Cytotoxic phenanthrenes from the rhizomes of Tamus communis.

Abstract:

:From the fresh rhizomes of Tamus communis five phenanthrenes (1 - 5) were isolated under the guidance of cytotoxic assays in HeLa cells. The compounds were obtained from the highly active CHCl (3) fraction of the MeOH extract by using multistep chromatographic purifications, including VLC, preparative TLC, HPLC and gel filtration. The compounds were identified by means of EI-mass, UV and NMR spectroscopy as 7-hydroxy-2,3,4-trimethoxyphenanthrene (1), 2,7-dihydroxy-3,4-dimethoxyphenanthrene (nudol) (2), 2,7-dihydroxy-3,4,8-trimethoxyphenanthrene (3), 3,7-dihydroxy-2,4,8-trimethoxyphenanthrene (confusarin) (4), and 3,7-dihydroxy-2,4-dimethoxyphenanthrene (5). Compound 1 is a new natural product, and 2 - 4 were isolated for the first time from T. communis. In the cytotoxic assays, compounds 1 - 3 and 5 significantly inhibited the growth of HeLa cells (IC (50) = 0.97 - 20.18 microM). Compound 3, with an IC (50) value of 0.97 microM, is of special interest because of its high activity.

journal_name

Planta Med

journal_title

Planta medica

authors

Réthy B,Kovács A,Zupkó I,Forgo P,Vasas A,Falkay G,Hohmann J

doi

10.1055/s-2006-941505

subject

Has Abstract

pub_date

2006-06-01 00:00:00

pages

767-70

issue

8

eissn

0032-0943

issn

1439-0221

journal_volume

72

pub_type

杂志文章
  • 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

  • Studies on the antihyperlipidemic properties of Averrhoa bilimbi fruit in rats.

    abstract::Averrhoa bilimbi Linn. fruit and its extracts were screened for antihypercholesterolemic activity using Triton-induced hypercholesterolemia in rats as a model. The fruit and its water extract, but not alcohol and hexane extracts, showed remarkable antihypercholesterolemic activity. An active fraction, which showed act...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0028-1088361

    authors: Ambili S,Subramoniam A,Nagarajan NS

    更新日期:2009-01-01 00:00:00

  • Cycloetherification of hydroxyoleanenes by N-bromosuccinimide.

    abstract::Treatment of 28-hydroxyolean-12-enes with N-bromosuccinimide (NBS) in acetonitrile at room temperature afforded 12 alpha-bromooleanan-13beta, 28-epoxides in high yield. This reaction resulted in the formation of olean-9 (11), 12-diene-18alpha, 29-epoxides from 29-hydroxy isomers but recovered only starting materials f...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2007-969575

    authors: Woo WS,Kang SS,Jew SS

    更新日期:1985-12-01 00:00:00

  • Five new compounds from Dendrobium longicornu.

    abstract::A novel bibenzyl, a new bibenzyl, two new phenanthrenes, and a new lignin glycoside, namely longicornuol A (1), 4-[2-(3-hdroxyphenol)-1-methoxyethyl]-2,6-dimethoxyphenol (2), 5-hydroxy-7-methoxy-9,10-dihydrophenanthrene-1,4-dione (3), 7-methoxy-9,10-dihydrophenanthrene-2,4,5-triol (4) and erythro-1-(4-O-beta-D-glucopy...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2008-1074492

    authors: Hu JM,Chen JJ,Yu H,Zhao YX,Zhou J

    更新日期:2008-04-01 00:00:00

  • Silibinin in vitro protects A549 cells from Staphylococcus aureus-mediated injury and in vivo alleviates the lung injury of staphylococcal pneumonia.

    abstract::In this study, hemolysis, Western blot, and real-time RT-PCR assays were performed to evaluate silibinin's activity against S. aureus α-toxin secretion. In addition, live/dead cell staining and lactate dehydrogenase activity assays were introduced to examine the influence of silibinin on α-toxin-induced cell injury in...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0032-1328068

    authors: Wang X,Dong J,Dai X,Zhang Y,Wang J,Li H,Lu C,Tan W,Gao X,Deng X,Bu S,Niu X

    更新日期:2013-01-01 00:00:00

  • Eupatoriopicrin 19-O-Linolenoate and Other Constituents from Eupatorium cannabium.

    abstract::The investigation of the roots and aerial parts of EUPATORIUM CANNABIUM afforded, in addition to the sesquiterpene lactones eupatolide, eupatoriopicrin, and eucannabinolide isolated previously, eight further lactones, three of which are new. Furthermore, in addition to known compounds, a new clerodane derivative and t...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-962665

    authors: Zdero C,Bohlmann F

    更新日期:1987-04-01 00:00:00

  • Six New neo-Clerodane Diterpenoids from Aerial Parts of Scutellaria barbata and Their Cytotoxic Activities.

    abstract::Six new neo-clerodane diterpenoids (1: -6: ), scutebatas X - Z, A1-C1, along with twelve known ones (7: -18: ) were obtained via the phytochemical investigation of the aerial parts of Scutellaria barbata. Their structures were established by detailed spectroscopic analysis. The absolute configurations of 1: and 2: , a...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/a-0638-8255

    authors: Yang GC,Hu JH,Li BL,Liu H,Wang JY,Sun LX

    更新日期:2018-11-01 00:00:00

  • Antimycobacterial Activity of Alkaloids and Extracts from Tabernaemontana alba and T. arborea.

    abstract::Tuberculosis is the main cause of death from a single infectious agent. Globally, according to the World Health Organization, in 2018, there were an estimated 1.2 million tuberculosis deaths. Moreover, there is a continuous appearance of drug-resistant strains. Thus, development of new antituberculosis medicines shoul...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/a-1157-1732

    authors: Guzmán-Gutiérrez SL,Silva-Miranda M,Krengel F,Huerta-Salazar E,León-Santiago M,Díaz-Cantón JK,Espitia Pinzón C,Reyes-Chilpa R

    更新日期:2020-05-11 00:00:00

  • New Pseudoguaianolides from Ambrosia maritima.

    abstract::The investigation of the aerial parts of two collections of AMBROSIA MARITIMA afforded in addition to known pseudoguaianolides nine new ones including two nor-sesquiterpene lactones and two dimeric lactones. The structures were elucidated by highfield (1)H-NMR spectroscopy. ...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-962617

    authors: Jakupovic J,Sun H,Geerts S,Bohlmann F

    更新日期:1987-02-01 00:00:00

  • Aquaticol, a bis-sesquiterpene and iridoid glucosides from Veronica anagallis-aquatica.

    abstract::Aquaticol, an unusual bis-sesquiterpene was isolated from the medicinal plant Veronica anagallis-aquatica, in addition to 11 known compounds, aucubin, geniposidic acid, mussaenoside, catalposide, verproside, amphicoside, catalpol, boschnaloside, shanzhiside methyl ester, sitosterol and beta-stigmast-4-en-6 beta-ol-3-o...

    journal_title:Planta medica

    pub_type: 信件

    doi:10.1055/s-2000-8564

    authors: Su BN,Yang L,Gao K,Jia ZJ

    更新日期:2000-04-01 00:00:00

  • Saucernetin-7 and saucernetin-8 isolated from Saururus chinensis inhibit the LPS-induced production of nitric oxide and prostaglandin E2 in macrophage RAW264.7 cells.

    abstract::In the present study, we demonstrate that saucernetin-8 ( 1) and saucernetin-7 ( 2), isolated from the underground parts of Saururus chinensis (Saururaceae), exerted potent inhibitory effects on LPS-induced nitric oxide (NO) and prostaglandin E (2) (PGE (2)) production in RAW 264.7 cells. Both compounds 1 and 2, known...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2003-45106

    authors: Park HJ,Kim RG,Seo BR,Ha J,Ahn BT,Bok SH,Lee YS,Kim HJ,Lee KT

    更新日期:2003-10-01 00:00:00

  • Selective estrogen receptor modulators and phytoestrogens.

    abstract::Scientific achievements in the last two decades have revolutionized the treatment and prevention of breast cancer. This is mainly because of targeted therapies and a better understanding of the relationship between estrogen, its receptor, and breast cancer. One of these discoveries is the use of synthetic selective es...

    journal_title:Planta medica

    pub_type: 杂志文章,评审

    doi:10.1055/s-0028-1088304

    authors: Oseni T,Patel R,Pyle J,Jordan VC

    更新日期:2008-10-01 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

  • New coumarins from Pterocaulon polystachyum.

    abstract::Aerial parts of Pterocaulon polystachyum from Chaco province, Argentina, afforded the known coumarins ayapin, isoscopoletin, prenyletin, prenyletin methyl ether, virgatenol, obtusinin, 5-methoxy-6,7-methylenedioxycoumarin, 5-(3,3-dimethylallyloxy)-6,7-methylenedioxycoumarin, 5-(2',3'-dihydroxy-3-methylbutanoxy)-6,7-me...

    journal_title:Planta medica

    pub_type: 信件

    doi:10.1055/s-2001-17365

    authors: Vera N,Bardón A,Catalán CA,Gedris TE,Herz W

    更新日期:2001-10-01 00:00:00

  • Stimulatory effects of ingenols from Euphorbia kansui on the expression of macrophage Fc receptor.

    abstract::Immune complex binding to macrophages was enhanced by treatment with an E. kansui extract. Systematic fractionation of the extract led to the characterization of 3-O-(2'E,4'Z-decadienoyl)- and 3-O-(2,3-dimethylbutyryl)-13- O-n-dodecanoyl-13-hydroxyingenol as the active principles. Immune complex binding to macrophages...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-961447

    authors: Matsumoto T,Cyong JC,Yamada H

    更新日期:1992-06-01 00:00:00

  • Non-cytotoxic inhibition of macrophage eicosanoid biosynthesis and effects on leukocyte functions and reactive oxygen species of two novel anti-inflammatory plant diterpenoids.

    abstract::Two diterpenoids were prepared from hexane anti-inflammatory extracts of the Spanish herb Sideritis javalambrensis: ent-13-epi-12 alpha-acetoxymanoyl oxide (= "manoyl oxide F1") and ent-8 alpha-hydroxy-labda-13(16), 14-diene (= "labdane F2"). They were evaluated for possible anti-inflammatory actions in vitro in the c...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-959559

    authors: de las Heras B,Hoult JR

    更新日期:1994-12-01 00:00:00

  • Four new benzofurans from seeds of Styrax perkinsiae.

    abstract::Four new benzofurans trans-5-(3-hydroxypropyl)-7-methoxy-2-[2,3-dihydro-3-hydroxymethyl-7-methoxy-2-(3-methoxy-4-hydroxyphenyl)-benzofuran-5-yl]benzofuran (1), (E)-5-(2-formylvinyl)-7-methoxy-2-(3,4-methylenedioxyphenyl)benzofuran (2), 5-(3-butanoyloxypropyl)-7-methoxy-2-(3,4-methylenedioxyphenyl)benzofuran (3), and 5...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2005-871226

    authors: Li QL,Li BG,Qi HY,Gao XP,Zhang GL

    更新日期:2005-09-01 00:00:00

  • Recent development of antitumor agents from Chinese herbal medicines. Part II. High molecular compounds(3).

    abstract::High molecular compounds from Chinese herbal medicines, including ribosome-inactivating proteins and polysaccharides from both fungi and high plants have been tested for the treatment of malignant diseases. Polysaccharides possessing immunostimulating activities can be used as adjuvants in tumor treatment. The fungi c...

    journal_title:Planta medica

    pub_type: 杂志文章,评审

    doi:10.1055/s-2003-38494

    authors: Tang W,Hemm I,Bertram B

    更新日期:2003-03-01 00:00:00

  • Composition of the essential fruit oil of Vitex agnus-castus.

    abstract::Vitex agnus-castus, the chaste tree, is used against disorders of the female sexual organs and as an anaphrodisiac. Active constituents are not known. In this study the essential oil of the fruits was investigated by GC and GC-MS. ...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-957814

    authors: Zwaving JH,Bos R

    更新日期:1996-02-01 00:00:00

  • Effects of propolis crude hydroalcoholic extract on chromosomal aberrations induced by doxorubicin in rats.

    abstract::Propolis has been reported to display a broad spectrum of biological activities such as anticancer, antioxidant, anti-inflammatory, antibiotic and antifungal properties, among others. There is great interest not only in the determination of the chemical composition of propolis but also in the understanding of the mech...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2007-993737

    authors: Tavares DC,Lira WM,Santini CB,Takahashi CS,Bastos JK

    更新日期:2007-12-01 00:00:00

  • Separations of flavan-3-ols and dimeric proanthocyanidins by capillary electrophoresis.

    abstract::Micellar electrokinetic capillary chromatography (MECC), using a phosphate buffer pH 7.0 and sodium dodecyl sulfate as the surfactant, was found suitable for the separation of structurally similar flavan-3-ols and related dimeric proanthocyanidins. A total of 20 substances has been tested, 17 of which were successfull...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-957368

    authors: Kreimeyer J,Petereit F,Nahrstedt A

    更新日期:1998-02-01 00:00:00

  • [Apoptosis-inducing properties of ent-kaurene-type diterpenoids from the liverwort Jungermannia truncata].

    abstract::Ent-11alpha-hydroxy-16-kauren-15-one (1) induced apoptosis in a human leukemia cell line (HL-60 cells), however, the apoptosis-inducing properties of 1 and its related compounds remain to be proved. We examined the involvement of caspases, a family of cysteine aspartic proteases, which play a central role in induction...

    journal_title:Planta medica

    pub_type: 信件

    doi:10.1055/s-2003-38888

    authors: Nagashima F,Kondoh M,Kawase M,Simizu S,Osada H,Fujii M,Watanabe Y,Sato M,Asakawa Y

    更新日期:2003-04-01 00:00:00

  • Inhibitory effects of furanocoumarins isolated from the roots of Angelica dahurica on prostaglandin E2 production.

    abstract::We have isolated five furanocoumarins, byakangelicin, phellopterin, imperatorin, isoimperatorin, and oxypeucedanin methanolate, from the roots of Angelica dahurica (Umbelliferae) and prepared five semi-synthesized compounds by the partial reduction of each isolated furanocoumarin, and the effects of these compounds on...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2003-39702

    authors: Ban HS,Lim SS,Suzuki K,Jung SH,Lee S,Lee YS,Shin KH,Ohuchi K

    更新日期:2003-05-01 00:00:00

  • Comparison of the inhibitory effects of monomeric, dimeric, and trimeric procyanidins on the biochemical markers of skin tumor promotion in mouse epidermis in vivo.

    abstract::Several procyanidin dimers and an epicatechin trimer purified from Douglas fir bark tannins were compared with their monomer components (+)-catechin and (-)-epicatechin for their abilities to inhibit the biochemical effects of the potent tumor promoter 12-O-tetradecanoylphorbol 13-acetate (TPA) in mouse epidermis in v...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2006-959466

    authors: Gali HU,Perchellet EM,Gao XM,Karchesy JJ,Perchellet JP

    更新日期:1994-06-01 00:00:00

  • Effects of Sideritis scardica Extract on Glucose Tolerance, Triglyceride Levels and Markers of Oxidative Stress in Ovariectomized Rats.

    abstract::Menopause is characterized by deep metabolic disturbances, including decreased insulin sensitivity, adiposity, and changes in lipid profiles. Estrogen replacement therapy can partially reverse these changes, and while it is safe in most healthy postmenopausal women, there are still existing concerns regarding an incre...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/a-0835-6622

    authors: Jeremic I,Petricevic S,Tadic V,Petrovic D,Tosic J,Stanojevic Z,Petronijevic M,Vidicevic S,Trajkovic V,Isakovic A

    更新日期:2019-04-01 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

  • Immunomodulatory Effects of Nontoxic Glycoprotein Fraction Isolated from Rice Bran.

    abstract::Rice bran, a by-product of brown rice milling, is a rich source of dietary fiber and protein, and its usage as a functional food is expected to increase. In this study, immunomodulatory effects of glycoprotein obtained from rice bran were studied in normal mice and mouse models of cyclophosphamide-induced immunosuppre...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-0042-101944

    authors: Park HY,Yu AR,Hong HD,Kim HH,Lee KW,Choi HD

    更新日期:2016-05-01 00:00:00

  • Natural Polyketides Isolated from the Endophytic Fungus Phomopsis sp. CAM212 with a Semisynthetic Derivative Downregulating the ERK/IκBα Signaling Pathways.

    abstract::Three previously undescribed natural products, phomopsinin A - C (1:  - 3: ), together with three known compounds, namely, cis-hydroxymellein (4: ), phomoxanthone A (5: ) and cytochalasin L-696,474 (6: ), were isolated from the solid culture of Phomopsis sp. CAM212, an endophytic fungus obtained from Garcinia xanthoch...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/a-1212-2930

    authors: Jouda JB,Njoya EM,Fobofou SAT,Zhou ZY,Qiang Z,Mbazoa CD,Brandt W,Zhang GL,Wandji J,Wang F

    更新日期:2020-09-01 00:00:00

  • Synergistic induction of 1,25-dihydroxyvitamin D(3)- and all-trans-retinoic acid-induced differentiation of HL-60 leukemia cells by yomogin, a sesquiterpene lactone from Artemisia princeps.

    abstract::Many anti-inflammatory agents are known to significantly enhance the terminal differentiation of some cancer cells such as leukemia cells. In this study, the effect of yomogin, a eudesmane sesquiterpene lactone isolated from Artemisia princeps with anti-inflammatory activity, was investigated in human promyelocytic le...

    journal_title:Planta medica

    pub_type: 杂志文章

    doi:10.1055/s-2002-34937

    authors: Kim SH,Kim TS

    更新日期:2002-10-01 00:00:00

  • New lycopodium alkaloids from Huperzia serrata.

    abstract::Three new lycopodium alkaloids, 11alpha-hydroxyphlegmariurine B (2), 7alpha-hydroxyphlegmariurine B (3) and 7alpha,11alpha-dihydroxyphlegmariurine B (4) along with a known compound, phlegmariurine B (1), were isolated from the herb Huperzia serrata. The structures of the above compounds were elucidated based on spectr...

    journal_title:Planta medica

    pub_type: 信件

    doi:10.1055/s-2002-20243

    authors: Tan CH,Wang BD,Jiang SH,Zhu DY

    更新日期:2002-02-01 00:00:00