Revised Stereochemistry of So-Called Isoselagine and Spectroscopic Analysis of 6alpha-Hydroxylycopodine from Lycopodium serratum var. longipetiolatum.

Abstract:

:The structure of isoselagine, isolated from the Chinese medicinal plant LYCOPODIUM SERRATUM Thunb. var. longipetiolatum Spring, was shown to be identical with huperzine A ( 1) and to have an exocyclic double bond in the E -configuration from NOE data. In the process of extraction of isoselagine, we also isolated and identified another alkaloid, 6alpha-hydroxylycopodine (L. 20) ( 2) that was found to occur in this plant for the first time. The structure of L. 20 was previously determined mainly by the chemical means, and this is the first report on the analysis of its structure by (1)H- and (13)C-NMR with more advanced 2D-NMR techniques. The X-ray crystallography revealed the stereochemistry of 2 and confirmed its structure. The hemostatic properties of the isolated alkaloids were studied, but they showed no platelet aggregation activity.

journal_name

Planta Med

journal_title

Planta medica

authors

Sun CM,Ho LK,Sun ML

doi

10.1055/s-2006-959735

subject

Has Abstract

pub_date

1993-10-01 00:00:00

pages

467-70

issue

5

eissn

0032-0943

issn

1439-0221

journal_volume

59

pub_type

杂志文章
  • New aspects of DNA-based authentication of Chinese medicinal plants by molecular biological techniques.

    abstract::DNA technology provides a powerful tool to complement chemical analyses for authentication of Chinese medicinal plants and to ensure that herbal materials are not contaminated with ineffective or potentially harmful substitutes or adulterants. In the last two decades molecular biotechnology has provided sophisticated ...

    journal_title:Planta medica

    pub_type: 杂志文章,评审

    doi:10.1055/s-0030-1250519

    authors: Heubl G

    更新日期:2010-12-01 00:00:00

  • Seasonal variation of phenolic constituents and medicinal activities of Northern Labrador tea, Rhododendron tomentosum ssp. subarcticum, an Inuit and cree First Nations traditional medicine.

    abstract::Northern Labrador tea, Rhododendron tomentosum ssp. subarcticum, is one of the most commonly used medicinal plants by Inuit and other First Nations peoples of Canada. The phenolic profile and seasonal variation of this commonly used medicinal plant remains largely unknown. To assess optimal harvesting time, R. tomento...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0030-1270968

    authors: Black P,Saleem A,Dunford A,Guerrero-Analco J,Walshe-Roussel B,Haddad P,Cuerrier A,Arnason JT

    更新日期:2011-09-01 00:00:00

  • Neolignan glycosides from Pedicularis longiflora.

    abstract::Four new neolignan glucosides, longiflorosides A, B, C and D, in addition to one known neolignan glucoside, dehydro-diconiferyl alcohol-4-O-beta-D-glucopyranoside were obtained from whole plants of Pedicularis longiflora. The structures of these compounds were determined mainly on spectral evidence. ...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-957662

    authors: Wang CZ,Jia ZJ

    更新日期:1997-06-01 00:00:00

  • Polyacetylenverbindungen aus Jungia seleriana.

    abstract::The aerial parts of JUNGIA SETERIANA afforded in addition to known compounds two pairs of isomeric C (17)-acetylenes which differ in the number of triple bonds and in the configuration of the 9,10-double bond. The structures and configurations followed from the UV and the (1)H-NMR spectra, especially from those of the...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2007-969670

    authors: Bohlmann F,Zdero C,King RM,Robinson H

    更新日期:1984-04-01 00:00:00

  • In vitro and in vivo antiplasmodial activity of three Rwandan medicinal plants and identification of their active compounds.

    abstract::In our previous study, we reported the interesting in vitro antiplasmodial activity of some Rwandan plant extracts. This gave rise to the need for these extracts to also be evaluated in vivo and to identify the compounds responsible for their antiplasmodial activity. The aim of our study was, on the one hand, to evalu...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0034-1368322

    authors: Muganga R,Angenot L,Tits M,Frédérich M

    更新日期:2014-04-01 00:00:00

  • Small-molecule STAT3 signaling pathway modulators from Polygonum cuspidatum.

    abstract::Constitutively activated STAT3 plays a pivotal role in oncogenesis and metastasis in many human cancers, and STAT3 has been validated as a novel anticancer drug target. Thus, the identification of small molecules that modulate STAT3 activity could be of great therapeutic importance. The aim of this study was to isolat...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0032-1315121

    authors: Liu J,Zhang Q,Chen K,Liu J,Kuang S,Chen W,Yu Q

    更新日期:2012-09-01 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

  • [New cardioactive drugs II, detection and isolation of cardiotonic amines with ionpair-HPLC].

    abstract::An ionpair-HPLC-technic using a reversed-phase column was developed to screen plant extracts for cardiotonic amines and to isolate them in a preparative scale for direct MS and pharmacological investigations. By this method the positive inotropic tyramine could be isolated from Selenicereus grandiflorus (L.) Britt et ...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2007-971397

    authors: Wagner H,Grevel J

    更新日期:1982-01-01 00:00:00

  • Vasorelaxing properties and bio-guided fractionation of Cedrelopsis grevei.

    abstract::The activity-guided fractionation of the hydroalcoholic extract of trunk bark of Cedrelopsis grevei led to the isolation of five coumarins, norbraylin (1), methyl-O-cedrelopsin (2), cedrecoumarin A (3), scoparone (4) and braylin (5) as a part of the constituents responsible for the vasorelaxing activity observed for t...

    journal_title:Planta medica

    pub_type: 信件

    doi:10.1055/s-2003-37717

    authors: Rakotoarison O,Rabenau I,Lobstein A,Um BH,Schott C,Anton R,Randriantsoa A,Andriantsitohaina R

    更新日期:2003-02-01 00:00:00

  • Glutathione adducts of helenalin and 11 alpha,13-dihydrohelenalin acetate inhibit glutathione S-transferase from horse liver.

    abstract::The 2-mono- and 2,13-bis-glutathionyl adducts of helenalin and the 2-monoglutathionyl adduct of 11 alpha,13-dihydrohelenalin acetate were previously shown to be formed by spontaneous Michael addition at physiological pH. In living cells, glutathione (GSH) conjugation of many types of electrophilic agents is catalysed ...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2000-11123

    authors: Schmidt TJ

    更新日期:2000-03-01 00:00:00

  • Antiallergic herbal composition from Scutellaria baicalensis and Phyllostachys edulis.

    abstract::We aimed to find antiallergic agents from natural sources using mast cells activated during allergic reaction. We screened over 2000 plants for blockade of histamine release and identified two of them, S. baicalenesis and P. edulis. Bioassay-guided fractionation led to two main constituent flavonoids, baicalin from S....

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0029-1240649

    authors: Kim DS,Son EJ,Kim M,Heo YM,Nam JB,Ro JY,Woo SS

    更新日期:2010-05-01 00:00:00

  • Nuciferine Relaxes Tracheal Rings via the Blockade of VDLCC and NSCC Channels.

    abstract::This study aimed to elucidate the mechanisms of nuciferine (a main aporphine alkaloid of lotus leaf extract), which can induce relaxation in contracted tracheal rings. Under Ca2+-free and 2 mM Ca2+ conditions, we found that nuciferine had no effect on the resting muscle tone of tracheal rings. In contrast, nuciferine ...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0043-118178

    authors: Yang X,Yu MF,Lei J,Peng YB,Zhao P,Xue L,Chen W,Ma LQ,Liu QH,Shen J

    更新日期:2018-01-01 00:00:00

  • Unusual Cytotoxic Steroidal Saponins from the Gorgonian Astrogorgia dumbea.

    abstract::Three steroidal saponins, including astrogorgiosides A (1) and B (2) bearing acetamido-glucose moieties, and astrogorgioside C (3) with a 19-nor and bearing an aromatized B ring steroid aglycone, together with a known major saponin dimorphoside A (4), were obtained from the gorgonian Astrogorgia dumbea collected near ...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0042-106168

    authors: Lu YN,Cui P,Tian XQ,Lou LG,Fan CQ

    更新日期:2016-06-01 00:00:00

  • Endophytic Microbiota Comparison of Dendrobium huoshanense Root and Stem in Different Growth Years.

    abstract::The endophytic microbiome in medicinal plants is rich and diverse, but few studies have followed the endophytic microbiome of medicinal plants in different tissues with their growth. In this study, we examined the endophytic bacterial and fungal community structures associated with both the stem and root compartments ...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/a-1046-1022

    authors: Chen S,Dai J,Song X,Jiang X,Zhao Q,Sun C,Chen C,Chen N,Han B

    更新日期:2020-09-01 00:00:00

  • Antiplasmodial and antitrypanosomal activity of tanshinone-type diterpenoids from Salvia miltiorrhiza.

    abstract::In a medium throughput screen of 880 plant and fungal extracts for antiprotozoal activity, a dichloromethane extract of Salvia miltiorrhiza roots was active against both Trypanosoma brucei rhodesiense and Plasmodium falciparum. With HPLC-based activity profiling in combination with on- and off-line spectroscopic metho...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0030-1270933

    authors: Slusarczyk S,Zimmermann S,Kaiser M,Matkowski A,Hamburger M,Adams M

    更新日期:2011-09-01 00:00:00

  • Composition and antimicrobial activity of the essential oil of Peumus boldus leaves.

    abstract::The composition and the antimicrobial activity of the essential oil from the leaves of Peumus boldus is investigated. Analyses of the oil obtained by hydrodistillation were carried out by GC and GC-MS using columns of two different stationary phases. Fractionation of the essential oil by column chromatography on silic...

    journal_title:Planta medica

    pub_type: 信件

    doi:10.1055/s-2006-960461

    authors: Vila R,Valenzuela L,Bello H,Cañigueral S,Montes M,Adzet T

    更新日期:1999-03-01 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

  • 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

  • A new lignan glycoside from Eleutherococcus senticosus.

    abstract::A new lignan glycoside, named eleutheroside E(2) (1), has been isolated from the roots of Eleutherococcus senticosus (known as "Siberian ginseng"), along with isomaltol 3-O-alpha-D-glucopyranoside (2), eleutherosides B, E and E(1), and thymidine. The structure of 1 was established by spectral interpretations as episyr...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2001-18352

    authors: Li XC,Barnes DL,Khan IA

    更新日期:2001-11-01 00:00:00

  • New guaiane, megastigmane and eudesmane-type sesquiterpenoids and anti-inflammatory constituents from Youngia japonica.

    abstract::Eleven sesquiterpenoids have been isolated from the whole plants of Youngia japonica (Asteraceae). Among these sesquiterpenoids, five were identified as new compounds on the basis of spectroscopic methods and chemical analysis. Their structures were 3-oxo-8alpha-(4-hydoxyphenyl)acetoxy-10(14),11(13)-guaiadien-12,6-oli...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2005-916182

    authors: Chen W,Liu Q,Wang J,Zou J,Meng D,Zuo J,Zhu X,Zhao W

    更新日期:2006-02-01 00:00:00

  • The effect of the volatile oil from ginger rhizomes (Zingiber officinale), its fractions and isolated compounds on the 5-HT3 receptor complex and the serotoninergic system of the rat ileum.

    abstract::A contribution of the volatile oil from ginger rhizomes (Zingiber officinale Roscoe) on inhabiting the 5-HT3 receptor complex had been shown. In the present study a possible interaction of some compounds of the volatile oil with the 5-HT3 receptor system expressed in N1E-115 cells and with the serotoninergic system of...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2007-967171

    authors: Riyazi A,Hensel A,Bauer K,Geissler N,Schaaf S,Verspohl EJ

    更新日期:2007-04-01 00:00:00

  • Telemetry as a tool to measure sedative effects of a valerian root extract and its single constituents in mice.

    abstract::Valeriana officinalis L. is a popular herbal treatment for mild sleep disorders. Clinical and non-clinical studies found contradictory results for valerian extracts and single constituents regarding the influence on sleep parameters. It was the aim of this study to investigate the sedative effects of a valerian root e...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0030-1250589

    authors: Chow NK,Fretz M,Hamburger M,Butterweck V

    更新日期:2011-05-01 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

  • Regulation of human pregnane X receptor and its target gene cytochrome P450 3A by praeruptorin A isolated from the herbal medicine Peucedanum praeruptorum.

    abstract::Qianhu, the dried roots of Peucedanum praeruptorum, is a well-known traditional Chinese medicinal herb which was officially listed in the Chinese Pharmacopoeia. Praeruptorin A is the major active constituent of Qianhu. Our previous studies show that praeruptorin effectively transactivated the protein expression and ca...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0033-1350795

    authors: Huang L,Bi HC,Li YH,Zhang JQ,Kuang SY,Zhang L,Wang YT,Huang M

    更新日期:2013-11-01 00:00:00

  • Cytotoxic and antifungal isoprenylated xanthones and flavonoids from Cudrania fruticosa.

    abstract::A new isoprenylated xanthone, cudrafrutixanthone A, was isolated from the roots of Cudrania fruticosa, together with 18 known compounds. Their structures were elucidated by spectroscopic methods. Most isoprenylated xanthones exhibited cytotoxicity against HCT-116, SMMC-7721, SGC-7901, and BGC-823 cell lines with IC (5...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2005-837829

    authors: Wang YH,Hou AJ,Zhu GF,Chen DF,Sun HD

    更新日期:2005-03-01 00:00:00

  • Two new flavonol glycosides and a metabolite profile of Bryophyllum pinnatum, a phytotherapeutic used in obstetrics and gynaecology.

    abstract::Bryophyllum pinnatum is a succulent perennial plant native to Madagascar which is used in anthroposophical medicine to treat psychiatric disorders and as a tocolytic agent to prevent premature labour. We performed a metabolite profiling study in order to obtain a comprehensive picture of the constituents in B. pinnatu...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0033-1350808

    authors: Fürer K,Raith M,Brenneisen R,Mennet M,Simões-Wüst AP,von Mandach U,Hamburger M,Potterat O

    更新日期:2013-11-01 00:00:00

  • The inhibitory effects of jujuboside A on rat hippocampus in vivo and in vitro.

    abstract::Jujuboside A (JuA) is a glycoside extracted from the seed of Ziziphus jujuba Mill var. spinosa (Bunge) Hu ex H F Chou, a Chinese herbal medicine, which has long been known as a sedative-hypnotic drug. The present study used the method of intracerebroventricular (i.c.v.) JuA in vivo to detect the effect of JuA on paire...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2002-34398

    authors: Shou C,Feng Z,Wang J,Zheng X

    更新日期:2002-09-01 00:00:00

  • Tetrandrine selectively protects against amyloid-beta protein - but not against MPTP-induced cytotoxicity in SK-N-SH neuroblastoma cells.

    abstract::The evidence for loss of Ca2+ homeostasis due to neuronal degeneration is considerable and rapidly increasing. In this study, we try to evaluate the protective effect of tetrandrine (TET), an alkaloid isolated from the Chinese medicinal herb Radix Stephania tetrandrae S., on amyloid-beta protein (Abeta) and 1-methyl-4...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-951690

    authors: Chiou WF,Lee WS,Yeh PH

    更新日期:2006-11-01 00:00:00

  • Antimicrobial, cytotoxic lignans and terpenoids from the twigs of Pseudolarix kaempferi.

    abstract::Seven new compounds, including four lignans, (+)-(8S,8′S)-9,9′-dibenzoylsecoisolariciresinol (1), (+)-(8S*,8′R*)-4,4′-dimethyloxomatairesinol (2), (+)-(7S*,8R*,8′R*,9′S*)-9′-n-butoxytsugacetal (3), and pseudolarkaemin A (4), a pyronane glycoside, pseudolarkaemin B (5), an ent-beyerene glycoside, pseudolarkaemin C (6),...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0031-1280020

    authors: He WJ,Chu HB,Zhang YM,Han HJ,Yan H,Zeng GZ,Fu ZH,Olubanke O,Tan NH

    更新日期:2011-11-01 00:00:00

  • Inhibition of lipid peroxidation and superoxide generation by diterpenoids from Rosmarinus officinalis.

    abstract::Four diterpenoids, carnosic acid (1), carnosol (2), rosmanol (3), and epirosmanol (4), were isolated as antioxidative agents from the leaves of Rosmarinus officinalis by bioassay-directed fractionation. These diterpenoids inhibited superoxide anion production in the xanthine/xanthine oxidase system. Mitochondrial and ...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-958094

    authors: Haraguchi H,Saito T,Okamura N,Yagi A

    更新日期:1995-08-01 00:00:00