Hyphenated NMR methods in natural products research, part 1: direct hyphenation.

Abstract:

:This review describes the current status of the development of techniques combining liquid chromatography and nuclear magnetic resonance and their use in the context of natural products. HPLC-NMR methods have a rapidly growing impact on natural products research by enabling structure determination of natural products directly from small amounts of extracts, i. e., prior to the investment in an often lengthy and laborious preparative-scale isolation process. This speeds up extract dereplication and helps to avoid re-isolation of already known extract constituents. Direct HPLC-NMR hyphenation techniques, defined as methods in which NMR spectra are recorded using the HPLC eluate, are described. The recently developed indirect HPLC-NMR method employing an automated solid-phase extraction interface between HPLC and NMR, which replaces the chromatographic solvent with a different solvent for NMR data acquisition, is described in the second part of this review.

journal_name

Planta Med

journal_title

Planta medica

authors

Jaroszewski JW

doi

10.1055/s-2005-871298

subject

Has Abstract

pub_date

2005-08-01 00:00:00

pages

691-700

issue

8

eissn

0032-0943

issn

1439-0221

journal_volume

71

pub_type

杂志文章,评审
  • Aescin protection of human vascular endothelial cells exposed to cobalt chloride mimicked hypoxia and inflammatory stimuli.

    abstract::Human vascular endothelial cells (HUVECs) were exposed to CoCl2 as an in vitro model of hypoxia. Expression of VCAM-1 (vascular cell adhesion molecule), reduction of PECAM-1 (platelet endothelial cell adhesion molecule) and cytoskeletal changes without alterations in cell viability were observed. HUVECs were also expo...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2007-967118

    authors: Montopoli M,Froldi G,Comelli MC,Prosdocimi M,Caparrotta L

    更新日期:2007-03-01 00:00:00

  • Effect of gomisin A in an immunologically-induced acute hepatic failure model.

    abstract::Guinea pigs were sensitized with trinitrophenylated liver macromolecular protein fraction (TNP-LP1) prepared by using sodium trinitrobenzenesulfonate of strong immunogenicity as the hapten and LP1 as the carrier protein. The administration of trinitrophenylated hepatocytes and lipopolysaccharide to these TNP-LP1-sensi...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-960006

    authors: Mizoguchi Y,Shin T,Kobayashi K,Morisawa S

    更新日期:1991-02-01 00:00:00

  • Effect of the Hydroethanolic Extract from Echinodorus grandiflorus Leaves and a Fraction Enriched in Flavone-C-Glycosides on Antigen-Induced Arthritis in Mice.

    abstract::The leaves of Echinodorus grandiflorus are traditionally used in Brazil to treat several inflammatory conditions, including arthritis. This study aimed to investigate the antiarthritis activity of the 70% ethanol extract of E. grandiflorus leaves and a standardized flavonoid-rich fraction in an antigen-induced arthrit...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0035-1568200

    authors: Garcia Ede F,de Oliveira MA,Candido LC,Coelho FM,Costa VV,Queiroz-Junior CM,Boff D,Amaral FA,de Souza Dda G,Teixeira MM,Braga FC

    更新日期:2016-03-01 00:00:00

  • Antihyperglycemic effect of andrographolide in streptozotocin-induced diabetic rats.

    abstract::The antihyperglycemic action of andrographolide, an active principle in the leaves of Andrographis paniculata (Burm. f.) Nees, was investigated in streptozotocin-induced diabetic rats (STZ-diabetic rats). Oral treatment of andrographolide decreased the plasma glucose concentrations of STZ-diabetic rats in a dose-depen...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2003-45185

    authors: Yu BC,Hung CR,Chen WC,Cheng JT

    更新日期:2003-12-01 00:00:00

  • Sesquiterpenoids from Inula racemosa Hook. f. inhibit nitric oxide production.

    abstract::A novel trinorsesquiterpene (1), three new (2-4), and 10 known sesquiterpenes were isolated from the roots of Inula racemosa Hook. f. The structures and absolute configurations of the new sesquiterpenes were elucidated by extensive spectroscopic and computational methods. All compounds were evaluated for their inhibit...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0031-1280294

    authors: Zhang SD,Qin JJ,Jin HZ,Yin YH,Li HL,Yang XW,Li X,Shan L,Zhang WD

    更新日期:2012-01-01 00:00:00

  • Composition and antifungal activity of the essential oil of Solidago chilensis.

    abstract::Volatile constituents of the essential oils from leaves and inflorescences of Solidago chilensis Meyen were analyzed by GC-FID, GC-MS and 13C-NMR and thirty-six different compounds were identified. Pumiloxide, an unusual labdane diterpene, was found to be one of the major components in both oils (15.3 % and 12.3 %, re...

    journal_title:Planta medica

    pub_type: 信件

    doi:10.1055/s-2002-20253

    authors: Vila R,Mundina M,Tomi F,Furlán R,Zacchino S,Casanova J,Cañigueral S

    更新日期:2002-02-01 00:00:00

  • Anti-inflammatory effect of the oligomeric stilbene alpha-Viniferin and its mode of the action through inhibition of cyclooxygenase-2 and inducible nitric oxide synthase.

    abstract::The anti-inflammatory activity of alpha-viniferin, a trimer of resveratrol, has been demonstrated in an animal model of carrageenin-induced paw edema, and inhibitory effects of the compound on cyclooxygenase (COX) and inducible nitric oxide synthase (iNOS) have been investigated in order to understand the mode of the ...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2003-42787

    authors: Chung EY,Kim BH,Lee MK,Yun YP,Lee SH,Min KR,Kim Y

    更新日期:2003-08-01 00:00:00

  • Action of 2-hydroxy-4,6-dimethoxyacetophenone isolated from Sebastiania schottiana.

    abstract::The inhibitory action of the major constituent of Sebastiania schottiana (Euphorbiaceae), 2-hydroxy-4,6-dimethoxyacetophenone (xanthoxyline) on contractions induced by agonists and electrical stimulation of smooth and cardiac muscle preparations was analysed. Xanthoxyline (30 to 300 microM) inhibited contractions of t...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-960878

    authors: Calixto JB,Miguel OG,Yunes RA,Rae GA

    更新日期:1990-02-01 00:00:00

  • Antiproliferative effects of abietane diterpenes from Aegiphila lhotzkyana.

    abstract::Five abietane diterpenes were isolated from a hexane extract obtained from the roots of Aegiphila lhotzkyana and identified as uncinatone, cyrtophyllone B, teunvicenone E, sugiol and 12,16-epoxy-11,14-dihydroxy-6-methoxy-17(15 - 16)- abeo-abieta-5,8, 11,13,15-pentaene-3,7-dione. The last compound has only been describ...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2004-815499

    authors: Costa-Lotufo LV,Silveira ER,Barros MC,Lima MA,De Moraes ME,De Moraes MO,Pessoa C

    更新日期:2004-02-01 00:00:00

  • [Biologically active compounds from the aqueous extract of Urtica dioica].

    abstract::From the water extract of the roots of Urtica dioica (stinging nettle) a polysaccharide fraction was isolated which revealed activity in the carrageenan rat paw edema model and lymphocyte transformation test. Ion exchange chromatography and gel filtration of this fraction afforded 4 different polysaccharides, one of w...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-962062

    authors: Wagner H,Willer F,Kreher B

    更新日期:1989-10-01 00:00:00

  • Ampelopsin prevents apoptosis induced by H2O2 in MT-4 lymphocytes.

    abstract::Human immunodeficiency virus (HIV) infection can result in oxidative stress through production of reactive oxygen species (ROS). Simultaneously, oxidative stress is able to activate the replication of virus and lead to the apoptosis of T lymphocytes which is the defense of the immune function. Ampelopsin, belonging to...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2008-1034317

    authors: Ye J,Guan Y,Zeng S,Liu D

    更新日期:2008-02-01 00:00:00

  • Novel Piperidine and 3,4-dihydro-2H-pyrrole Alkaloids from Tilia platyphyllos and Tilia cordata Flowers.

    abstract::Lime flowers, traditionally used for medical purposes for the treatment of symptoms of the common cold and mental stress, consist of the dried inflorescences including the floral bracts of Tilia cordata, Tilia platyphyllos, Tilia × vulgaris, or mixtures thereof. During phytochemical investigations, 6 different alkaloi...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/a-1340-0099

    authors: Symma N,Bütergerds M,Sendker J,Petereit F,Hake A,Düfer M,Hensel A

    更新日期:2021-01-12 00:00:00

  • Structure-activity relationship of triterpenes and triterpenoid glycosides against tobacco mosaic virus.

    abstract::A new activity of triterpenes and triterpenoid glycosides against phytovirus has been found. Based on the anti-TMV replication activity in vivo, 47 triterpenes and triterpenoid glycosides were screened through the leaf-disk method together with indirect ELISA. Structure-activity relationships were analyzed according t...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2007-990263

    authors: Zhang ZK,Ouyang MA,Wu ZJ,Lin QY,Xie LH

    更新日期:2007-11-01 00:00:00

  • Cnidicin, a coumarin, from the root of Angelica koreana, inhibits the degranulation of mast cell and the NO generation in RAW 264.7 cells.

    abstract::Cnidicin (1) and five related coumarins were isolated from the root extract of Angelica koreana (Umbelliferae) as active principles responsible for the inhibitory effect on the degranulation process of cultured mast cells. Cnidicin (1) demonstrated a significant inhibition upon the release of beta-hexosaminidase from ...

    journal_title:Planta medica

    pub_type: 信件

    doi:10.1055/s-2001-11509

    authors: Ryu SY,Kou NY,Choi HS,Ryu H,Kim TS,Kim KM

    更新日期:2001-03-01 00:00:00

  • New acylated clionasterol glycosides from Valeriana officinalis.

    abstract::The chloroform extract of Valeriana officinalis led to the isolation of clionasterol-3-O-beta-D-glucopyranoside and a mixture of 6'-O-acyl-beta-D-glucosyl-clionasterols. The acyl moieties were identified as hexadecanoyl, 8 E,11 E-octadecadienoyl and 14-methylpentadecanoyl by alkaline hydrolysis followed by GC-MS analy...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2005-864179

    authors: Pullela SV,Choi YW,Khan SI,Khan IA

    更新日期:2005-10-01 00:00:00

  • Antioxidant effects of 1,5-anhydro-D-fructose, a new natural sugar, in vitro.

    abstract::The antioxidant effects of 1,5-anhydro-D-fructose (1,5-AF), a unique anhydrohexulose, were studied in 1,1-diphenyl-2-picrylhydrazyl (DPPH) solution, in human cells along with lipid peroxidation of low-density lipoprotein (LDL). We have confirmed that 1,5-AF scavenges DPPH radicals directly in solution and inhibits the...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2002-20050

    authors: Yamaji K,Sarker KP,Maruyama I,Hizukuri S

    更新日期:2002-01-01 00:00:00

  • Inhibition of activator protein 1 activity by berberine in human hepatoma cells.

    abstract::Activator protein 1 (AP-1) is a transcription factor which plays a critical role in inflammation and carcinogenesis. The present study was conducted to investigate the effect of berberine, an isoquinoline alkaloid present in plants of the genera Berberis and Coptis, on the activity of AP-1 using a reporter gene assay ...

    journal_title:Planta medica

    pub_type: 信件

    doi:10.1055/s-2006-960795

    authors: Fukuda K,Hibiya Y,Mutoh M,Koshiji M,Akao S,Fujiwara H

    更新日期:1999-05-01 00:00:00

  • Involvement of nitric oxide in the mediation of the hypotensive action of the essential oil of Mentha x villosa in normotensive conscious rats.

    abstract::Recently, we showed that intravenous (i.v.) treatment with the essential oil of Mentha x villosa (EOMV) in pentobarbitone-anaesthetised rats decreased blood pressure; the effect occurred independently of the presence of an operational central autonomic drive to the cardiovascular system. This finding suggested that th...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2002-33797

    authors: Lahlou S,Magalhães PJ,Carneiro-Leão RF,Leal-Cardoso JH

    更新日期:2002-08-01 00:00:00

  • Intestinal transport of 3,6'-disinapoylsucrose, a major active component of Polygala tenuifolia, using Caco-2 cell monolayer and in situ rat intestinal perfusion models.

    abstract::3,6'-Disinapoylsucrose is a major active component of the herb Polygala tenuifolia which has long been used for relieving tranquilization, uneasiness of the mind, and improving learning and memory. Our previous study found that 3,6'-disinapoylsucrose had a very low oral bioavailability. Its mechanisms of absorption in...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0033-1350794

    authors: Chen Y,Liu X,Pan R,Zhu X,Steinmetz A,Liao Y,Wang N,Peng B,Chang Q

    更新日期:2013-10-01 00:00:00

  • Flavonol glycosides from Calendula officinalis flowers.

    abstract::Seven flavonol 3- O-glycosides were isolated from the flowers of CALENDULA OFFICINALIS L. Their structures were elucidated as isorhamnetin 3- O-glucoside, rutinoside, neohesperidoside, 2 (G)-rhamnosylrutinoside, quercetin glucoside, neohesperidoside, and 2 (G)-rhamnosylrutinoside by paper and thin layer chromatography...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-961831

    authors: Vidal-Ollivier E,Elias R,Faure F,Babadjamian A,Crespin F,Balansard G,Boudon G

    更新日期:1989-02-01 00:00:00

  • Effect of a lignan-enriched fructus schisandrae extract on hepatic glutathione status in rats: protection against carbon tetrachloride toxicity.

    abstract::The effect of a lignan-enriched extract of the fruits of Schisandra chinensis (FS) on hepatic glutathione (GSH) status was examined in both control and carbon tetrachloride (CCl4)-treated rats. FS treatment caused a dose-dependent enhancement in hepatic GSH status, as evidenced by significant increases in hepatic GSH ...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-958032

    authors: Ko KM,Ip SP,Poon MK,Wu SS,Che CT,Ng KH,Kong YC

    更新日期:1995-04-01 00:00:00

  • 9'-Epi-3β,3'β-dimethylxestospongin C, a new macrocyclic diamine alkaloid from the Hainan sponge Neopetrosia exigua.

    abstract::A new BIS-1-oxaquinolizidine alkaloid, 9'- EPI-3 β,3' β-dimethylxestospongin C (2), and three known related analogues have been isolated from the Hainan sponge Neopetrosia exigua. ...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0030-1250164

    authors: Li Y,Qin S,Guo YW,Gu YC,van Soest RW

    更新日期:2011-01-01 00:00:00

  • A novel stilbene glucoside, oxyresveratrol 3'-O-beta-glucopyranoside, from the root bark of Morus alba.

    abstract::A novel stilbene glucoside was isolated from the root bark of Morus alba L. (Moraceae), along with mulberroside A, cis-mulberroside A, oxyresveratrol. The structure of the novel stilbene glucoside was determined as oxyresveratrol 3'-O-beta-glucopyranoside. ...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-957972

    authors: Qiu F,Komatsu K,Kawasaki K,Saito K,Yao X,Kano Y

    更新日期:1996-12-01 00:00:00

  • Anti-inflammatory Flavanones and Flavanols from the Roots of Pongamia pinnata.

    abstract::A phytochemical study of the roots of Pongamia pinnata afforded 29 flavanones and flavanols, including 7 previously undescribed compounds. The structures of the isolated compounds were determined by 1D and 2D NMR and mass spectroscopy data. The absolute configurations of the compounds were assigned via analysis of the...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/a-0626-7356

    authors: Wen R,Lv H,Jiang Y,Tu P

    更新日期:2018-11-01 00:00:00

  • Peltogynoids and 2-phenoxychromones from Peltophorum pterocarpum and evaluation of their estrogenic activity.

    abstract::Phytochemical investigation of the dichloromethane extract of the leaves of Peltophorum pterocarpum, a tropical ornamental tree, led to the isolation of twelve compounds (1-12). One new derivative of peltogynoid ophioglonin (1) and a new 2-phenoxychromone (2) with its 3'-O-β-D-glucoside derivative (3) are described he...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0032-1328299

    authors: Polasek J,Queiroz EF,Marcourt L,Meligova AK,Halabalaki M,Skaltsounis AL,Alexis MN,Prajogo B,Wolfender JL,Hostettmann K

    更新日期:2013-04-01 00:00:00

  • Ginsenosides from Panax ginseng differentially regulate lymphocyte proliferation.

    abstract::We have examined the immunosuppressive effects of representative ginsenosides (Rb1, Rb2, Re and Rg1) from Panax ginseng C. A. Meyer on CD4+ and CD8+ lymphocyte proliferation. Ginsenosides differentially modulated lymphocyte proliferation induced by concanavalin A (Con A), lipopolysaccharide (LPS), phytohemaglutinin (P...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2002-32556

    authors: Cho JY,Kim AR,Yoo ES,Baik KU,Park MH

    更新日期:2002-06-01 00:00:00

  • Barbaloin in aloe species.

    abstract::Barbaloin levels in the exudates from the leaves of 68 species of ALOE in the Kew collection have been determined by light absorption at 375 nm following separation by HPLC. The exudates from most species contained between 10-20% although a few concentrations of around 30% were found. The level in the leaf was usually...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-962735

    authors: Groom QJ,Reynolds T

    更新日期:1987-08-01 00:00:00

  • Evaluation of the anti-trypanosomal activity of tyropeptin A.

    abstract::The natural compound tyropeptin A, a new peptidyl aldehyde proteasome inhibitor, was tested for its trypanocidal activity in vitro using culture-adapted bloodstream forms of Trypanosoma brucei. The concentrations of tyropeptin A required to reduce the growth rate by 50 % and to kill all cells were 10 and 100 times low...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-931600

    authors: Steverding D,Pemberton AJ,Royle H,Spackman RW,Rivett AJ

    更新日期:2006-06-01 00:00:00

  • Antitumor activity of taspine by modulating the EGFR signaling pathway of Erk1/2 and Akt in vitro and in vivo.

    abstract::EGFR, as a critical signaling pathway in many human tumors, has become an important target of cancer drug design. Taspine has shown meaningful angiogenesis activity in previous studies. This paper is to investigate the antitumor action of taspine by modulating the EGFR signaling pathway. The study determined the expre...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0030-1271132

    authors: Zhang Y,Zheng L,Zhang J,Dai B,Wang N,Chen Y,He L

    更新日期:2011-11-01 00:00:00

  • LC-MS- and NMR-Guided Isolation of Monoterpene Dimers from Cultivated Thymus vulgaris Varico 3 Hybrid and Their Antityrosinase Activity.

    abstract::Targeted isolation based on a combination of NMR and HPLC-PDA-MS of a dichloromethane extract of Thymus vulgaris Varico 3 aerial parts afforded one new p-cymene dimer, 6,3',4'-trihydroxy-5,5'-diisopropyl-2,2'-dimethylbiphenyl (1: ), together with two known p-cymene derivatives (2: and 3: ), as well as five known compo...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/a-0927-7041

    authors: Stefanis I,Hadjipavlou-Litina D,Bilia AR,Karioti A

    更新日期:2019-08-01 00:00:00