scholarly journals Further Characterization of Foliar Flavonoids in Crossostephium chinense and their Geographic Variation

2014 ◽  
Vol 9 (2) ◽  
pp. 1934578X1400900 ◽  
Author(s):  
Ayumi Uehara ◽  
Junichi Kitajima ◽  
Goro Kokubugata ◽  
Tsukasa Iwashina
Keyword(s):  
Geographic Variation ◽  
Dimethyl Ether ◽  
Methyl Ether ◽  
Leaf Surface ◽  
Flavonoid Glycosides ◽  
Flavonoid Aglycones ◽  
Collection Sites ◽  
C Nmr

Foliar flavonoids of Crossostephium chinense in Japan and Taiwan were isolated and further characterized. Eighteen flavonoid aglycones, luteolin, apigenin, hispidulin, chrysoeriol, 5,7,4′-trihydroxy-6,3′,5′-trimethoxyflavone, jaceosidin, cilsimaritin, quercetin 3-methyl ether, axillarin, chrysosplenol-D, cirsiliol, apometzgerin, 5,7,3′-trihydroxy-6,4′,5′-trimethoxyflavone, luteolin 3′,4′-dimethyl ether, cirsilineol, eupatilin, nepetin and 5,7,3′,4′-tetrahydroxy-6,5′-dimethoxyflavone, were identified by UV, 1H and 13C NMR spectroscopic, LC-MS and HPLC comparisons with authentic samples. The compounds existed on the leaf surface. Four flavonoid glycosides, quercetin 3,7-di- O-glucoside, quercetin 3- O-rutinoside, luteolin 7- O-glucoside and apigenin 7- O-rutinoside, were also isolated as the intracellular flavonoids. It was shown by HPLC survey that variation of the species’ flavonoids occurs among the collection sites.

scholarly journals Flavonoids from the Japanese Monotypic Genus, Nipponanthemum

2012 ◽  
Vol 7 (8) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Ayumi Uehara ◽  
Tsukasa Iwashina
Keyword(s):  
Methyl Ether ◽  
Endemic Species ◽  
Leaf Surface ◽  
Monotypic Genus ◽  
Flavonoid Aglycones ◽  
First Time

Foliar flavonoids of Nipponanthemum, which is a monotypic genus and consists of only one Japanese endemic species, N. nipponicum, were isolated for the first time. Fifteen flavonoids, i.e. six glycosides, quercetin 3,7-di- O-glucoside, vicenin-2, quercetin 3- O-glucoside, luteolin 7- O-glucoside, kaempferol 3- O-glucoside and apigenin 7- O-glucoside, and nine aglycones, luteolin, nepetin, quercetin 3-methyl ether, axillarin, apigenin, hispidulin, chrysoeriol, jaceosidin and sudachitin were identified. Of these compounds, the flavonoid aglycones existed on the leaf surface.

scholarly journals Flavonoid Diversity of Saussurea and Serratula Species in Tien Shan Mountains

2007 ◽  
Vol 2 (11) ◽  
pp. 1934578X0700201 ◽  
Author(s):  
Katsumi Kusano ◽  
Tsukasa Iwashina ◽  
Junichi Kitajima ◽  
Tamaki Mishio
Keyword(s):  
Methyl Ether ◽  
Spectroscopic Data ◽  
Mass Spectrometric ◽  
Tien Shan ◽  
Adjacent Area ◽  
Flavonoid Composition ◽  
Tien Shan Mountains ◽  
C Nmr

Nine Saussurea species, S. alberti, S. elegans, S. gnaphalodes, S. involucrata, S. konuroba, S. kuschakewiczii, S. leucophylla, S. schanginiana and S. sordida, and Serratula lyratifolia from the Tien Shan Mountains and adjacent area were chemically characterized for flavonoids. Thirty-one flavonoids and one hydroquinone were isolated from the leaves of these species and identified from mass spectrometric, UV, 1H and 13C NMR spectroscopic data, by characterization of hydrolyzates, and direct TLC and HPLC comparisons with authentic samples as kaempferol 3-O-rutinoside (1), quercetin 3-O-rutinoside (2), isorhamnetin 3-O-rutinoside (3), quercetin 3-O-glucoside (4), quercetin 3-O-galactoside (5), kaempferol 5-O-glucoside (6), kaempferol 7-O-glucoside (7), quercetin 5-O-glucoside (8), quercetin 7-O-glucoside (9), isorhamnetin 5-O-glucoside (10), luteolin (11), hispidulin (12), nepetin (13), selagin 7-methyl ether (14), selagin (15), velutin (16), luteolin 7-methyl ether (17), jaceosidin (18), apigenin 7-O-rutinoside (19), apigenin 7-O-glucoside (20), luteolin 7-O-rutinoside (21), luteolin 7-O-glucoside (22), luteolin 7-O-galactoside (23), luteolin 7-O-glucuronide (24), hispidulin 7-O-glucoside (25), nepetin 7-O-glucoside (26), luteolin 5-O-glucoside (27), isovitexin (28), apigenin 6,8-di-C-glycoside (29), isoorientin (30), luteolin 8-C-glycoside (31), and arbutin (32). The nine surveyed Saussurea species differed in their flavonoid composition. It was shown that the genus is not only morphologically, but also chemically diversified.

scholarly journals Flavonoid Aglycones and Glycosides from the Leaves of some Japanese Artemisia Species

2018 ◽  
Vol 13 (5) ◽  
pp. 1934578X1801300
Author(s):  
Ayumi Uehara ◽  
Kazuhide Shimoda ◽  
Yoshinori Murai ◽  
Tsukasa Iwashina
Keyword(s):  
Acid Hydrolysis ◽  
Methyl Ether ◽  
The Other ◽  
Flavonol Glycosides ◽  
Flavonoid Aglycones ◽  
Other Hand ◽  
Artemisia Species ◽  
C Nmr

Sixteen Japanese Artemisia taxa were surveyed for flavonoid aglycones and glycosides. The leaves were rinsed with acetone and then extracted with MeOH. Isolated flavonoids were identified by UV, LC-MS, acid hydrolysis, 1H and 13C NMR, and/or HPLC comparisons with authentic samples. Thus, nine flavone aglycones, apigenin (10), luteolin (5), chrysoeriol (11), hispidulin (6), jaseosidin (7), nepetin (15), sudachitin (8), luteolin 7-methyl ether (13) and eupatilin (14), three flavonol aglycones, axillarin (9), quercetin 3-methyl ether (16) and 5,7,4′-trihydroxy-3,6-dimethoxyflavone (12), one flavanone aglycone, pinocembrin (4), three dihydroflavonol aglycones, taxifolin (1), taxifolin 3-acetate (2) and padmatin (3) were found in their Artemisia taxa with the various combination. On the other hand, four flavonol glycosides, quercetin 3- O-rutinoside (17), quercetin 3- O-glucoside (18), patuletin 3- O-glucoside (19) and patuletin 3- O-rhamnosylglucoside (20), were isolated from a few Artemisia taxa.

scholarly journals Anti-MRSA Constituents from Ruta chalepensis (Rutaceae) Grown in Iraq, and In Silico Studies on Two of Most Active Compounds, Chalepensin and 6-Hydroxy-rutin 3′,7-Dimethyl ether

Molecules ◽  
2021 ◽  
Vol 26 (4) ◽  
pp. 1114 ◽  
Author(s):  
Shaymaa Al-Majmaie ◽  
Lutfun Nahar ◽  
M. Mukhlesur Rahman ◽  
Sushmita Nath ◽  
Priyanka Saha ◽  
...  
Keyword(s):  
Dimethyl Ether ◽  
In Silico ◽  
Efflux Pump ◽  
Perennial Herb ◽  
Flavonoid Glycosides ◽  
Cinnamic Acid Derivative ◽  
Active Compounds ◽  
Ruta Chalepensis ◽  
In Silico Studies ◽  
Mrsa Strains

Ruta chalepensis L. (Rutaceae), a perennial herb with wild and cultivated habitats, is well known for its traditional uses as an anti-inflammatory, analgesic, antipyretic agent, and in the treatment of rheumatism, nerve diseases, neuralgia, dropsy, convulsions and mental disorders. The antimicrobial activities of the crude extracts from the fruits, leaves, stem and roots of R. chalepensis were initially evaluated against two Gram-positive and two Gram-negative bacterial strains and a strain of the fungus Candida albicans. Phytochemical investigation afforded 19 compounds, including alkaloids, coumarins, flavonoid glycosides, a cinnamic acid derivative and a long-chain alkane. These compounds were tested against a panel of methicillin-resistant Staphylococcus aureus (MRSA) strains, i.e., ATCC 25923, SA-1199B, XU212, MRSA-274819 and EMRSA-15. The MIC values of the active compounds, chalepin (9), chalepensin (10), rutamarin (11), rutin 3′-methyl ether (14), rutin 7,4′-dimethyl ether (15), 6-hydroxy-rutin 3′,7-dimethyl ether (16) and arborinine (18) were in the range of 32–128 µg/mL against the tested MRSA strains. Compounds 10 and 16 were the most active compounds from R. chalepensis, and were active against four out of six tested MRSA strains, and in silico studies were performed on these compounds. The anti-MRSA activity of compound 16 was comparable to that of the positive control norfloxacin (MICs 32 vs 16 μg/mL, respectively) against the MRSA strain XU212, which is a Kuwaiti hospital isolate that possesses the TetK tetracycline efflux pump. This is the first report on the anti-MRSA property of compounds isolated from R. chalepensis and relevant in silico studies on the most active compounds.

scholarly journals Bioconversion of Flavonoid Glycosides from Hippophae rhamnoides Leaves into Flavonoid Aglycones by Eurotium amstelodami

2019 ◽  
Vol 7 (5) ◽  
pp. 122 ◽  
Author(s):  
Qiuya Gu ◽  
Guoliang Duan ◽  
Xiaobin Yu
Keyword(s):  
Antioxidative Activity ◽  
Hippophae Rhamnoides ◽  
Flavonoid Glycosides ◽  
Total Phenolic ◽  
Total Phenolic Compounds ◽  
Flavonoid Aglycones ◽  
Hippophaë Rhamnoides ◽  
Tea Industry ◽  
Functional Factors ◽  
Flowering Process

The flowering process has been reported to play crucial roles in improving the flavor and efficacy of fermented tea. Hippophae rhamnoides leaves containing many beneficial ingredients are a suitable plant source for tea processing. In this study, we isolated a β-glucosidase-producing fungus Eurotium amstelodami BSX001 from the fermented tea and used Hippophae rhamnoides leaves (HRL) as a substrate to explore the detailed process of bioconversion of some important functional factors. The results show that the contents of total phenolic compounds and flavonoids increased significantly after seven days, especially flavonoid aglycones (e.g., quercetin, kaempferol, and isorhamnetin). Such compounds greatly enhance the antioxidative activity of fermented products. Metabolic analysis of the standard compounds (rutin, quercetin-3-glucoside, kaempferol-3-glucoside, quercetin, isorhamnetin-3-glucoside, isorhamnetin, and kaempferol) further confirmed the effective biotransformation by E. amstelodami. Mechanisms of the bioconversion could be involved in deglycosylation, dihydroxylation, and O-methylation. Our findings expand the understanding of tea fermentation process and provide further guidance for the fermented tea industry.

Flavon- and Flavonolglycosides from Achillea pannonica Scheele

2001 ◽  
Vol 56 (7-8) ◽  
pp. 521-525 ◽  
Author(s):  
Denata Kasaj ◽  
Liselotte Krenn ◽  
Sonja Prinz ◽  
Antje Hüfner ◽  
Shi Shan Yuc ◽  
...  
Keyword(s):  
Methanolic Extract ◽  
2D Nmr ◽  
Flavonoid Glycosides ◽  
Spectroscopic Methods ◽  
Esi Ms ◽  
Aerial Parts ◽  
Nmr Techniques ◽  
Chemotaxonomic Study ◽  
First Time ◽  
C Nmr

The detailed investigation of a methanolic extract of aerial parts of Achillea pannonica SCHEELE. within a chemotaxonomic study led to the isolation of 6 flavonoid glycosides. Besides rutin, apigenin-7-O-glucopyranoside, luteolin-7-O-glucopyranoside, apigenin-7-O-rutinoside and acacetin-7-O-rutinoside, an unusual flavondiglucoside was isolated. Its structure was established by UV, 1HNMR and 13C NMR spectroscopic methods including 2D-NMR techniques and ESI-MS as luteolin-7,4′-O-β-diglucoside. This substance is reported for the first time in the genus Achillea. Chemotaxonomic aspects are discussed briefly

Characterization of Structural Changes of Poly(vinyl methyl ether) γ-Irradiated in Diluted Aqueous Solutions

Langmuir ◽  
2004 ◽  
Vol 20 (7) ◽  
pp. 2883-2889 ◽  
Author(s):  
Claudia Querner ◽  
Thomas Schmidt ◽  
Karl-Friedrich Arndt
Keyword(s):  
Aqueous Solutions ◽  
Methyl Ether ◽  
Structural Changes ◽  
Vinyl Methyl ◽  
Vinyl Methyl Ether

Electrochemical and binding properties of a meso-tetra(4-pyridyl)porphyrinatozinc supermolecule containing four μ3-oxo-triruthenium acetate clusters

2000 ◽  
Vol 04 (08) ◽  
pp. 727-735 ◽  
Author(s):  
SERGIO DOVIDAUSKAS ◽  
KOITI ARAKIA ◽  
HENRIQUE E. TOMA
Keyword(s):  
Equilibrium Constants ◽  
Zinc Ion ◽  
Porphyrin Ring ◽  
Electronic Density ◽  
Axial Coordination ◽  
Spectrophotometric Titrations ◽  
Regular Increase ◽  
Calculated Equilibrium ◽  
C Nmr

The synthesis and characterization of a zinc meso-tetra(4-pyridyl)porphyrin containing four coordinated μ3-oxo-triruthenium acetate cluster complexes, ZnTCP , are reported. The coordination of four ruthenium acetate clusters to the zinc porphyrin has been confirmed by 1 H and 13 C NMR spectroscopy, including COSY and HETCOR bidimensional correlation techniques. Cyclic voltammetry and spectroelectrochemistry studies have revealed the presence of seven redox processes in the −1.5 to 2.5 V range, four of them attributed to cluster-centered ( Ru IV,IV,III/ Ru IV,III,III/ Ru III,III,III/ Ru III,III,II/ Ru III,II,II) and three to porphyrin ring-centered ( ZnP +/ ZnP / ZnP .−/ ZnP 2−) redox reactions. The axial coordination reaction has been monitored by spectrophotometric titrations in dichloromethane and acetonitrile, in the 380–480 nm range, using pyridine, imidazole, water and acetonitrile as ligands. The influence of the peripheral ruthenium complexes on the electronic properties of the porphyrin ring has been assayed by measuring the axial coordination properties of the zinc ion. The calculated equilibrium constants for axial coordination of pyridine and imidazole to ZnTCP in dichloromethane are respectively one and two orders of magnitude higher than for meso-tetraphenylporphyrinatozinc, showing a regular increase as a function of the basicity of the ligands. The results have demonstrated that the Ru (III,III,III) species act as electron-withdrawing groups, decreasing significantly the electronic density on the porphyrin ring.

Les oxazolines-4 précurseurs de sels d'iminium fonctionnels. Ouverture en milieu anhydre de ces hétérocycles par des acides protoniques: obtention de sels d'iminium fonctionnels, étude de leur structure

1979 ◽  
Vol 57 (21) ◽  
pp. 2876-2884 ◽  
Author(s):  
Michel Vaultier ◽  
Gurbachan Mullick ◽  
Robert Carrié
Keyword(s):  
Hydrogen Atom ◽  
Room Temperature ◽  
Iminium Salts ◽  
C Nmr

The protonation of 4-oxazolines with protic acids in anhydrous medium, both at low or at room temperature, generally leads to acyclic functional iminium salts. In those cases where the oxazoline ring bears a hydrogen atom in the four position, two diastereoisomeric cyclic iminium salts are obtained. The conditions for preparation of these salts along with the characterization of their structures were determined by the aid of 1H and 13C nmr.

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