O-Galloyl-C-glycosylflavones from Pelargonium reniforme.

Abstract:

:The unique series of C-2''-acylated C-glycosylflavones is extended by the discovery of the C-8-glucosyl derivatives 2''-O-galloylvitexin and 2''-O-galloylorientin and their C-6 analogues 2''-O-galloylisovitexin and 2''-O-galloylisoorientin, representing the first described O-galloyl-C-glycosylflavones. They are accompanied in the aerial parts of Pelargonium reniforme by the known non-galloylated parent analogues vitexin, orientin, isovitexin and isoorientin, as well as several known flavonoid-O-glycosides. The structures of these compounds were established from spectroscopic studies. Differentiation between C-glycosylation at C-6 and C-8 is discussed on the basis of the effects of dynamic rotational isomerism.

journal_name

Phytochemistry

journal_title

Phytochemistry

authors

Latté KP,Ferreira D,Venkatraman MS,Kolodziej H

doi

10.1016/s0031-9422(01)00403-4

subject

Has Abstract

pub_date

2002-02-01 00:00:00

pages

419-24

issue

4

eissn

0031-9422

issn

1873-3700

pii

S0031942201004034

journal_volume

59

pub_type

杂志文章
  • Phenanthrenes and a dihydrophenanthrene from Tamus communis and their cytotoxic activity.

    abstract::From the petroleum ether extract of the rhizomes of Tamus communis, the 7-hydroxy-2,3,4,8-tetramethoxyphenanthrene (1) was isolated, together with the known 2,3,4-trimethoxy-7,8-methylenedioxyphenanthrene (2), 3-hydroxy-2,4,-dimethoxy-7,8-methylenedioxyphenanthrene (3), 2-hydroxy-3,5,7-trimethoxyphenanthrene (4) and 2...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2006.10.028

    authors: Kovács A,Forgo P,Zupkó I,Réthy B,Falkay G,Szabó P,Hohmann J

    更新日期:2007-03-01 00:00:00

  • Sesquiterpenoids and iridoid glycosides from Valeriana fauriei.

    abstract::A new guaiane sesquiterpenoid glycoside together with known sesquiterpenoids and iridoid glycosides have been isolated from the rhizomes and roots of Valeriana fauriei. The 13C NMR assignments of the isolated compounds are presented. ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/0031-9422(92)83718-e

    authors: Nishiya K,Kimura T,Takeya K,Itokawa H

    更新日期:1992-10-01 00:00:00

  • Antigenotoxic prenylated flavonoids from stem bark of Erythrina latissima.

    abstract::A series of prenylated flavonoids was obtained from antigenotoxic extracts and fractions of stem bark of Erythrina latissima E. Mey (Leguminosae). In addition to five constituents never reported before, i.e. (2S)-5,7-dihydroxy-2-(4-hydroxy-2-(prop-1-en-2-yl)-2,3-dihydrobenzofuran-6-yl)chroman-4-one (erylatissin D), (2...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2017.06.003

    authors: Zarev Y,Foubert K,Lucia de Almeida V,Anthonissen R,Elgorashi E,Apers S,Ionkova I,Verschaeve L,Pieters L

    更新日期:2017-09-01 00:00:00

  • Bridelionosides A-F: Megastigmane glucosides from Bridelia glauca f. balansae.

    abstract::The chemical investigation of leaves of Bridelia glauca f. balansae afforded six megastigmane glucosides, named bridelionosides A-F, along with seven known megastigmane glucosides. Their structures were determined by a combination of spectroscopic analyses and by application of the modified Mosher's method. ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2006.09.007

    authors: Sueyoshi E,Liu H,Matsunami K,Otsuka H,Shinzato T,Aramoto M,Takeda Y

    更新日期:2006-11-01 00:00:00

  • Thiol redox-sensitive seed proteome in dormant and non-dormant hybrid genotypes of wheat.

    abstract::The thiol redox-sensitive and the total proteome in harvest-ripe grains of closely related genotypes of wheat (Triticum aestivum L.), with either a dormant or a non-dormant phenotype, were investigated using hybrid lines of spring wheat double haploid population segregating transgressively, to gain further insight int...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2010.12.021

    authors: Bykova NV,Hoehn B,Rampitsch C,Hu J,Stebbing JA,Knox R

    更新日期:2011-07-01 00:00:00

  • Distribution of flavonoids in the Myristicaceae.

    abstract::During the past two decades the study of the Myristicaceae species has increased, and many flavonoids of different types have been isolated. This review discusses the flavonoids presently known in the Myristicaceae. ...

    journal_title:Phytochemistry

    pub_type: 杂志文章,评审

    doi:10.1016/s0031-9422(00)00114-x

    authors: Valderrama JC

    更新日期:2000-11-01 00:00:00

  • Compound-specific δ15N values express differences in amino acid metabolism in plants of varying lignin content.

    abstract::Amino acid δ15N values of foliage of various plant taxa, grown at the experimental farm stations of North Wyke, UK and Bad Lauchstädt, Germany were determined by GC-C-IRMS. The difference between δ15N values of glutamate (Glx) and phenylalanine (Phe) were found to differ significantly between woody and herbaceous plan...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2019.01.012

    authors: Kendall IP,Woodward P,Clark JP,Styring AK,Hanna JV,Evershed RP

    更新日期:2019-05-01 00:00:00

  • NMR characterization of hydration and thermal stress in tomato fruit cuticles.

    abstract::In its natural environment, the plant cuticle, which is composed of the biopolymer cutin and a mixture of surface and embedded cuticular waxes, experiences a wide variety of temperatures and hydration states. Consequently, a complete understanding of cuticular function requires study of its thermal and mechanical prop...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2008.08.016

    authors: Stark RE,Yan B,Stanley-Fernandez SM,Chen ZJ,Garbow JR

    更新日期:2008-11-01 00:00:00

  • Antibacterial bromophenols from the marine red alga Rhodomela confervoides.

    abstract::Two bromophenols, together with three known compounds, were isolated from the methanolic extract of the marine alga, Rhodomela confervoides. By means of MS and NMR spectroscopic analyses, they were identified as 3-bromo-4-[2,3-dibromo-4,5-dihydroxyphenyl] methyl-5-(hydroxymethyl) 1,2-benzenediol (1) and 3-bromo-4-[2,3...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(03)00004-9

    authors: Xu N,Fan X,Yan X,Li X,Niu R,Tseng CK

    更新日期:2003-04-01 00:00:00

  • Microtropins A-I: 6'-O-(2″S,3″R)-2″-ethyl-2″,3″-dihydroxybutyrates of aliphatic alcohol β-D-glucopyranosides from the branches of Microtropis japonica.

    abstract::From the branches of Microtropis japonica (Celastraceae), nine aliphatic glucosides, named microtropins A-I, were isolated. The 6-position of glucose was esterified with (2S,3R)-2-ethyl-2,3-dihydroxybutyric acid. Microtropins A-D contained a rare natured product nitrile functional group in their aglycones. The absolut...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2012.11.007

    authors: Uemura Y,Sugimoto S,Matsunami K,Otsuka H,Takeda Y,Kawahata M,Yamaguchi K

    更新日期:2013-03-01 00:00:00

  • The defensive functions of plant inhibitors are not restricted to insect enzyme inhibition.

    abstract::Three plant proteinase inhibitors BbKI (kallikrein inhibitor) and BbCI (cruzipain inhibitor) from Bauhinia bauhinioides, and a BrTI (trypsin inhibitor) from B. rufa, were examined for other effects in Callosobruchus maculatus development; of these only BrTI affected bruchid emergence. BrTI and BbKI share 81% identitie...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2009.10.009

    authors: Sumikawa JT,Brito MV,Macedo ML,Uchoa AF,Miranda A,Araujo AP,Silva-Lucca RA,Sampaio MU,Oliva ML

    更新日期:2010-02-01 00:00:00

  • Hypoglycemic triterpenes from Gynostemma pentaphyllum.

    abstract::To search for bioactive gypenosides and their analogues, a saponin enriched fraction and its hydrolyzate from Gynostemma pentaphyllum were phytochemically investigated. Fractionation by diverse chromatographic methods, including HPLC, Sephadex LH-20, silica gel, and C18 reverse phase silica gel, led to the isolation a...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2018.08.008

    authors: Wang J,Ha TKQ,Shi YP,Oh WK,Yang JL

    更新日期:2018-11-01 00:00:00

  • Discovery of small molecule inhibitors of xyloglucan endotransglucosylase (XET) activity by high-throughput screening.

    abstract::Small molecules (xenobiotics) that inhibit cell-wall-localised enzymes are valuable for elucidating the enzymes' biological roles. We applied a high-throughput fluorescent dot-blot screen to search for inhibitors of Petroselinum xyloglucan endotransglucosylase (XET) activity in vitro. Of 4216 xenobiotics tested, with ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2015.06.016

    authors: Chormova D,Franková L,Defries A,Cutler SR,Fry SC

    更新日期:2015-09-01 00:00:00

  • Guaianolide sesquiterpenes from Pulicaria crispa (Forssk.) Oliv.

    abstract::A phytochemical study of the asteraceous herb Pulicaria crispa (Forssk.) Oliv. resulted in the characterisation of three guaianolide sesquiterpenes, 2alpha,4alpha-dihydroxy-7alphaH,8alphaH,10alphaH-guaia-1(5),11(13)-dien-8beta,12-olide (1), 1alpha,2alpha-epoxy-4beta-hydroxy-5alphaH,7alphaH,8alphaH,10alphaH-guaia-11(13...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2008.03.012

    authors: Stavri M,Mathew KT,Gordon A,Shnyder SD,Falconer RA,Gibbons S

    更新日期:2008-06-01 00:00:00

  • Antibacterial and resistance modifying activity of Rosmarinus officinalis.

    abstract::As part of a project to characterise plant-derived natural products that modulate bacterial multidrug resistance (MDR), bioassay-guided fractionation of a chloroform extract of the aerial parts of Rosmarinus officinalis led to the characterisation of the known abietane diterpenes carnosic acid (1), carnosol (2) and 12...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2004.10.009

    authors: Oluwatuyi M,Kaatz GW,Gibbons S

    更新日期:2004-12-01 00:00:00

  • Triterpenoid saponins from Mimusops elengi.

    abstract::A novel minor triterpenoid saponin mimusin (3-O-[beta-D-glucopyranosyl- (1-->6)-beta-D-glucopyranosyl]-2 beta,3 beta,6 beta,23-tetrahydroxyolean- 12-en-28-oic acid 28-O-alpha-L-rhamnopyranosyl-(1-->3)-beta-D-xylopyranosyl-(1-->4)-alpha- L- rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranoside was isolated from the seeds o...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(96)00659-0

    authors: Sahu NP,Koike K,Jia Z,Nikaido T

    更新日期:1997-03-01 00:00:00

  • Sinapoyltransferases in the light of molecular evolution.

    abstract::Acylation is a prevalent chemical modification that to a significant extent accounts for the tremendous diversity of plant metabolites. To catalyze acyl transfer reactions, higher plants have evolved acyltransferases that accept beta-acetal esters, typically 1-O-glucose esters, as an alternative to the ubiquitously oc...

    journal_title:Phytochemistry

    pub_type: 杂志文章,评审

    doi:10.1016/j.phytochem.2009.07.023

    authors: Stehle F,Brandt W,Stubbs MT,Milkowski C,Strack D

    更新日期:2009-10-01 00:00:00

  • Bioactive terpenoids from sunflower leaves cv. Peredovick.

    abstract::The CH(2)Cl(2) extract of dried leaves of Helianthus annuus L. cv. Peredovick(R) has yielded, in addition to the known sesquiterpene lactones annuolide E and leptocarpin, and the sesquiterpenes heliannuols A, C, D, F, G, H, I, the new bisnorsesquiterpene, annuionone E, and the new sesquiterpenes heliannuol L, helibisa...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(02)00370-9

    authors: Macías FA,Torres A,Galindo JL,Varela RM,Alvarez JA,Molinillo JM

    更新日期:2002-11-01 00:00:00

  • Daffodil flowers delay senescence in cut Iris flowers.

    abstract::Visible symptoms of tepal senescence in cut Iris x hollandica (cv. Blue Magic) flowers were delayed by placing one cut daffodil flower (Narcissus pseudonarcissus, cv. Carlton) in the same vase. Addition of mucilage, exuded by daffodil stems, to the vase water had the same effect as the flowering daffodil stem. The act...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2003.12.008

    authors: van Doorn WG,Sinz A,Tomassen MM

    更新日期:2004-03-01 00:00:00

  • Cytotoxic cycloartanes from Aglaia argentea.

    abstract::Aglaia argentea leaves yielded three new cycloartanes: argenteanones A and B, and argenteanol. The first two possess cytotoxic activity against KB cells (IC50 7.5 micrograms ml-1 and 6.5 micrograms ml-1 respectively). Structural elucidation was done by two-dimensional NMR spectroscopy. ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/0031-9422(95)00745-8

    authors: Omobuwajo OR,Martin MT,Perromat G,Sevenet T,Awang K,Païs M

    更新日期:1996-03-01 00:00:00

  • Furanoditerpenoid lactones from the seeds of Caesalpinia minax Hance.

    abstract::Two furanoditerpenoid lactones, were isolated from the seeds of Caesalpinia minax Hance. Their structures and stereochemistry have been established by spectral data and single crystal X-ray analysis. ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(01)00134-0

    authors: Jiang RW,But PP,Ma SC,Mak TC

    更新日期:2001-06-01 00:00:00

  • Biosynthesis of the hyperforin skeleton in Hypericum calycinum cell cultures.

    abstract::Hyperforin is an important antidepressant constituent of Hypericum perforatum (St. John's wort). Cell cultures of the related species H. calycinum were found to contain the homologue adhyperforin and to a low extent hyperforin, when grown in BDS medium in the dark. Adhyperforin formation paralleled cell culture growth...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2004.11.003

    authors: Klingauf P,Beuerle T,Mellenthin A,El-Moghazy SA,Boubakir Z,Beerhues L

    更新日期:2005-01-01 00:00:00

  • Nevadensin glycosides from Lysionotus pauciflorus.

    abstract::Two new flavone glucosides, nevadensin 5-O-beta-D-glucoside and nevadensin 5-O-beta-D-glucosyl(1-->6)beta-D-glucoside, have been isolated from the aerial parts of Lysionotus pauciflorus. The structures have been determined by means of UV, mass spectral and one- and two-dimensional 1H and 13C NMR techniques. ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/0031-9422(96)00066-0

    authors: Liu Y,Wagner H,Bauer R

    更新日期:1996-07-01 00:00:00

  • The bio-transformation of ent-19-hydroxykaur-16-en-15-one by Cephalosporium aphidicola.

    abstract::ent-19-Hydroxykaur-16-en-15-one is transformed to ent-3 beta,16 beta,19-trihydroxykauran-15-one by Cephalosporium aphidicola. The structure of this metabolite was established by X-ray crystallography. ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/0031-9422(94)85065-8

    authors: Boaventura MA,Hanson JR,Hitchcock PB,Takahashi JA

    更新日期:1994-09-01 00:00:00

  • Transition state analysis of adenosine nucleosidase from yellow lupin (Lupinus luteus).

    abstract::The transition state of adenosine nucleosidase (EC 3.2.2.7) isolated from yellow lupin (Lupinus luteus) was determined based upon a series of heavy atom kinetic isotope effects. Adenosine labeled with 13C, 2H, and 15N was analyzed by liquid chromatography/electrospray mass spectrometry to determine kinetic isotope eff...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2005.10.006

    authors: Bates C,Kendrick Z,McDonald N,Kline PC

    更新日期:2006-01-01 00:00:00

  • Flavanoids from Caesalpinia pulcherrima.

    abstract::Two new flavanoids, 5,7-dimethoxy-3',4'-methylenedioxyflavanone and isobonducellin along with 2'-hydroxy-2,3,4',6'-tetramethoxychalcone, 5,7-dimethoxyflavone and bonducellin were isolated from the aerial parts of Caesalpinia pulcherrima. The structures of the compounds were settled mainly by interpretation of their 1D...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(03)00325-x

    authors: Srinivas KV,Koteswara Rao Y,Mahender I,Das B,Rama Krishna KV,Hara Kishore K,Murty US

    更新日期:2003-08-01 00:00:00

  • Phenylpropanoid glycosides from Scrophularia ningpoensis.

    abstract::Three phenylpropanoid glycosides named ningposides A (3-O-acetyl-2-O-feruloyl-alpha-L-rhamnopyranose), B (4-O-acetyl-2-O-feruloyl-alpha-L-rhamnopyranose) and C (3-O-acetyl-2-O-p-hydroxycinnamoyl-alpha-L-rhamnopyranose) along with the known compounds sibirioside A, cistanoside D, angoroside C, acteoside, decaffeoylacte...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(00)00171-0

    authors: Li YM,Jiang SH,Gao WY,Zhu DY

    更新日期:2000-08-01 00:00:00

  • Is the C:N ratio a reliable indicator of C allocation to primary and defence-related metabolisms in tomato?

    abstract::Plant growth and defence are both fuelled by compounds synthesized from a common pool of carbon and nitrogen, implying the existence of a competition for carbon and nitrogen allocation to both metabolisms. The ratio of carbon to nitrogen (C:N) of an organ is often regarded as a convenient indicator of growth and quali...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2012.12.003

    authors: Royer M,Larbat R,Le Bot J,Adamowicz S,Robin C

    更新日期:2013-04-01 00:00:00

  • The microbiological transformation of 7alpha-hydroxy-ent-kaur-16-ene derivatives by Gibberella fujikuroi.

    abstract::The biotransformation of 7alpha-hydroxy-ent-kaur-16-ene (epi-candol A) by the fungus Gibberella fujikuroi gave 7alpha,16alpha,17-trihydroxy-ent-kaur-16-ene and a seco-ring B derivative, fujenoic acid, whilst the incubation of candicandiol (7alpha,18-dihydroxy-ent-kaur-16-ene) and canditriol (7alpha,15alpha,18-trihydro...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2007.03.024

    authors: Fraga BM,Bressa C,González P,Guillermo R,Hernández MG,Suárez S

    更新日期:2007-06-01 00:00:00

  • Stereoselectivity of the demethylation of nicotine piperidine homologues by Nicotiana plumbaginifolia cell suspension cultures.

    abstract::The metabolism of (R,S)-N-methylanabasine and (R,S)-N-methylanatabine has been studied in a cell suspension culture of Nicotiana plumbaginifolia. Both substrates are effectively demethylated, anabasine or anatabine, respectively, accumulating in the medium. Similarly, there is strong stereoselectivity for the (R)-isom...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2005.07.012

    authors: Bartholomeusz TA,Molinié R,Roscher A,Felpin FX,Gillet F,Lebreton J,Mesnard F,Robins RJ

    更新日期:2005-08-01 00:00:00