lignans and tricin

Although natural variations in rice flavonoids exist, and biochemical characterization of a few flavonoid glycosyltransferases has been reported, few studies focused on natural variations in tricin-lignan-glycosides and their underlying genetic basis. In this study, we carried out metabolic profiling of tricin-lignan-glycosides and identified a major quantitative gene annotated as a UDP-dependent glycosyltransferase OsUGT706C2 by metabolite-based genome-wide association analysis. The putative flavonoid glycosyltransferase OsUGT706C2 was characterized as a flavonoid 7-O-glycosyltransferas in vitro and in vivo. Although the in vitro enzyme activity of OsUGT706C2 was similar to that of OsUGT706D1, the expression pattern and induced expression profile of OsUGT706C2 were very different from those of OsUGT706D1. Besides, OsUGT706C2 was specifically induced by UV-B. Constitutive expression of OsUGT706C2 in rice may modulate phenylpropanoid metabolism at both the transcript and metabolite levels. Furthermore, overexpressing OsUGT706C2 can enhance UV-B tolerance by promoting ROS scavenging in rice. Our findings might make it possible to use the glycosyltransferase OsUGT706C2 for crop improvement with respect to UV-B adaptation and/or flavonoid accumulation, which may contribute to stable yield.

Topics: Adaptation, Physiological; Biosynthetic Pathways; Flavonoids; Gene Expression Regulation, Plant; Genes, Plant; Genome-Wide Association Study; Glycosides; Glycosyltransferases; Lignans; Metabolome; Mutation; Oryza; Plants, Genetically Modified

Halophytic grasses have been recently targeted as possible sources of nutraceutical and medicinal compounds. Nonetheless, few studies have been conducted on the phytochemistry and biological activities of metabolites produced by these plants. Among these,

Topics: Acetylcholinesterase; Anti-Bacterial Agents; Antifungal Agents; Antioxidants; Chlorophyll; Cholinesterase Inhibitors; Chromatography, High Pressure Liquid; Coumaric Acids; Dietary Supplements; Flavones; Flavonoids; Flavonols; Free Radical Scavengers; Lignans; Plant Extracts; Plants, Medicinal; Poaceae; Polyphenols; Salt-Tolerant Plants; Spectrometry, Mass, Electrospray Ionization; Xanthophylls

Methanol extract of Zizania latifolia was partitioned with EtOAc, n-BuOH, and H2O. From the EtOAc layers, a new flavonolignan along with a known flavone and three known flavonolignans, tricin (1), salcolin A (2), salcolin B (3), and salcolin C (4), were isolated through repeated silica gel and ODS column chromatography. The chemical structure of the new flavonolignan was determined to be tricin-4'-O-[erythro-β-guaiacyl-(7″-O-methyl)-glyceryl] ether and was named salcolin D (5) based on physicochemical and spectroscopic data, including FT-NMR and ESI-MS. All compounds were isolated for the first time from this plant. Compounds 2-5, tricin derivatives, all exhibited higher anti-inflammatory and anti-allergy activities than tricin. In particular, salcolin D (5) was shown to have the strongest inhibitory activity against LPS-induced NO production in RAW 264.7 cells as well as β-hexosaminidase release in IgE-sensitized RBL-2H3 cells. These results suggest that the presence of tricin derivatives conveys allergy and inflammation treatment ability to Z. latifolia.

Topics: Animals; Anti-Allergic Agents; Anti-Inflammatory Agents, Non-Steroidal; beta-N-Acetylhexosaminidases; Cell Line; Drug Evaluation, Preclinical; Flavones; Flavonoids; Flavonolignans; Immunoglobulin E; Lignans; Lipopolysaccharides; Mice; Molecular Structure; Nitric Oxide; Plant Components, Aerial; Plant Extracts; Poaceae; Rats

To investigate the chemical constituents of Elephantopus mollis.. Compounds were separated and purified by various column chromatographies including macroporous resin, ODS, Sephadex LH-20 and silica gel columns. The structures were identified by their physicochemical properties and spectroscopic data.. Nine compounds were identified as 2beta-deethoxy-2-hydroxyphantomolin (1), 2beta-methoxy-2-deethoxyphantomolin (2), 2beta-methoxy-2-deethoxy-8-O-deacylphantomolin-8-O-tigli-nate (3), molephantinin (4), betulinic acid (5), magnolol (6), honokiol (7), dibutly phthalate (8) and tricin (9).. Compounds 5-9 are isolated from this plant for the first time.

Topics: Asteraceae; Betulinic Acid; Biphenyl Compounds; Dibutyl Phthalate; Flavonoids; Lignans; Magnetic Resonance Spectroscopy; Molecular Structure; Pentacyclic Triterpenes; Triterpenes

To investigate the chemical constituents of the flowers of Chrysanthemum indicum.. The chemical constituents were isolated by various column chromatographic methods. The structures were identified by spectral data.. Twelve compounds were isolated and identified as acacetin (1), tricin (2), 2',4'-dihydroxychalcone(3), 5-hydroxy-4',7-dimethoxyflavon(4),7hydroxyflavonone (5), isorhamnetin (6),5,6,7-trihydroxy- 3',4', 5'-trimethoxyflanon (7 ), quercetin (8) , (3 beta, 5 alpha, 6 beta, 7 beta, 14 beta)-eudesmen-3,5,6,11-tetrol (9), syringaresinol (10), liriodendrin (11), and genkwanin (12).. Compounds 3-7, 10-12 were isolated from this species for the first time, and compounds 3, 5, 7, 10, 11 were obtained from genus Chrysanthemum for the first time.

Topics: Chalcones; Chrysanthemum; Flavones; Flavonoids; Flavonols; Flowers; Furans; Glucosides; Lignans; Quercetin

To study the active constituents of Dendrobium aphyllum.. Various chromatographic techniques were used to isolate and purify the constituents, their physico-chemical properties and spectral data are determinated to elucidate the structure.. Eight compounds were isolated and identified as: 4'-methoxyl-tricin (1), tricin (2), 7, 3', 5'-tri-O-methyl-tricetin (3), syringic acid (4), ( + )-syring-aresinol (5), D-allitol (6), sucrose (7), icariside D2 (8).. Compounds 1-3, 6-8 were isolated from genus Dendrobium for the first time, additionally, the others were obtained firstly from the plant.

Topics: Dendrobium; Drugs, Chinese Herbal; Flavonoids; Furans; Gallic Acid; Glucosides; Lignans; Magnetic Resonance Spectroscopy; Plant Stems; Sucrose; Sugar Alcohols

(-)-Syringaresinol and tricin, isolated from the AcOEt-soluble extract of the whole plants of Sasa borealis (Gramineae), showed inhibitory effects on the P-glycoprotein in adriamycin-resistant human breast cancer cells, MCF-7/ADR.

Topics: ATP Binding Cassette Transporter, Subfamily B, Member 1; Bambusa; Cell Line, Tumor; Chromatography, Thin Layer; Flavonoids; Furans; Humans; Lignans; Spectrum Analysis