Aromatic compounds produced by Periconia atropurpurea, an endophytic fungus associated with Xylopia aromatica.

Abstract:

:6,8-Dimethoxy-3-(2'-oxo-propyl)-coumarin (1) and 2,4-dihydroxy-6-[(1'E,3'E)-penta-1',3'-dienyl]-benzaldehyde (2), in addition to the known compound periconicin B (3), were isolated from the ethyl acetate extract of Periconia atropurpurea, an endophytic fungus obtained from the leaves of Xylopia aromatica, a native plant of the Brazilian Cerrado. Their chemical structures were assigned based on analyses of MS, 1D and 2D-NMR spectroscopic experiments. Biological analyses were performed using two mammalian cell lines, human cervix carcinoma (HeLa) and Chinese hamster ovary (CHO). The results showed that compound 1 had no effect when compared to the control group, which was treated with the vehicle (DMSO). Compound 2 was able to induce a slight increase in cell proliferation of HeLa (37% of increase) and CHO (38% of increase) cell lines. Analysis of compound 3 showed that it has potent cytotoxic activity against both cell lines, with an IC50 of 8.0 microM. Biological analyses using the phytopathogenic fungi Cladosporium sphaerospermum and C. cladosporioides revealed that also 2 showed potent antifungal activity compared to nystatin.

journal_name

Phytochemistry

journal_title

Phytochemistry

authors

Teles HL,Sordi R,Silva GH,Castro-Gamboa I,Bolzani Vda S,Pfenning LH,de Abreu LM,Costa-Neto CM,Young MC,Araújo AR

doi

10.1016/j.phytochem.2006.09.005

subject

Has Abstract

pub_date

2006-12-01 00:00:00

pages

2686-90

issue

24

eissn

0031-9422

issn

1873-3700

pii

S0031-9422(06)00569-3

journal_volume

67

pub_type

杂志文章
  • Changes in wheat leaf phenolome in response to cold acclimation.

    abstract::A study of wheat (Triticum aestivum L.) leaves phenolome was carried out during cold acclimation of the winter (Claire) and spring (Bounty) varieties using a combination of HPLC-ESI-MS techniques. A total of 40 phenolic and flavonoid compounds were identified, and consisted mainly of two coumarin derivatives, eight si...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2011.08.021

    authors: Moheb A,Ibrahim RK,Roy R,Sarhan F

    更新日期:2011-12-01 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

  • Flavonoids, including an unusual flavonoid-Mg2+ salt, from roots of Cudrania cochinchinensis.

    abstract::Four flavonoids with 2',4'-di-oxygenated B-rings, cochinchinol A (1), cochinchinol B (2), (2R,3R)-4',7-dihydroxy-2',5-dimethoxydihydroflavonol (3), 4',7-dihydroxy-2',5-dimethoxyflavonol (4), along with 11 known compounds, were isolated from an ethanolic extract of the roots of Cudrania cochinchinensis. Their structure...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2005.09.015

    authors: Zhang P,Feng Z,Wang Y

    更新日期:2005-12-01 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

  • Fatty acids of some algae from the Bohai Sea.

    abstract::The fatty acid compositions of 22 species of marine macrophytes, belonging to the Ceramiales, Cryptonemiales, Nemalionales, Laminariales, Chordariales, Scytosiphonales, Desmarestiales, Dictyosiphonales, Fucales, Dictyotales and Ulvales and collected from the Bohai Sea, were determined by capillary gas chromatography. ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(01)00437-x

    authors: Li X,Fan X,Han L,Lou Q

    更新日期:2002-01-01 00:00:00

  • Xanthones from Hypericum roeperanum.

    abstract::Four new xanthones have been isolated from the roots of Hypericum roeperanum. Their structures have been established by a combination of spectroscopic and chemical methods as 1,6-dihydroxy-5-methoxy-4',5'-dihydro-4',4',5'-trimethylfurano- (2',3':3,4)-xanthone (5-O-methyl-2-deprenylrheediaxanthone B), 1,6-dihydroxy-5-m...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/0031-9422(96)00284-1

    authors: Rath G,Potterat O,Mavi S,Hostettmann K

    更新日期:1996-09-01 00:00:00

  • A arylnaphthalene lignan from Haplophyllum buxbaumii.

    abstract::Haplophyllum buxbaumii has yielded a new diphyllin glycoside, which was characterized as 4-O-{bis-alpha-L-xylopyranosyl (1-->2, 1-->5) beta-D-apiofuranosyloxy}-6,7-dimethoxy-1-(3,4-methylenedioxyphenyl)-3-hydroxymethyl naphthalene-2-carboxylic acid lactone. Taiwanin-H is also reported for the first time from a member ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(98)00222-2

    authors: Al-Abed Y,Abu-Zarga M,Sabri S,Atta-Ur-Rahman,Voelter W

    更新日期:1998-11-20 00:00:00

  • Interconverting flavonostilbenes with antibacterial activity from Sophora alopecuroides.

    abstract::Five flavonostilbenes (alopecurones H, I, J, K and L) and five known ones were isolated from roots of Sophora alopecuroides, in addition to ten other phenolic compounds. A non-enzymatic interconversion of the lavandulyl-substituted flavonostilbenes was observed among alopecurones A, H, I, and K through a Wessely-Moser...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2015.02.022

    authors: Wan CX,Luo JG,Ren XP,Kong LY

    更新日期:2015-08-01 00:00:00

  • Chlorantholides A-F, eudesmane-type sesquiterpene lactones from Chloranthus elatior.

    abstract::Six eudesmane-type sesquiterpene lactones, named chlorantholides A-F, were isolated from the ethanol extract of Chloranthus elatior (Chloranthaceae) together with 12 known compounds. Their structures were elucidated on the basis of extensive spectroscopic analysis, and their absolute configurations were studied by the...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2012.02.008

    authors: Wang F,Zhou DS,Wei GZ,Ren FC,Liu JK

    更新日期:2012-05-01 00:00:00

  • Composition of cuticular waxes coating flag leaf blades and peduncles of Triticum aestivum cv. Bethlehem.

    abstract::The work herein presents comprehensive analyses of the cuticular wax mixtures covering the flag leaf blade and peduncle of bread wheat (Triticum aestivum) cv. Bethlehem. Overall, Gas Chromatography-Mass Spectrometry and Flame Ionization Detection revealed a wax coverage of flag leaf blades (16 μg/cm(2)) a third that o...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2016.05.003

    authors: Racovita RC,Hen-Avivi S,Fernandez-Moreno JP,Granell A,Aharoni A,Jetter R

    更新日期:2016-10-01 00:00:00

  • The latest hype on Hyp-O-glycosylation codes.

    abstract::Contemporary glycobiology reflects the intense interest in glycoproteins and their biological roles. Addition of saccharides by N- or O-glycosylation is precise rather than random and forms a uniquely interactive molecular surface. We designate these well conserved glycomotifs as glycomodules to emphasize their functi...

    journal_title:Phytochemistry

    pub_type: 杂志文章,评审

    doi:10.1016/s0031-9422(01)00029-2

    authors: Kieliszewski MJ

    更新日期:2001-06-01 00:00:00

  • Triglucosylation on the biotransformation of (+)-menthol by cultured cells of Eucalyptus perriniana.

    abstract::Cultured cells of Eucalyptus perriniana biotransformed (+)-menthol to its gentiobioside and triglucoside [2,6-di-O-(beta-D-glucopyranosyl)-beta-D-glucopyranoside]. The structures of these compounds were determined by means of NMR techniques. ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/0031-9422(91)85025-u

    authors: Orihara Y,Miyatake H,Furuya T

    更新日期:1991-01-01 00:00:00

  • A proteomic approach to studying plant response to crenate broomrape (Orobanche crenata) in pea (Pisum sativum).

    abstract::Crenate broomrape (Orobanche crenata) is a parasitic plant that threatens legume production in Mediterranean areas. Pea (Pisum sativum) is severely affected, and only moderate levels of genetic resistance have so far been identified. In the present work we selected the most resistant accession available (Ps 624) and c...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2004.03.029

    authors: Angeles Castillejo M,Amiour N,Dumas-Gaudot E,Rubiales D,Jorrín JV

    更新日期:2004-06-01 00:00:00

  • Conjugated fatty acids accumulate to high levels in phospholipids of metabolically engineered soybean and Arabidopsis seeds.

    abstract::Expression of Delta(12)-oleic acid desaturase-related fatty acid conjugases from Calendula officinalis, Momordica charantia, and Vernicia fordii in seeds of soybean (Glycine max) or an Arabidopsis thaliana fad3/fae1 mutant was accompanied by the accumulation of the conjugated fatty acids calendic acid or alpha-eleoste...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2006.04.013

    authors: Cahoon EB,Dietrich CR,Meyer K,Damude HG,Dyer JM,Kinney AJ

    更新日期:2006-06-01 00:00:00

  • alpha-D-Glucuronosyl-(1-->3)-L-galactose, an unusual disaccharide from polysaccharides of the hornwort Anthoceros caucasicus.

    abstract::Acid hydrolysis of cell wall-rich material from thalli of the hornwort Anthoceros caucasicus yielded substantial amounts of an unusual disaccharide (1). Hydrolysis of 1 yielded only GlcA, Gal and unhydrolysed 1. Compound 1 was identified as alpha-D-GlcpA-(1-->3)-L-Gal by 1H and 13C NMR spectroscopic analysis and by th...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(03)00330-3

    authors: Popper ZA,Sadler IH,Fry SC

    更新日期:2003-09-01 00:00:00

  • Saponins from Astragalus hareftae (NAB.) SIRJ.

    abstract::Four cycloartane- (hareftosides A-D) and oleanane-type triterpenoids (hareftoside E) were isolated from Astragalus hareftae along with fifteen known compounds. Structures of the compounds were established as 3,6-di-O-β-D-xylopyranosyl-3β,6α,16β,24(S),25-pentahydroxycycloartane, 3,6,24-tri-O-β-D-xylopyranosyl-3β,6α,16β...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2012.07.015

    authors: Horo I,Bedir E,Masullo M,Piacente S,Ozgökçe F,Alankuş-Çalışkan O

    更新日期:2012-12-01 00:00:00

  • Steroidal alkaloid saponins and steroidal saponins from Solanum surattense.

    abstract::A rare 16β-H steroidal alkaloid saponin (1), an avenacoside-type saponin (2), two steroidal saponins (4, 5), one revised-structure steroidal saponin (3) and six known compounds (6-11) were isolated from aerial parts of Solanum surattense Burm. f. Their structures were established on the basis of physical data, as well...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2011.01.028

    authors: Lu Y,Luo J,Kong L

    更新日期:2011-05-01 00:00:00

  • Functional characterization of domains in AtTRB1, a putative telomere-binding protein in Arabidopsis thaliana.

    abstract::Telomeres are nucleoprotein structures ensuring the stability of eukaryotic chromosome ends. Two protein families, TRFL (TFL-Like) and SMH (Single-Myb-Histone), containing a specific telobox motif in their Myb domain, have been identified as potential candidates involved in a functional nucleoprotein structure analogo...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2008.04.001

    authors: Mozgová I,Schrumpfová PP,Hofr C,Fajkus J

    更新日期:2008-06-01 00:00:00

  • Plant metabolomics: large-scale phytochemistry in the functional genomics era.

    abstract::Metabolomics or the large-scale phytochemical analysis of plants is reviewed in relation to functional genomics and systems biology. A historical account of the introduction and evolution of metabolite profiling into today's modern comprehensive metabolomics approach is provided. Many of the technologies used in metab...

    journal_title:Phytochemistry

    pub_type: 杂志文章,评审

    doi:10.1016/s0031-9422(02)00708-2

    authors: Sumner LW,Mendes P,Dixon RA

    更新日期:2003-03-01 00:00:00

  • Vanillin.

    abstract::Vanillin (4-hydroxy-3-methoxybenzaldehyde) is an important flavour and aroma molecule, but is also of interest because of its biogenetic relationship to the phenylpropanoid pathway and to other molecules of physiological significance, notably salicylate. Recent progress towards characterisation of the biosynthesis of ...

    journal_title:Phytochemistry

    pub_type: 杂志文章,评审

    doi:10.1016/s0031-9422(03)00149-3

    authors: Walton NJ,Mayer MJ,Narbad A

    更新日期:2003-07-01 00:00:00

  • Biosynthesis of unusual monocyclic alkenes by the diatom Rhizosolenia setigera (Brightwell).

    abstract::Novel, polyunsaturated monocyclic sester- and triterpenes isolated from the diatom Rhizosolenia setigera (Brightwell), are biosynthesised mainly via the mevalonate pathway. The experiments involved incubation of the alga with [1-(13)C]acetate, isolation of the alkenes by extraction and silver ion HPLC, followed by det...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2004.02.019

    authors: Massé G,Belt ST,Rowland SJ

    更新日期:2004-04-01 00:00:00

  • p-coumaric acid esters from Tanacetum longifolium.

    abstract::Two new long chain alkyl p-coumaric acid esters (2-3) along with eicosanyl trans-p-coumarate (1) were isolated from chloroform extract of the roots of Tanacetum longifolium. The structures of new compounds were assigned as 21'-hydroxyheneicosanyl-4-hydroxy-(cis and trans) p-coumarate (2a, 2b) and 27'-hydroxy heptacosa...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2003.08.023

    authors: Mahmood U,Kaul VK,Acharya R,Jirovetz L

    更新日期:2003-10-01 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

  • Fatty acid profiling and multivariate analysis in the genus Leucas reveals its nutritional, pharmaceutical and chemotaxonomic significance.

    abstract::Genus Leucas with about 41 species found in India, is an Asian genus with separation from its close relatives in Africa based on phylogenetic evidence. Present study represents the only comprehensive phytochemical investigation on this genus. We have analyzed the seed fatty acid compositions of 26 species and five var...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2017.07.007

    authors: Choudhary AK,Sunojkumar P,Mishra G

    更新日期:2017-11-01 00:00:00

  • Current trends in microbial steroid biotransformation.

    abstract::Microbial transformations of various steroids are reviewed. Developmental studies on immobilization of microbial cells, techniques for selective transformation and better yields of desired metabolites are highlighted. The present position of microbial biotechnology in the steroid drug industry and the future prospects...

    journal_title:Phytochemistry

    pub_type: 杂志文章,评审

    doi:10.1016/s0031-9422(00)90685-x

    authors: Mahato SB,Majumdar I

    更新日期:1993-11-01 00:00:00

  • Purification and characterization of a protein phosphatase from winged bean.

    abstract::A protein phosphatase (WbPP) has been purified from the soluble fraction of the winged bean (Psophocarpus tetragonolobus) shoot extract. The preparation is essentially homogenous as shown by the constant specific activity of the enzyme across the peak fractions, eluted from the thiophosphorylated histone-Sepharose aff...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/s0031-9422(98)00473-7

    authors: Ganguly S,Singh M

    更新日期:1999-09-01 00:00:00

  • Triterpenoid glycosides from Adina rubella.

    abstract::Two new triterpenoid glycosides, quinovic acid-3 beta-O-beta-D- glucopyranosyl-(1-->4)-alpha-L-rhamnopyranoside and quinovic acid-3 beta-O-beta-D-glucopyranosyl-(1-->3)-beta-D-fucopyranoside (named rubelloside A and B, respectively), were isolated from roots of Adina rubella. Their structures were elucidated by spectr...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/0031-9422(95)00119-r

    authors: Fang SY,He ZS,Gao JH,Wang P

    更新日期:1995-07-01 00:00:00

  • Characterization of bispecific caffeic acid/5-hydroxyferulic acid O-methyltransferase from aspen.

    abstract::Bispecific O-methyltransferase (OMT, EC 2.1.1.68) which catalyses the meta-specific methylation of caffeic acid and 5-hydroxyferulic acid was purified to homogeneity from the developing secondary xylem of aspen (Populus tremuloides). The enzyme was purified by conventional techniques and affinity chromatography on S-a...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/0031-9422(92)83093-e

    authors: Bugos RC,Chiang VL,Campbell WH

    更新日期:1992-05-01 00:00:00

  • A previously undescribed phenylethanoid glycoside from Callicarpa kwangtungensis Chun acts as an agonist of the Na/K-ATPase signal transduction pathway.

    abstract::The new concept that Na/K-ATPase acts as a receptor prompted us to look for new ligands from Callicarpa kwangtungensis Chun. Using column chromatography, an undescribed phenethyl alcohol glycoside, callicarpanoside A, and an undescribed benzyl alcohol glycoside, callicarpanoside B, along with twelve known polyphenols ...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2020.112577

    authors: Xu Y,Jiang X,Xu J,Qu W,Xie Z,Jiang RW,Feng F

    更新日期:2021-01-01 00:00:00

  • Pyranonaphthoquinone and anthraquinone derivatives from Ventilago harmandiana and their potent anti-inflammatory activity.

    abstract::The chemical study on the heartwoods extract of Ventilago harmandiana (Rhamnaceae) resulted in the isolation of ten previously undescribed pyranonaphthoquinones (ventilanones A-J), an undescribed anthraquinone (ventilanone K), together with eight known anthraquinone derivatives. Their structures were elucidated by ext...

    journal_title:Phytochemistry

    pub_type: 杂志文章

    doi:10.1016/j.phytochem.2019.112182

    authors: Panthong K,Hongthong S,Kuhakarn C,Piyachaturawat P,Suksen K,Panthong A,Chiranthanut N,Kongsaeree P,Prabpai S,Nuntasaen N,Reutrakul V

    更新日期:2020-01-01 00:00:00