Taccasubosides A-D, four new steroidal glycosides from Tacca subflabellata.

Abstract:

:By analyzing the steroidal content of fresh whole plants of Tacca subflabellata (Taccaceae), we isolated one sapogenin and eight glycosides with four kinds of steroidal skeletons including four new glycosides, named taccasubosides A-D (1-4), together with five known compounds. Among them, compound 1 is the first pentacyclic sterol glycoside with 6-6-6-5-6 fused rings. The structures of 1-4 were elucidated on the basis of extensive spectroscopic analysis, including that of 2D NMR data, and the results of acidic hydrolysis. The cytotoxicity of the selected steroidal glycosides (1-4, 8, and 9) was evaluated in vitro against five human cancer cell lines. Compound 9 showed significant inhibitory activity against all five cell lines.

journal_name

Steroids

journal_title

Steroids

authors

Li L,Ni W,Li XR,Hua Y,Fang PL,Kong LM,Pan LL,Li Y,Chen CX,Liu HY

doi

10.1016/j.steroids.2011.04.003

subject

Has Abstract

pub_date

2011-09-01 00:00:00

pages

1037-42

issue

10-11

eissn

0039-128X

issn

1878-5867

pii

S0039-128X(11)00136-X

journal_volume

76

pub_type

杂志文章

相关文献

STEROIDS文献大全
  • All progestins are not created equal.

    abstract::A variety of progestins are available for therapeutic use. It is convenient to classify them into those related in chemical structure to progesterone or testosterone. Progestins related to progesterone can be subdivided into pregnanes and 19-norpregnanes, whereas those related to testosterone can be subdivided into th...

    journal_title:Steroids

    pub_type: 杂志文章,评审

    doi:10.1016/j.steroids.2003.08.003

    authors: Stanczyk FZ

    更新日期:2003-11-01 00:00:00

  • Fungal sterol C22-desaturase is not an antimycotic target as shown by selective inhibitors and testing on clinical isolates.

    abstract::Inhibition of concise enzymes in ergosterol biosynthesis is one of the most prominent strategies for antifungal chemotherapy. Nevertheless, the enzymes sterol C5-desaturase and sterol C22-desaturase, which introduce double bonds into the sterol core and side chain, have not been fully investigated yet for their potent...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2015.05.004

    authors: Müller C,Binder U,Maurer E,Grimm C,Giera M,Bracher F

    更新日期:2015-09-01 00:00:00

  • Potential application of testosterone replacement therapy as treatment for obesity and type 2 diabetes in men.

    abstract::Sedentary lifestyle and over-nutrition are the main causes of obesity and type 2 diabetes (T2D). However, the same causes are major triggers of hypogonadism. Many T2D patients show low testosterone levels while hypogonadal men seem to be prone to become diabetic. Testosterone plays a major role in the regulation of mu...

    journal_title:Steroids

    pub_type: 杂志文章,评审

    doi:10.1016/j.steroids.2018.08.002

    authors: Fink J,Matsumoto M,Tamura Y

    更新日期:2018-10-01 00:00:00

  • Synthesis and biological activity of some cardiotonic compounds related to gitoxigenin.

    abstract::The four diastereomeric 3,16-diacetates 6, 9, 10 and 11 were prepared from gitoxin 1 by the routes shown in Schemes 1 and 2 and tested for inotropic activity in the isolated guinea-pig atrial preparation. In line with earlier findings in the digitoxigenin series, derivatives with a 3 alpha-acetoxy function, viz 9 and ...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(85)90062-5

    authors: Humber DC,Jones PS,Phillipps GH

    更新日期:1985-01-01 00:00:00

  • Progesterone-regulated determinants of stromal cell survival and death in uterine decidua are linked to protein kinase C activity.

    abstract::This study examined the role of protein kinase C enzymatic activity as a physiologic determinant of stromal cell death in decidua basalis (DB) during pregnancy. The expression of epidermal growth factor receptor (EGF-R) and Bcl2 was used as an indicator of stromal cell proliferation/survival, whereas Bax and the occur...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/s0039-128x(99)00044-6

    authors: Ogle TF,Dai D,George P

    更新日期:1999-09-01 00:00:00

  • Adrenalectomy amplifies aldosterone induced injury in cardiovascular tissue: an effect attenuated by adrenally derived steroids.

    abstract::Aldosterone induces fibrotic changes in cardiovascular tissues but its effects have usually been demonstrated in models of pre-existing renal injury and/or hypertension. This study tests the hypothesis that aldosterone can directly induce vascular fibrotic changes in the absence of prior renal injury or hypertension. ...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2012.12.007

    authors: Brem AS,Morris DJ,Li X,Ge Y,Shaw S,Gong R

    更新日期:2013-03-01 00:00:00

  • Naturally occurring marine steroid 24-methylenecholestane-3β,5α,6β,19-tetraol functions as a novel neuroprotectant.

    abstract::Steroids have been shown to have multiple effects on the nervous system including neuroprotective activities, and they have the potential to be used for the treatment of neurodegenerative diseases. In this current study, we tested the hypothesis that the marine steroid 24-methylenecholestane-3β,5α,6β,19-tetraol (Tetro...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2015.11.005

    authors: Leng T,Liu A,Wang Y,Chen X,Zhou S,Li Q,Zhu W,Zhou Y,Su X,Huang Y,Yin W,Qiu P,Hu H,Xiong ZG,Zhang J,Yan G

    更新日期:2016-01-01 00:00:00

  • Evidence that the maintenance of early pregnancy in the rabbit requires ""blastocyst estrogen''.

    abstract::It has been shown by others that treatment with only progesterone is sufficient to induce implantation and maintain pregnancy in ovariectomized-adrenalectomized rabbits. Based on these results, it was deduced that induction of implantation in the rabbit does not require estrogen. In making this deduction, "blastocyst ...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(76)90017-9

    authors: Dey SK,Dickmann Z,Sen Gupta J

    更新日期:1976-10-01 00:00:00

  • Occurrence and seasonal variation of 19-norcholest-4-en-3-one and 3 beta-monohydroxy sterols in the Californian gorgonian, Muricea californica.

    abstract::The first natural occurrence of 19-norcholestenone is reported, together with 17 sterols and one other delta 4-3-ketone in the extracts of the Californian gorgonian, Muricea californica (Aurivillius). Six additional demethyl sterols and five additional 4-monomethyl sterols which remain unidentified were also detected....

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(83)90093-4

    authors: Popov S,Carlson RM,Djerassi C

    更新日期:1983-04-01 00:00:00

  • Analysis of the steroid binding domain of rat steroid 5alpha-reductase (isozyme-1): the steroid D-ring binding domain of 5alpha-reductase.

    abstract::We have previously shown that the photoactive 4-azasteroid, [1,2 3H]N-4(benzylbenzoyl)-3-oxo-4-aza-4-methyl-5alpha-androst an-17beta-carboxamide is an effective probe of rat steroid 5alpha-reductase (isozyme-1) (5alphaR-1). In the current investigation, PEG-fractionated (6.5%) detergent-solubilized preparations contai...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/s0039-128x(98)00087-7

    authors: Bhattacharyya AK,Wang M,Rajagopalan K,Taylor MF,Hiipakka R,Liao S,Collins DC

    更新日期:1999-03-01 00:00:00

  • A synthesis of 7alpha-hydroxyandrost-4-ene-3,17-dione.

    abstract::The first convenient chemical synthesis of 7alpha-hydroxyandrost-4-ene-3,17-dione is reported. Androsta-4,6-diene3, 17-dione was converted into its 6alpha, 7alpha-epoxy-derivative; reduction of the epoxide with aluminum amalgam gave 7alpha-hydroxyandrost-4-ene-3,17-dione. This reducing agent is more efficient than chr...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/s0039-128x(76)90096-9

    authors: Hossain AM,Kirk DN,Mitra G

    更新日期:1976-05-01 00:00:00

  • The effects of dehydroepiandrosterone (DHEA) supplementation on body composition and blood pressure: A meta-analysis of randomized clinical trials.

    abstract::Dehydroepiandrosterone (DHEA) supplementation has been anecdotally considered as a tool to improve body composition and health status. We aimed to verify the impact of DHEA supplementation on traditional measurements of body composition and blood pressure (BP) due to their clinical applicability. A meta-analysis of ra...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2020.108710

    authors: Wang F,He Y,O Santos H,Sathian B,C Price J,Diao J

    更新日期:2020-11-01 00:00:00

  • From ligand structure to biological activity: modified estratrienes and their estrogenic and antiestrogenic effects in MCF-7 cells.

    abstract::A variety of compounds, including the selective estrogen receptor (ER) modulators tamoxifen and raloxifene, phytoestrogens such as genistein, and xenoestrogens such as bisphenol, bind to the estrogen receptor and elicit biological responses. Structural studies have linked the altered activity of compounds such as 4-hy...

    journal_title:Steroids

    pub_type: 杂志文章,评审

    doi:10.1016/j.steroids.2004.03.014

    authors: Brooks SC,Skafar DF

    更新日期:2004-06-01 00:00:00

  • Structural analysis of 21-hydroxypregn-4-ene-3,20-dione (deoxycorticosterone) derivative compounds. Part II: Proton NMR spectra.

    abstract::Complete analysis of the proton nuclear magnetic resonance spectrum of desoxycorticosterone (DOC) has been made using selective double irradiation, two-dimensional experiments, relaxation rate, and nuclear Overhauser effect measurements in order to specify the structure and conformation of products encountered during ...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(88)90025-6

    authors: Kouadio L,Bernard P,Sabot JF,Petit-Ramel MM,Barbier CM,Pinatel HJ

    更新日期:1988-03-01 00:00:00

  • Distribution of immunoreactive androgen-binding protein/sex hormone-binding globulin in tissues of the fetal rat.

    abstract::Androgen-binding protein/sex hormone-binding globulin (ABP/SHBG) is an extracellular carrier protein that binds androgens and estrogens with high affinity. In the adult, ABP/SHBG is thought to function in the male reproductive system and the general circulation in both sexes to modulate the actions of sex steroids. Th...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(96)00049-9

    authors: Becchis M,Sullivan PM,Ordronneau P,Petrusz P,Joseph DR

    更新日期:1996-07-01 00:00:00

  • Random serum progesterone threshold to confirm ovulation.

    abstract:BACKGROUND:Serum progesterone (P) rises after ovulation in the luteinisation process. OBJECTIVE:To identify an accurate progesterone threshold to confirm ovulation in the assessment of a woman's fertility. METHODS:In a secondary analysis of an observational European multicentre study, this study included 107 women ov...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2015.06.013

    authors: Leiva R,Bouchard T,Boehringer H,Abulla S,Ecochard R

    更新日期:2015-09-01 00:00:00

  • 1H NMR determination of adulteration of anabolic steroids in seized drugs.

    abstract::Counterfeiting and adulteration of pharmaceuticals is a prevalent problem worldwide and represents a major health risk to the population, with anabolic steroids being one of the main classes of drugs consumed and obtained from dubious sources. In this work, we propose the use of the 1H NMR technique to evaluate formul...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2018.07.002

    authors: Ribeiro MVM,Boralle N,Felippe LG,Pezza HR,Pezza L

    更新日期:2018-10-01 00:00:00

  • Carbon-13 nuclear magnetic resonance spectral data of steroidal vicinal ketols and related compounds.

    abstract::Carbon-13 nuclear magnetic resonance spectra for 31 3 beta-hydroxy and acetoxy androstane derivatives bearing vicinal oxygenated functions at ring D with and without oxygenated functions at C-6 are reported. Relative substituent effects are discussed. ...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(91)90077-9

    authors: Doller D,Gros EG

    更新日期:1991-04-01 00:00:00

  • Regio- and stereoselective reduction of 17-oxosteroids to 17β-hydroxysteroids by a yeast strain Zygowilliopsis sp. WY7905.

    abstract::The reduction of 17-oxosteroids to 17β-hydroxysteroids is one of the important transformations for the preparation of many steroidal drugs and intermediates. The strain Zygowilliopsis sp. WY7905 was found to catalyze the reduction of C-17 carbonyl group of androst-4-ene-3,17-dione (AD) to give testosterone (TS) as the...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2016.11.002

    authors: Liu Y,Wang Y,Chen X,Wu Q,Wang M,Zhu D,Ma Y

    更新日期:2017-02-01 00:00:00

  • Comparison of cortisol-cortisone interconversion in vitro by the human and baboon placenta.

    abstract::The kinetics of 11 beta-hydroxysteroid dehydrogenase (11HSD) catalyzing the interconversion of cortisol (F) and cortisone (E) were compared in vitro following incubation of homogenates of human (N = 7) and baboon (N = 2) placenta. In both species, enzyme activity catalyzing the conversion of F to E was associated with...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(84)90004-7

    authors: Pepe GJ,Albrecht ED

    更新日期:1984-09-01 00:00:00

  • Side-chain modified vitamin D analogs induce rapid accumulation of VDR in the cell nuclei proportionately to their differentiation-inducing potential.

    abstract::1,25-Dihydroxyvitamin D(3) (1,25D) regulates gene transcription through a nuclear vitamin D receptor (VDR) which acts as a ligand-regulated transcription factor. Some structural vitamin D analogs (VDAs) are selective in their biological actions, because they retain cell-differentiating potential, while their calcemic ...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2008.06.010

    authors: Gocek E,Kiełbiński M,Wyłób P,Kutner A,Marcinkowska E

    更新日期:2008-12-22 00:00:00

  • Evidence that "embryonic estrogen" is a factor which controls the development of the mouse preimplantation embryo.

    abstract::4- to 8-cell mouse PIE's (preimplantation embryos) were cultured in vitro for 48 hr in media containing various concentrations of the anti-estrogen CI-628. Graded effects of the various concentrations were observed with the highest concentration (1.5 microng/ml) being 100% effective in blocking development to the blas...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(77)90005-8

    authors: Gupta JS,Dey SK,Dickmann Z

    更新日期:1977-03-01 00:00:00

  • Increased SULT1E1 activity in HepG2 hepatocytes decreases growth hormone stimulation of STAT5b phosphorylation.

    abstract::Mouse models of cystic fibrosis (CF) display increased sulfotransferase 1E1 (SULT1E1) activity in hepatocytes of cystic fibrosis transmembrane receptor (CFTR)-deficient animals. SULT1E1 is responsible for the sulfation and inactivation of beta-estradiol (E2) at physiological concentrations. IGF-1 message levels in CFT...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2008.09.002

    authors: Li L,He D,Wilborn TW,Falany JL,Falany CN

    更新日期:2009-01-01 00:00:00

  • Neuroprotective-neurotrophic effect of endogenous dehydroepiandrosterone sulfate during intense stress exposure.

    abstract::Recent reports demonstrate neurotrophic properties of dehydroepiandrosterone sulfate (DHEAS) in men at rest, as well as profound neurotrophic responses to stress in both men and women. Little is known of neuroprotective-neurotrophic effects of DHEAS during stress exposure, either in men or women. This translational st...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2014.05.011

    authors: Taylor MK,Stone M,Laurent HK,Rauh MJ,Granger DA

    更新日期:2014-09-01 00:00:00

  • 3 Alpha-hydroxysteroid dehydrogenase activity in rat liver and skin.

    abstract::3 alpha-Hydroxysteroid dehydrogenase (3 alpha HSD) is one of the main enzymes involved in the metabolism of the active androgen, dihydrotestosterone (DHT). 3 alpha HSD catalyzes the reversible reduction of DHT to 5 alpha-androstane-3 alpha, 17 beta-diol (3 alpha DIOL). The equilibrium of 3 alpha HSD reductive and oxid...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(94)90110-4

    authors: Pirog EC,Collins DC

    更新日期:1994-04-01 00:00:00

  • Conjugation reactions catalyzed by bifunctional proteins related to beta-oxidation in bile acid biosynthesis.

    abstract::The conjugation reactions of hydration and dehydrogenation catalyzed by the dehydratase and dehydrogenase activities of D-3-hydroxyacyl-CoA dehydratase/D-3-hydroxyacyl-CoA dehydrogenase bifunctional protein (DBP) and enoyl-CoA hydratase/3-hydroxyacyl-CoA dehydrogenase bifunctional protein (LBP) in the side chain degra...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/s0039-128x(00)00217-8

    authors: Kurosawa T,Sato M,Nakano H,Fujiwara M,Murai T,Yoshimura T,Hashimoto T

    更新日期:2001-02-01 00:00:00

  • Simultaneous quantification of progesterone, estrone, estradiol-17 beta and corticosterone in female American kestrel plasma.

    abstract::Progesterone, estrone, estradiol-17 beta and corticosterone were quantified simultaneously for the first time in female American kestrel (Falco sparverius) plasma. A mean level for each hormone was determined for the laying and non-laying periods of the summer (April-September), and for February. Means were comparable...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(84)90012-6

    authors: Rehder NB,Lague PC,Bird DM

    更新日期:1984-04-01 00:00:00

  • Estrogen and bone health in men and women.

    abstract::Estrogen is the key regulator of bone metabolism in both men and women. Menopause and the accompanying loss of ovarian estrogens are associated with declines in bone mineral density (BMD): 10-year cumulative loss was 9.1% at the femoral neck and 10.6%, lumbar spine. Estradiol concentrations also predict fractures. Tot...

    journal_title:Steroids

    pub_type: 杂志文章,评审

    doi:10.1016/j.steroids.2014.12.010

    authors: Cauley JA

    更新日期:2015-07-01 00:00:00

  • Radioimmunoassay of three deoxycorticoids in human plasma following HPLC separation.

    abstract::A radioimmunoassay of three deoxycorticoids, namely 11 beta,17 alpha-dihydroxy-4-pregnene-3,20-dione (21-deoxycortisol), 17 alpha,21-dihydroxy-4-pregnene-3,20-dione (11-deoxycortisol), and 21-hydroxy-4-pregnene-3,20-dione (11-deoxycorticosterone) which are important for differential diagnosis of congenital adrenal dis...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(95)00060-4

    authors: Hill M,Lapcík O,Hampl R,Stárka L,Putz Z

    更新日期:1995-09-01 00:00:00

  • 5alpha-reduction of an anti-androgen TSAA-291, 16beta-ethyl-17beta-hydroxy-4-estren-3-one, by nuclear 5alpha-reductase in rat prostates.

    abstract::Inhibition of 5alpha-reduction of testosterone by an anti-androgen TSAA-291 (16beta-ethyl-17beta-hydroxy-4-estren-3-one) was studied in rat ventral prostates and the metabolic conversion of 3H-TSAA-291 was examined both in vitro and in vivo. In the in vitro experiment using nuclear 5alpha-reductase of the prostate, 5a...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(81)90021-0

    authors: Sudo K,Yoshida K,Akinaga Y,Nakayama R

    更新日期:1981-07-01 00:00:00