucopyranoside (Ⅰ), gallic acid (Ⅱ), (+)-catechin (Ⅲ), vanillin (Ⅳ), kaempferol (Ⅴ), respectively. ConclusionCompound Ⅰ is a new compound named as bodinieriside C.