Curtisians E-H: four p-terphenyl derivatives from the inedible mushroom Paxillus curtisii.

Abstract:

:Four p-terphenyl derivatives named curtisians E-H (1-4) were isolated from the methanolic extract of fruit bodies of the Basidiomycete Paxillus curtisii by a combination of Sephadex LH-20, silica gel column chromatography and preparative reversed phase HPLC. The relative stereochemistries of the curtisians were elucidated by 2D NMR, MS, IR and UV spectroscopy with the absolute configurations at C(3a-3d) of the side chains being established as S by GC-MS on a chiral column previously used for separation of authentic standards.

journal_name

Phytochemistry

journal_title

Phytochemistry

authors

Quang DN,Hashimoto T,Nukada M,Yamamoto I,Tanaka M,Asakawa Y

doi

10.1016/s0031-9422(03)00263-2

subject

Has Abstract

pub_date

2003-09-01 00:00:00

pages

649-54

issue

2

eissn

0031-9422

issn

1873-3700

pii

S0031942203002632

journal_volume

64

pub_type

杂志文章
  • A flavone and an unusual 23-carbon terpenoid from Andrographis paniculata.

    abstract::Phytochemical investigation of the roots and aerial parts of Andrographis paniculata Nees yielded a new flavone, 5-hydroxy-7,2',6'-trimethoxyflavone and an unusual 23-carbon terpenoid, 14-deoxy-15-isopropylidene-11,12-didehydroandrographolide together with five known flavonoids and four known diterpenoids. The structu...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(03)00051-7

    authors: Reddy MK,Reddy MV,Gunasekar D,Murthy MM,Caux C,Bodo B

    更新日期:2003-04-01 00:00:00

  • Phytotoxic polyacetylenes from roots of Russian knapweed (Acroptilon repens (L.) DC.).

    abstract::There are several factors thought to assist invasive weeds in colonization of ecosystems. One of these factors is allelopathy, the negative effect of chemicals produced by one plant on neighboring plants, frequently mediated through root exudates and other plant leachates. Acroptilon repens (Asteraceae) is one of the ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2008.07.015

    authors: Quintana N,Weir TL,Du J,Broeckling CD,Rieder JP,Stermitz FR,Paschke MW,Vivanco JM

    更新日期:2008-10-01 00:00:00

  • Tuber borchii fruit body: 2-dimensional profile and protein identification.

    abstract::The formation of the fruit body represents the final phase of the ectomycorrhizal fungus T. borchii life cycle. Very little is known concerning the molecular and biochemical processes involved in the fructification phase. 2-DE maps of unripe and ripe ascocarps revealed different protein expression levels and the compa...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2004.02.012

    authors: Pierleoni R,Buffalini M,Vallorani L,Guidi C,Zeppa S,Sacconi C,Pucci P,Amoresano A,Casbarra A,Stocchi V

    更新日期:2004-04-01 00:00:00

  • Characterisation of triterpenes and new phenolic lipids in Cameroonian propolis.

    abstract::Chemical investigation of a sample of propolis originating from North-Western Cameroon led to the isolation of thirteen alk(en)ylphenols (1-13) (inseparable mixture) along with α-amyrin (14), β-amyrin (15), lupeol (16), cycloartenol (17), mangiferonic acid (18), ambonic acid (19), mangiferolic acid (20), ambolic acid ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2014.07.016

    authors: Kardar MN,Zhang T,Coxon GD,Watson DG,Fearnley J,Seidel V

    更新日期:2014-10-01 00:00:00

  • Isoflavones and anti-inflammatory constituents from the fruits of Psoralea corylifolia.

    abstract::The fruits of Psoralea corylifolia, known as Psoraleae Fructus (Buguzhi in Chinese), are traditionally used for the treatment of spermatorrhea, nephritis, asthma, pollakiuria, and various inflammatory diseases. Three previously undescribed isoflavone derivatives, 7-O-methylcorylifol A, 7-O-isoprenylcorylifol A, and 7-...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2017.08.004

    authors: Chen CH,Hwang TL,Chen LC,Chang TH,Wei CS,Chen JJ

    更新日期:2017-11-01 00:00:00

  • The role of germacrene D as a precursor in sesquiterpene biosynthesis: investigations of acid catalyzed, photochemically and thermally induced rearrangements.

    abstract::Germacrene D is considered as a precursor of many sesquiterpene hydrocarbons. We have investigated the acid catalyzed as well as the photochemically and thermally induced rearrangement processes of germacrene D isolated from several Solidago species, which contain both enantiomers of germacrene D. Enantiomeric mixture...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(00)00266-1

    authors: Bülow N,Konig WA

    更新日期:2000-09-01 00:00:00

  • Biosynthesis of the xanthophyll plectaniaxanthin as a stress response in the red yeast Dioszegia (Tremellales, Heterobasidiomycetes, Fungi).

    abstract::Carotenoid biosynthesis was examined in a phylloplane yeast identified by ITS, 18S and 28S rDNA analysis as a Dioszegia sp. close to D. takashimae. In well-aerated flask or fermentor cultures, this strain produced essentially a single pigment confirmed as the xanthophyll plectaniaxanthin by NMR analysis, at concentrat...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2005.09.010

    authors: Madhour A,Anke H,Mucci A,Davoli P,Weber RW

    更新日期:2005-11-01 00:00:00

  • Tumor promoting diterpenes from Euphorbia leuconeura L.

    abstract::Diterpene esters of the phorbol and ingenol types are known to be highly active tumor promoting agents that typically occur in members of the Euphorbiaceae. In the present work, Euphorbia leuconeura, a rare indoor plant, is analyzed for its tumor promoting potential. Latex as well as total leaf extracts exhibited Epst...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(99)00016-3

    authors: Vogg G,Mattes E,Rothenburger J,Hertkorn N,Achatz S,Sandermann H Jr

    更新日期:1999-05-01 00:00:00

  • Enantiomeric β-carboline dimers from Picrasma quassioides and their anti-hepatoma potential.

    abstract::Four pairs of enantiomeric β-carboline alkaloids, (+/-)-kumudine A-D, along with their biosynthesis-related compound kumudine E, were obtained from the stems of Picrasma quassioides. Their structures, including the absolute configurations, were determined via extensive spectroscopic data combined with electronic circu...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2018.12.002

    authors: Zhao WY,Zhou WY,Chen JJ,Yao GD,Lin B,Wang XB,Huang XX,Song SJ

    更新日期:2019-03-01 00:00:00

  • Cycloartane triterpenoids from Guarea macrophylla.

    abstract::Nine cycloartane triterpenoids, including two new derivatives 22,25-dihydroxy-cycloart-23E-en-3-one and 24-methylenecycloartane-3 beta,22-diol have been isolated from leaves of Guarea macrophylla. The structures were elucidated by interpretation of spectral data, mainly 1H and 13C NMR, including bidimensional analysis...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(02)00123-1

    authors: Lago JH,Roque NF

    更新日期:2002-06-01 00:00:00

  • 13,14-dihydrocoptisine--the genuine alkaloid from Chelidonium majus.

    abstract::The genuine major benzylisoquinoline alkaloid occurring in the traditional medicinal plant greater celandine (Chelidonium majus L.) is 13,14-dihydrocoptisine and not - as described previously - coptisine. Structure of 13,14-dihydrocoptisine was elucidated. The discrepancy between the alkaloid pattern of the living pla...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2015.01.006

    authors: Paulsen J,Yahyazadeh M,Hänsel S,Kleinwächter M,Ibrom K,Selmar D

    更新日期:2015-03-01 00:00:00

  • Dual metabolomics: a novel approach to understanding plant-pathogen interactions.

    abstract::One of the most well-characterised plant pathogenic interactions involves Arabidopsis thaliana and the bacteria Pseudomonas syringae pathovar tomato (Pst). The standard Pst inoculation procedure involves infiltration of large populations of bacteria into plant leaves which means that metabolite changes cannot be readi...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2010.01.006

    authors: Allwood JW,Clarke A,Goodacre R,Mur LA

    更新日期:2010-04-01 00:00:00

  • alpha-Glucosidase inhibitors from the seeds of Syagrus romanzoffiana.

    abstract::Bioassay-guided fractionation against alpha-glucosidase resulted in isolation and characterization of eight active compounds from the EtOH extract of the seeds of Syagrus romanzoffiana. Of these, seven are stilbenoids, and two of them, 13-hydroxykompasinol A (1) and scirpusin C (4), possess potent inhibitory activity ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2007.12.004

    authors: Lam SH,Chen JM,Kang CJ,Chen CH,Lee SS

    更新日期:2008-03-01 00:00:00

  • Profiling of secondary metabolites in root exudates of Arabidopsis thaliana.

    abstract::To explore the chemical composition of root exudates of the model plant Arabidopsis thaliana a workflow for nontargeted metabolite profiling of the semipolar fraction of root exudates was developed. It comprises hydroponic plant cultivation and sampling of root exudates under sterile conditions, sample preparation by ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2014.10.003

    authors: Strehmel N,Böttcher C,Schmidt S,Scheel D

    更新日期:2014-12-01 00:00:00

  • Biotransformation of 20(S)-protopanaxatriol by Mucor spinosus and the cytotoxic structure activity relationships of the transformed products.

    abstract::Biotransformation of 20(S)-protopanaxatriol (1) by the fungus Mucor spinosus AS 3.3450 gave 10 metabolites (2-10), of which 2-5 were previously known. On the basis of NMR and MS analyses, structures 6-10 were established as 12-oxo-23beta-hydroxyl-20(S)-protopanaxatriol (6), 20S,24R-epoxy-dammaran-3beta,6alpha,25-triol...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2007.05.028

    authors: Zhang J,Guo H,Tian Y,Liu P,Li N,Zhou J,Guo D

    更新日期:2007-10-01 00:00:00

  • Ecdysteroids and bufadienolides from Helleborus torquatus (Ranunculaceae).

    abstract::Three bufadienolides, hellebortin A (5-[beta-D-glucopyranosyloxy]-10,14,16-trihydroxy-19-nor-[5beta,10beta,14beta,16beta]-bufa-3,20,22-trienolide [1]), hellebortin B (5-[beta-D-glucopyranosyloxy]-3,4-epoxy-14-hydroxy-19-oxo-bufa-20,22-dienolide [2]) and hellebortin C (5-[beta-D-glucopyranosyloxy]-3,4-epoxy-10,14-dihyd...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(01)00070-x

    authors: Meng Y,Whiting P,Sik V,Rees HH,Dinan L

    更新日期:2001-06-01 00:00:00

  • The effect of growth temperature on the long-chain alkenes composition in the marine coccolithophorid Emiliania huxleyi.

    abstract::The hydrocarbon fraction of a pure culture of Emiliania huxleyi, composed of a mixture of C31, C33, C37 and C38 polyunsaturated n-alkenes, appeared strongly dependent on the growth temperature of the alga between 8 degrees C and 25 degrees C. The total hydrocarbon content increased linearly with decreasing temperature...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(00)00120-5

    authors: Grossi V,Raphel D,Aubert C,Rontani JF

    更新日期:2000-06-01 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

  • Identification and functional expression of a type 2 acyl-CoA:diacylglycerol acyltransferase (DGAT2) in developing castor bean seeds which has high homology to the major triglyceride biosynthetic enzyme of fungi and animals.

    abstract::Seed oil from castor bean (Ricinus communis) contains high amounts of hydroxy fatty acid rich triacylglycerols (TAGs) that can serve as raw material for production of bio-based products such as nylon, cosmetics, lubricants, foams, and surfactants. Diacylglycerol acyltransferase (DGAT) catalyses the terminal reaction i...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2006.09.020

    authors: Kroon JT,Wei W,Simon WJ,Slabas AR

    更新日期:2006-12-01 00:00:00

  • Antiviral benzofurans from Eupatorium chinense.

    abstract::Eleven benzofuran dimers, (+)-dieupachinins A-E, (-)-dieupachinins A-E and dieupachinin F, a benzofuran trimer trieupachinin A, as well as seven known compounds were isolated from the roots of Eupatorium chinense. The enantiomers of racemates dieupachinins A-E were separated by chiral HPLC. The structures with absolut...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2015.11.013

    authors: Wang WJ,Wang L,Liu Z,Jiang RW,Liu ZW,Li MM,Zhang QW,Dai Y,Li YL,Zhang XQ,Ye WC

    更新日期:2016-02-01 00:00:00

  • Verbascoside derivatives and iridoid glycosides from Penstemon crandallii.

    abstract::The new phenylethanoid glycosides 2-O-acetyl-3'''-O-methylverbascoside and 2,4"-di-O-acetyl-3'''-O-methylverbascoside were isolated and identified from Penstemon crandallii. The major iridoid glycoside was plantarenaloside and no aucubin type iridoids were found. This contrasted with a previous analysis of P. teucrioi...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/0031-9422(95)00172-4

    authors: Ismail LD,el-Azizi MM,Khalifa TI,Stermitz FR

    更新日期:1995-08-01 00:00:00

  • A "flavone-polysaccharide" redefined as a mixture of 6-methoxyluteolin penta- and hexa-O-glycosides.

    abstract::The incomplete structure proposed in 1972 for a unique "flavone-polysaccharide" compound, MF-1, from the liverwort Monoclea forsteri, has been re-examined. Rather than the proposed 8-methoxyluteolin structure with polysaccharides attached to the 7- and 4'-hydroxyls, MF-1 has been shown to be primarily a mixture of pen...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(03)00199-7

    authors: Markham KR

    更新日期:2003-07-01 00:00:00

  • Differential inhibition of Helicoverpa armigera gut proteinases by proteinase inhibitors of pigeonpea (Cajanus cajan) and its wild relatives.

    abstract::The seeds of 36 pigeonpea [Cajanus cajan (L) Millsp.] cultivars, resistant and susceptible to pests and pathogens and 17 of its wild relatives were analysed for inhibitors of trypsin, chymotrypsin, and insect gut proteinases to identify potential inhibitors of insect (Helicoverpa armigera) gut enzymes. Proteinase inhi...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(03)00375-3

    authors: Chougule NP,Hivrale VK,Chhabda PJ,Giri AP,Kachole MS

    更新日期:2003-10-01 00:00:00

  • Chemical and genetic diversity of Ligularia vellerea in Yunnan, China.

    abstract::Intra-specific diversity in Liularia vellerea growing in the northwestern to central Yunnan province of China was studied by chemical and genetic approaches. Samples collected in the Jianchuan, Lijiang, and Zhongdian areas contained 6,15-dioxygenated furanoeremophilanes as their major components (type A); whereas samp...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2007.12.001

    authors: Tori M,Nakamizo H,Mihara K,Sato M,Okamoto Y,Nakashima K,Tanaka M,Saito Y,Sono M,Gong X,Shen Y,Hanai R,Kuroda C

    更新日期:2008-03-01 00:00:00

  • Metabolism and detoxification of phytoalexins and analogs by phytopathogenic fungi.

    abstract::To date, the many examples reporting that fungal pathogens can efficiently detoxify phytoalexins provide strong evidence that the pathogenicity and/or virulence of some fungi is linked to their ability to detoxify their hosts' phytoalexins. The pathways used by plant pathogenic fungi to metabolize and detoxify phytoal...

    journal_title:Phytochemistry

    pub_type: 杂志文章,评审

    doi:10.1016/j.phytochem.2004.12.032

    authors: Pedras MS,Ahiahonu PW

    更新日期:2005-02-01 00:00:00

  • Structure-activity relationships of flavonoids for vascular relaxation in porcine coronary artery.

    abstract::Flavonoids are polyphenolic compounds that are widespread in the plant kingdom, and structure-activity relationships (SAR) for vascular relaxation effects were examined for 17 of them using porcine coronary arteries. Density functional theory was employed to calculate the chemical parameters of these compounds. The or...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2007.02.013

    authors: Xu YC,Leung SW,Yeung DK,Hu LH,Chen GH,Che CM,Man RY

    更新日期:2007-04-01 00:00:00

  • Accumulation of trans-piceid in sorghum seedlings infected with Colletotrichum sublineolum.

    abstract::Sorghum SbSTS1, a pathogen inducible gene, was previously demonstrated to encode an enzyme with stilbene synthase activity. In this study, we attempt to identify the stilbene derivatives that accumulate in infected sorghum seedlings after inoculation with the anthracnose pathogen Colletotrichum sublineolum. Scanning f...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2007.09.012

    authors: Yu CK,Shih CH,Chu IK,Lo C

    更新日期:2008-02-01 00:00:00

  • A galloylated cyanogenic glycoside from the Australian endemic rainforest tree Elaeocarpus sericopetalus (Elaeocarpaceae).

    abstract::A cyanogenic glycoside - 6'-O-galloylsambunigrin - has been isolated from the foliage of the Australian tropical rainforest tree species Elaeocarpus sericopetalus F. Muell. (Elaeocarpaceae). This is the first formal characterisation of a cyanogenic constituent in the Elaeocarpaceae family, and only the second in the o...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2006.03.022

    authors: Miller RE,Stewart M,Capon RJ,Woodrow IE

    更新日期:2006-07-01 00:00:00

  • Discovery of a stable vitamin C glycoside in crab apples (Malus sylvestris).

    abstract::Non-targeted LC-MS metabolomics on fruit of three wild and domesticated apple species (Malus sylvestris, M. sieversii and M. domestica) showed that two crab apple (M. sylvestris) accessions were distinguished by high concentrations of an ascorbic acid glycoside (AAG). This was partly purified, but key NMR signals were...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2020.112297

    authors: Richardson AT,Cho J,McGhie TK,Larsen DS,Schaffer RJ,Espley RV,Perry NB

    更新日期:2020-05-01 00:00:00

  • Characterization of recombinant nitrile-specifier proteins (NSPs) of Arabidopsis thaliana: dependency on Fe(II) ions and the effect of glucosinolate substrate and reaction conditions.

    abstract::Glucosinolates are plant secondary metabolites that are part of a plant defence system against pathogens and pests, the myrosinase-glucosinolate system, in which glucosinolates get activated by enzymic degradation through thioglucoside glucohydrolases called myrosinases. Epithiospecifier protein (ESP) and nitrile-spec...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2012.08.004

    authors: Kong XY,Kissen R,Bones AM

    更新日期:2012-12-01 00:00:00