Uterine effects of the phytoestrogen 6-(1,1-dimethylallyl)naringenin in rats.


:Phytoestrogens are discussed as candidate substances to treat symptoms related to estrogen deficiency. In in vitro experiments, the naturally occurring flavonoid 6-(1,1-dimethylallyl)naringenin (6-DMAN) emerged as one of the most potent phytoestrogenic substances. 6-DMAN is not as well characterized as other flavonoids (8-prenylnaringenin) or isoflavones (genistein). We tested 6-DMAN for the first time in vivo, in a dose-dependent three-day uterotropic assay in ovariectomized Wistar rats, using 6-DMAN at three different concentrations (1.5 mg/kg; 7.5 mg/kg and 15 mg/kg BW/d). Estradiol (E2; 10 microg/kg BW/d) and the carrier castor oil were used as positive and negative controls. 6-DMAN did not have any effect on uterine wet weight, while the positive control E2 did. In contrast, 6-DMAN stimulated uterine mRNA expression of estrogen responsive genes in ovariectomized rats. Estrogen receptor alpha and beta mRNA were expressed in the uterus. They mediate the expression of genes with an estrogen responsive element in the promoter, e. g., complement C3 and the progesterone receptor. Therefore, we analyzed the expression of the above-mentioned genes in three different concentrations. 6-DMAN up-regulated progesterone receptor and particularly complement C3 mRNA expression however, less pronounced than E2. In conclusion, we demonstrated for the first time estrogenic activities of 6-DMAN in vivo. Surprisingly, although 6-DMAN regulated estrogen responsive gene expression, there was no uterine wet weight gain. These findings make 6-DMAN a very interesting candidate substance for further characterization, as it potentially represents a naturally occurring selective estrogen receptor modulator.


Planta Med


Planta medica


Zierau O,Geis RB,Tischer S,Schwab P,Metz P,Vollmer G




Has Abstract


2004-07-01 00:00:00












  • Anti-complementary activity of Crataegus sinaica.

    abstract::The 80% and 70% acetone extracts from fruits and leaves of Crataegus sinaica Boiss (Rosaceae) and the ethyl acetate-, butanol-, and water-fractions obtained from these initial extracts as well as the isolated compounds, quercetin (1) (1), hyperoside (quercetin 3-O-galactoside) (2) (2), rutin (quercetin 3-O-rutinoside)...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Shahat AA,Hammouda F,Ismail SI,Azzam SA,De Bruyne T,Lasure A,Van Poel B,Pieters L,Vlietinck AJ

    更新日期:1996-02-01 00:00:00

  • Two New Anthraquinones from the Seeds of Peganum harmala.

    abstract::Two new anthraquinones have been isolated from the seeds of PEGANUM HARMALA Linn and the structures established as 3,6-dihydroxy-8-methoxy-2-methylanthraquinone (peganone; 1) and 8-hydroxy-7-methoxy-2-methylanthraquinone (peganone; 2) by spectral correlations and chemical evidences. ...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Pitre S,Srivastava SK

    更新日期:1987-02-01 00:00:00

  • New Pyrrolizidine Alkaloids and Glycosides from Anchusa strigosa.

    abstract::Six new pyrrolizidine alkaloids, a new carboxylic acid, a new phenolic and a new oleanane glycoside, together with the known compounds 7,7'-bis-(4-hydroxy-3,5-dimethoxyphenyl)-8,8'-dihydroxymethyltetrahydrofuran 4'-O-beta-D-glucopyranoside, rosmarinic acid, caffeic acid, tormentic acid 28-O-beta- D-glucopyranoside, eu...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Braca A,Bader A,Siciliano T,Morelli I,De Tommasi N

    更新日期:2003-09-01 00:00:00

  • New naphthalenyl glycosides from the roots of Juglans mandshurica.

    abstract::Three new glycosides, 1,4,8-trihydroxynaphthalene-1-O-D-glucopyranosyl-(1-->6)-beta-D- xylopyranoside (1), 1,4,8-trihydroxynaphthalene-1-O-beta-D-glucopyranosyl-(1-->6)-alph a-L- arabinopyranoside (2), 1-hydroxy-4-methoxynaphthalene-1-O-beta-D-glucopyranosyl-(1-->6)- alpha-L-rhamnopyranoside (3), were isolated from th...

    journal_title:Planta medica

    pub_type: 信件


    authors: Lee SW,Lee KS,Son JK

    更新日期:2000-03-01 00:00:00

  • Studies on the tissue culture of Stevia rebaudiana and its components; (II). Induction of shoot primordia.

    abstract::Shoot primordia, which were able to propagate vegetatively with a very high rate and to redifferentiate easily to new plants, were induced from shoot tips of Stevia rebaudiana Bertoni on Gamborg B5 medium containing 6-benzylaminopurine (BAP) and alpha-naphthaleneacetic acid (NAA) under light. The propagation of the sh...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Miyagawa H,Fujioka N,Kohda H,Yamasaki K,Taniguchi K,Tanaka R

    更新日期:1986-08-01 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


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

    更新日期:2008-10-01 00:00:00

  • Separation and determination of coumarins in the root bark of three citrus plants by micellar electrokinetic capillary chromatography.

    abstract::A micellar electrokinetic capillary chromatography (MEKC) method for the determination of xanthyletin and xanthoxyletin in the roots bark of three Citrus plants was developed for the first time. The electrophoresis buffer was 10 mmol/L sodium borate containing 50 mmol/L sodium dodecyl sulfate, 20% (v/v) acetonitrile a...

    journal_title:Planta medica

    pub_type: 信件


    authors: Wang SF,Ju Y,Chen XG,Hu ZD

    更新日期:2003-05-01 00:00:00

  • Antiedematogenic and free radical scavenging activity of swertiamarin isolated from Enicostemma axillare.

    abstract::Swertiamarin, a secoiridoid isolated from the ethyl acetate extract of Enicostemma axillare, was evaluated for antiedematogenic activity using carrageenan-, formalin-, and histamine-induced paw edema methods in rats. In the carrageenan-induced method, the percentages of edema inhibition obtained after 5 h induction we...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Vaijanathappa J,Badami S

    更新日期:2009-01-01 00:00:00

  • Arbuscular mycorrhizal inoculation enhances survival rates and growth of Micropropagated plantlets of Echinacea pallida.

    abstract::In an attempt to induce positive effects on the acclimatization of in vitro propagated Echinacea pallida, four arbuscular mycorrhizal (AM) fungi, Glomus mosseae, Gigaspora ramisporophora, Scutellospora fulgida and Entrophospora colombiana were selected to aid the soil adaptation process. Fungal inocula affected the su...

    journal_title:Planta medica

    pub_type: 信件


    authors: Lata H,De Andrade Z,Schaneberg B,Bedir E,Khan I,Moraes R

    更新日期:2003-07-01 00:00:00

  • Three new acylated glycosides from the stems of Casearia velutina and their protective effect against H2O2-induced impairment in PC12 cells.

    abstract::Chemical investigation of the stems of Casearia velutina led to the isolation and structural elucidation of three new acylated glycosides, casearicosides A-C (1-3), together with 13 known compounds. The structures of the new compounds were established by spectroscopic and chemical methods. These isolates were evaluate...

    journal_title:Planta medica

    pub_type: 信件


    authors: Chai XY,Li FF,Bai CC,Xu ZR,Shi HM,Tu PF

    更新日期:2010-01-01 00:00:00

  • 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 i...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Sun CM,Ho LK,Sun ML

    更新日期:1993-10-01 00:00:00

  • Important role of TNF-alpha in inhibitory effects of Radix Sophorae Flavescentis extract on vascular restenosis in a rat carotid model of balloon dilatation injury.

    abstract::The aim of this study was to determine the molecular mechanism underlying the inhibition of vascular restenosis by Radix Sophorae Flavescentis (RSF) extract after balloon dilatation injury. In a rat carotid model of balloon dilatation injury, the RSF extract showed a significant inhibitory effect on vascular restenosi...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Long G,Wang G,Ye L,Lin B,Wei D,Liu L,Yang L

    更新日期:2009-10-01 00:00:00

  • Plant-derived leading compounds for chemotherapy of human immunodeficiency virus (HIV) infection.

    abstract::Many compounds of plant origin have been identified that inhibit different stages in the replication cycle of human immunodeficiency virus (HIV): 1) virus adsorption: chromone alkaloids (schumannificine), isoquinoline alkaloids (michellamines), sulphated polysaccharides and polyphenolics, flavonoids, coumarins (glycoc...

    journal_title:Planta medica

    pub_type: 杂志文章,评审


    authors: Vlietinck AJ,De Bruyne T,Apers S,Pieters LA

    更新日期:1998-03-01 00:00:00

  • Antitubercular resorcinol analogs and benzenoid C-glucoside from the roots of Ardisia cornudentata.

    abstract::Bioassay-guided fractionation of the roots of Ardisia cornudentata Mez (Myrsinaceae) led to the isolation of three new compounds, 3-methoxy-2-methyl-5-pentylphenol (1), 3-methoxy-2-methyl-5-(1'-ketopentyl)phenol (2), and cornudoside (3), together with twenty-six known compounds. Their structures were elucidated by ana...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Chang CP,Chang HS,Peng CF,Lee SJ,Chen IS

    更新日期:2011-01-01 00:00:00

  • Modulation of apoptosis by natural products for cancer therapy.

    abstract::Natural products can exhibit many beneficial effects on human health. As far as cancer is concerned, naturally occurring compounds have been reported to prevent tumorigenesis and also to suppress the growth of established tumors. As cancer cells have evolved multiple mechanisms to resist the induction of programmed ce...

    journal_title:Planta medica

    pub_type: 杂志文章,评审


    authors: Fulda S

    更新日期:2010-08-01 00:00:00

  • Allicin characterization and its determination by HPLC.

    abstract::Allicin has been synthesized and was purified by liquid chromatography. HPLC chromatograms recorded at different wavelengths reveal pure allicin at similar retention times. The purity of the allicin peak could be confirmed by diode array detection. Pure synthetic allicin has been identified by infrared and mass spectr...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Jansen H,Müller B,Knobloch K

    更新日期:1987-12-01 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


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

    更新日期:2002-01-01 00:00:00

  • Polyphenolic constituents from the leaves of two Cynara species growing in Greece.

    abstract::The chemical analyses of two Cynara species: C. humilis and C.cornigera revealed various combinations of flavones, flavonols, flavanones, coumarins, phenolic acids, and an aurone. All the identified constituents are reported for the first time from the two species, while the presence of the aurone is reported for the ...

    journal_title:Planta medica

    pub_type: 信件


    authors: Chinou I,Harvala C

    更新日期:1997-10-01 00:00:00

  • Decursinol angelate: a cytotoxic and protein kinase C activating agent from the root of Angelica gigas.

    abstract::A cytotoxic compound was purified from the root of Angelica gigas Nakai by normal phase HPLC. As a result of the structure analysis by mass, IR, 1H-NMR, and 13C-NMR spectrometry, the compound was identified as decursinol angelate, a structural isomer of decursin, and characterized originally from Sesei grandivittatum....

    journal_title:Planta medica

    pub_type: 信件


    authors: Ahn KS,Sim WS,Lee IK,Seu YB,Kim IH

    更新日期:1997-08-01 00:00:00

  • Gradient x Isocratic Elution CCC on the Isolation of Verbascoside and Other Phenylethanoids: Influence of the Complexity of the Matrix.

    abstract::Verbascoside is a phenylethanoid glycoside widely distributed in nature, especially among the order Lamiales, occurring in numerous plants that are constituents of folk medicine preparations. This natural compound, previously isolated by our group from the ethyl acetate extract of Lantana trifolia using the gradient a...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Leitão GG,Pinto SC,de Oliveira DR,Timoteo P,Guimarães MG,Cordova WH,Leitão SG

    更新日期:2015-11-01 00:00:00

  • Simultaneous determination of eight coumarins in Angelica gigas and in various other Angelica species by high performance liquid chromatography and comparative micro-morphology study of Angelica species.

    abstract::This article outlines the development of a simple and specific analytical method for the quantitative determination of eight coumarin constituents from the methanolic extract of the roots of Angelica gigas. The coumarin constituents present in the roots of Angelica gigas were separated using an acetonitrile (0.1 % ace...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Avula B,Joshi VC,Reddy V L N,Choi YW,Khan IA

    更新日期:2007-11-01 00:00:00

  • Calcium influx inhibition: possible mechanism of the negative effect of tetrahydropalmatine on left ventricular pressure in isolated rat heart.

    abstract::The active ingredient dl-tetrahydropalmatine (THP) isolated from the traditional Chinese herb Corydalis racemosa has been found to have antihypertensive effects. However, severe cardiac and neurological toxic effects were reported from using this herb for the treatment of pain. In an isolated perfused rat heart model,...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Chan P,Chiu WT,Chen YJ,Wu PJ,Cheng JT

    更新日期:1999-05-01 00:00:00

  • In vitro formation of crocetin glucosyl esters by Crocus sativus callus extract.

    abstract::Callus extracts of Crocus sativus exhibited the ability to transform all-trans-crocetin into its related glycosides between pH 7.0 and 7.6 in the presence of uridine-diphospho-glucose. The reactions involved the step-wise addition of a glucose moiety to a free carboxyl function and the 1-->6 addition of a glucose moie...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Dufresne C,Cormier F,Dorion S

    更新日期:1997-04-01 00:00:00

  • Cytotoxicity and electron microscopy of cell death induced by goniothalamin.

    abstract::The cytotoxicity of goniothalamin was found to be strong towards both cancerous (HGC-27, MCF-7, PANC-1, HeLa), and non-cancerous (3T3) cell lines, especially in cases of dividing cells. Drug exposure studies indicated that the cytotoxic action of goniothalamin was time- and dose-dependent. At the ultrastructural level...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Ali AM,Mackeen MM,Hamid M,Aun QB,Zauyah Y,Azimahtol HL,Kawazu K

    更新日期:1997-02-01 00:00:00

  • Na+,K(+)-ATPase inhibiting activity of cardiac glycosides from Erysimum cheiranthoides.

    abstract::We previously reported the isolation of eleven new cardiac glycosides called cheiranthosides I-XI together with two known ones (olitoriside and erysimoside) from the seeds of Erysimum cheiranthoides L. The glycosides were evaluated for their inhibitory activity against Na+,K(+)-ATPase by comparing with typical cardiac...

    journal_title:Planta medica

    pub_type: 信件


    authors: Lei ZH,Kuniyasu A,Tai BS,Nakayama H,Nohara T

    更新日期:2001-06-01 00:00:00

  • Multiplication of curcuma species by tissue culture.

    abstract::Callus induction starting from the rhizome tissue of plants of three CURCUMA species: CURCUMA ZEDOARIA Roscoe, C. DOMESTICA Valeton, and C. AROMATICA Salisbury (Zingiberaceae) was performed. Successful callus formation was obtained in all three species using Murashige-Skoog's (MS) medium supplemented with 1-naphthalen...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Yasuda K,Tsuda T,Shimizu H,Sugaya A

    更新日期:1988-02-01 00:00:00

  • Evaluation of cytotoxic activity of Schisandra chinensis lignans.

    abstract::Using exhaustive chromatographic separation we have isolated (-)-tigloyl-deangeloyl-gomisin F as a novel dibenzocyclooctadiene lignan from schisandra chinensis. With the help of HPLC, we further isolated (+)-schisandrin, (+)-deoxyschisandrin, (+)-γ-schisandrin, (-)-gomisin J, (+)-gomisin A, (-)-gomisin N, (-)-tigloyl-...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Smejkal K,Slapetová T,Krmenčík P,Babula P,Dall'Acqua S,Innocenti G,Vančo J,Casarin E,Carrara M,Kalvarová K,Dvorská M,Slanina J,Kramářová E,Julínek O,Urbanová M

    更新日期:2010-10-01 00:00:00

  • New triterpenoids from the leaves of Cyclocarya paliurus.

    abstract::Six new triterpenoids including four new secodammarane triterpenoid glycosides (1-4), an epoxydammarane triterpenoid glycoside (5), and a new secodammarane triterpenoid (6) were isolated from the ethanolic extract of the leaves of Cyclocarya paliurus. The structures of these compounds were elucidated by spectroscopic ...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Li S,Cui B,Liu Q,Tang L,Yang Y,Jin X,Shen Z

    更新日期:2012-02-01 00:00:00

  • Protective effect of Labisia pumila on stress-induced behavioral, biochemical, and immunological alterations.

    abstract::The aim of the present study was to investigate the antistress potential of LABISIA PUMILA aqueous extract (LPPM/A003) using a battery of tests widely employed in different stressful situations. Pretreatment of experimental animals with LPPM/A003 caused an increase in the swimming endurance and hypoxia time and also s...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Kour K,Sharma N,Chandan BK,Koul S,Sangwan PL,Bani S

    更新日期:2010-10-01 00:00:00

  • Leaf alkaloid contents of Tabernaemontana pachysiphon as influenced by endogenous and environmental factors in the natural habitat.

    abstract::Indole alkaloid contents were investigated in leaves of Tabernaemontana pachysiphon (Apocynaceae) trees in the natural habitat, Shimba Hills National Reserve, Kenya. The contents of the major alkaloids apparicine, tubotaiwine, tubotaiwine- N-oxide, and isovoacangine varied with site, leaf age, leaf growth form, positi...

    journal_title:Planta medica

    pub_type: 杂志文章


    authors: Höft M,Verpoorte R,Beck E

    更新日期:1998-03-01 00:00:00