To study the antioxidant constituents from the stems of Dendrobium nobile, and to discuss theft structure-activity relationship. Compounds were isolated from a 60% ethanolic extract by various chromatographic techniqu...To study the antioxidant constituents from the stems of Dendrobium nobile, and to discuss theft structure-activity relationship. Compounds were isolated from a 60% ethanolic extract by various chromatographic techniques and were identified by spectral analysis. The antioxidant activities of compounds were evaluated by DPPH free radical scavenging assay. Five phenanthrenes and four lignans were obtained from the active fractions ofD. nobile. Their structures were identified as fimbriatone (1), confusarin (2), flavanthrinin (3), 2,5-dihydroxy-4,9-dimethoxyphenanthrene (4), 3,7-dihydroxy-2,4-dimethoxyphenanthrene (5), syringaresinol (6), pinoresinol (7), medioresinol (8) and lirioresinol-A (9), respectively. Compounds 2 and 6 exhibited more potent DPPH scavenging activities than vitamin C. All the above compounds were reported from this plant for the first time, and compounds 3, 4 and 9 were reported for the first time from the genus of Dendrobiurn. For all phenanthrenes and lignans, an electron-donating methoxyl group in the ortho position to the phenolic hydroxyl group exhibits enhanced antioxidant activities.展开更多
In order to enhance the water-solubility and biological utilization rate of chrysin, sodium 5,7-dihydroxylflavone-8-sulfonate (1, [Na(H2O)1/2]X, X = C15H9OSO3, 5,7-dihydroxylfla- vone-8-sulfonate) was synthesized ...In order to enhance the water-solubility and biological utilization rate of chrysin, sodium 5,7-dihydroxylflavone-8-sulfonate (1, [Na(H2O)1/2]X, X = C15H9OSO3, 5,7-dihydroxylfla- vone-8-sulfonate) was synthesized and its structure was identified on the basis of NMR, FT-IR and elemental analysis. The assembly of 5,7-dihydroxylflavone-8-sulfonate with diethylamide cation afforded diethylamide 5,7-dihydroxylflavone-8-sulfonate (2, NH2(CH2CH3)2X) which was characterized by FT-IR and elemental analysis. The crystal structures of 1 and 2 were determined by X-ray single-crystal diffraction analysis. The crystal of 1 is of triclinic system, space group P1, with a = 8.5628(13), b = 12.8916(19), c = 13.562(2) A, α = 82.494(1), β = 78.601(2), γ = 84.033(2)°, C30H20Na2O15S2, Z = 2, Mr = 730.59, V = 1450.3(4) A3, Dc = 1.673 g/cm3, F(000) = 748, p = 0.295 mm^-1, the final R = 0.0641 and wR = 0.1458. The crystal of 2 crystallizes in the triclinic system, space group Pi, with a = 7.689(2), b = 11.184(3), c = 11.734(3) A, α = 74.268(3), βl = 81.751(4), γ= 87.991(3)°, C19H21NO7S, Z = 2, Mr= 407.43, V= 961.2(4) A3, Dc = 1.408 g/cm3, F(000) = 428, p = 0.210 mm^-1, the final R = 0.0484 and wR = 0.1195. In 1, the three-dimensional structure is organized into organic and inorganic regions; the flavone skeletons are stacked into organic regions by π...π staeking interactions; inorganic regions are generated by Na-O coordination bonds among sulfonate groups, coordinated water molecules and NaI. The sulfonate groups play an important role as a bridge of inorganic and organic regions. One-dimensional chain structure of 2 is extended by N-H…O hydrogen bonds and π...π stacking interactions. Furthermore, the antioxidant activity of 1 was evaluated. The scavenging activity of 1 to DPPH free radical is better than that of the parent compound chrysin.展开更多
Glycyrrhiza glabra L.is the most widely used herb in the ancient history of Ayurvedic medicine,as a medicinal value as well as an aromatic herb,and it is commonly known as Mulhatti.Mulhatti roots are useful for medica...Glycyrrhiza glabra L.is the most widely used herb in the ancient history of Ayurvedic medicine,as a medicinal value as well as an aromatic herb,and it is commonly known as Mulhatti.Mulhatti roots are useful for medically and are also a good source of phytoproducts and secondary metabolites present in Mulhatti roots are triterpenoid saponin,glycosides,glycyrrhizin,prenylated biaurone,licoaagrone,7-acetoxy-2-methylisoflavone,4-methylcoumarin,liqcoumarin,glycyrrhetinic acid,quercetin,liquiritigenin,isoliquiritigenin,etc.This study was carried out to study the evaluation of phenolic compounds,2,2-diphenyl-1-picrylhydrazyl(DPPH)free radical activity and general antioxidant capacity of water extracts of Mulhatti roots prepared at different pH values,namely 2,4,7 and 9.Data have shown great differences in terms of results.Most of the phenolic compounds are at pH 7(19.25),followed by pH 9(17.25),pH 2(14.62)and pH 4(8.89 mg GAE/g),respectively.Similarly,the flavonoid data also showed variations,the maximum has been present in pH 2(5.39),then pH 7(3.02),pH 9(1.79)and pH 4(1.40 mg CE/g),respectively.The value for DPPH IC50 free radical scavenging activity was the lowest at pH 7(82.22),followed by pH 2(110.40),pH 4(111.99)and pH 9(146.24μg/mL)and IC50 reference standard(ascorbic acid)was 59.52μg/mL in distilled water.The total capacity of the antioxidant was the highest at pH 2(9.93)followed by pH 4(5.54),pH 7(5.34)and pH 9(4.23 mg AAE/g).According to current research,pH 7 is the best for phytochemicals as well as antioxidants that catch harmful radicals.展开更多
文摘To study the antioxidant constituents from the stems of Dendrobium nobile, and to discuss theft structure-activity relationship. Compounds were isolated from a 60% ethanolic extract by various chromatographic techniques and were identified by spectral analysis. The antioxidant activities of compounds were evaluated by DPPH free radical scavenging assay. Five phenanthrenes and four lignans were obtained from the active fractions ofD. nobile. Their structures were identified as fimbriatone (1), confusarin (2), flavanthrinin (3), 2,5-dihydroxy-4,9-dimethoxyphenanthrene (4), 3,7-dihydroxy-2,4-dimethoxyphenanthrene (5), syringaresinol (6), pinoresinol (7), medioresinol (8) and lirioresinol-A (9), respectively. Compounds 2 and 6 exhibited more potent DPPH scavenging activities than vitamin C. All the above compounds were reported from this plant for the first time, and compounds 3, 4 and 9 were reported for the first time from the genus of Dendrobiurn. For all phenanthrenes and lignans, an electron-donating methoxyl group in the ortho position to the phenolic hydroxyl group exhibits enhanced antioxidant activities.
基金Supported by the National Basic Research Program of China (973 Program,2009CB219906)NNSFC(20776117)+1 种基金Specialized Research Fund for the Doctoral Program of Higher Education of China(20070698037)Natural Science Foundation of Shaanxi Province (No.2005B01)
文摘In order to enhance the water-solubility and biological utilization rate of chrysin, sodium 5,7-dihydroxylflavone-8-sulfonate (1, [Na(H2O)1/2]X, X = C15H9OSO3, 5,7-dihydroxylfla- vone-8-sulfonate) was synthesized and its structure was identified on the basis of NMR, FT-IR and elemental analysis. The assembly of 5,7-dihydroxylflavone-8-sulfonate with diethylamide cation afforded diethylamide 5,7-dihydroxylflavone-8-sulfonate (2, NH2(CH2CH3)2X) which was characterized by FT-IR and elemental analysis. The crystal structures of 1 and 2 were determined by X-ray single-crystal diffraction analysis. The crystal of 1 is of triclinic system, space group P1, with a = 8.5628(13), b = 12.8916(19), c = 13.562(2) A, α = 82.494(1), β = 78.601(2), γ = 84.033(2)°, C30H20Na2O15S2, Z = 2, Mr = 730.59, V = 1450.3(4) A3, Dc = 1.673 g/cm3, F(000) = 748, p = 0.295 mm^-1, the final R = 0.0641 and wR = 0.1458. The crystal of 2 crystallizes in the triclinic system, space group Pi, with a = 7.689(2), b = 11.184(3), c = 11.734(3) A, α = 74.268(3), βl = 81.751(4), γ= 87.991(3)°, C19H21NO7S, Z = 2, Mr= 407.43, V= 961.2(4) A3, Dc = 1.408 g/cm3, F(000) = 428, p = 0.210 mm^-1, the final R = 0.0484 and wR = 0.1195. In 1, the three-dimensional structure is organized into organic and inorganic regions; the flavone skeletons are stacked into organic regions by π...π staeking interactions; inorganic regions are generated by Na-O coordination bonds among sulfonate groups, coordinated water molecules and NaI. The sulfonate groups play an important role as a bridge of inorganic and organic regions. One-dimensional chain structure of 2 is extended by N-H…O hydrogen bonds and π...π stacking interactions. Furthermore, the antioxidant activity of 1 was evaluated. The scavenging activity of 1 to DPPH free radical is better than that of the parent compound chrysin.
文摘Glycyrrhiza glabra L.is the most widely used herb in the ancient history of Ayurvedic medicine,as a medicinal value as well as an aromatic herb,and it is commonly known as Mulhatti.Mulhatti roots are useful for medically and are also a good source of phytoproducts and secondary metabolites present in Mulhatti roots are triterpenoid saponin,glycosides,glycyrrhizin,prenylated biaurone,licoaagrone,7-acetoxy-2-methylisoflavone,4-methylcoumarin,liqcoumarin,glycyrrhetinic acid,quercetin,liquiritigenin,isoliquiritigenin,etc.This study was carried out to study the evaluation of phenolic compounds,2,2-diphenyl-1-picrylhydrazyl(DPPH)free radical activity and general antioxidant capacity of water extracts of Mulhatti roots prepared at different pH values,namely 2,4,7 and 9.Data have shown great differences in terms of results.Most of the phenolic compounds are at pH 7(19.25),followed by pH 9(17.25),pH 2(14.62)and pH 4(8.89 mg GAE/g),respectively.Similarly,the flavonoid data also showed variations,the maximum has been present in pH 2(5.39),then pH 7(3.02),pH 9(1.79)and pH 4(1.40 mg CE/g),respectively.The value for DPPH IC50 free radical scavenging activity was the lowest at pH 7(82.22),followed by pH 2(110.40),pH 4(111.99)and pH 9(146.24μg/mL)and IC50 reference standard(ascorbic acid)was 59.52μg/mL in distilled water.The total capacity of the antioxidant was the highest at pH 2(9.93)followed by pH 4(5.54),pH 7(5.34)and pH 9(4.23 mg AAE/g).According to current research,pH 7 is the best for phytochemicals as well as antioxidants that catch harmful radicals.