Isolation and structure of a cytotoxic epoxy sterol from the marine mollusc Planaxis sulcatus.

Abstract:

:A novel epoxy sterol isolated from the marine mollusc Planaxis sulcatus has been identified as 9 alpha,11 alpha-epoxycholest-7-ene-3 beta,5 alpha,6 beta-triol by spectrometric methods.

journal_name

Steroids

journal_title

Steroids

authors

Alam M,Sanduja R,Weinheimer AJ

doi

10.1016/0039-128x(88)90216-4

subject

Has Abstract

pub_date

1988-07-01 00:00:00

pages

45-50

issue

1-2

eissn

0039-128X

issn

1878-5867

pii

0039-128X(88)90216-4

journal_volume

52

pub_type

杂志文章

相关文献

STEROIDS文献大全
  • A novel synthetic approach to (20R)- and (20S)-21-hydroxy steroids. Synthesis of a marine sterol 21-hydroxycholesterol.

    abstract::A short and efficient synthesis of steroid synthons, di(tert-butyldimethylsilyl) ethers of 3,21-dihydroxy-24-nor-chol-5-en-23-al (8 and 10) and of ethyl 3,21-dihydroxy-25-homo-chola-5,23-dien-25-oate (9 and 11), having natural (20R) and unnatural (20S) configuration from 3β-(tert-butyldimethylsilyloxy)-14α,20ξ-card-5-...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2011.01.010

    authors: Koenig H,Skiera I,Błaszczyk K,Paryzek Z

    更新日期:2011-04-01 00:00:00

  • 6-(4'-Aryl-1',2',3'-triazolyl)-spirostan-3,5-diols and 6-(4'-Aryl-1',2',3'-triazolyl)-7-hydroxyspirosta-1,4-dien-3-ones: Synthesis and analysis of their cytotoxicity.

    abstract::In an endeavour to develop potent anti-tumor agents from diosgenin, a series of C-6 derived 1,2,3-triazolyl derivatives were designed and synthesized by employing Cu(I) catalyzed Huisgen 1,3-dipolar cycloaddition reaction of novel azides - (22R,25R)-6β-azidospirostan-3β,5α-diol and 6β-azido-7α-hydroxyspirosta-1,4-dien...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2019.108460

    authors: Mironov ME,Oleshko OS,Pokrovskii MA,Rybalova TV,Pechurov VK,Pokrovskii AG,Cheresis SV,Mishinov SV,Stupak VV,Shults EE

    更新日期:2019-11-01 00:00:00

  • Synthesis of 21-hydroxy-11,19-oxidopregn-4-ene-3,20-dione and 21-hydroxy-6,19-oxidopregn-4-ene-3,20-dione.

    abstract::The 21-hydroxy analogues of 11,19-oxidoprogesterone and 6,19-oxidoprogesterone have been synthesized from readily available materials. Hydroxylation at C-21 was effected with iodosobenzene (from phenyliodosodiacetate and methanolic potassium hydroxide) on a 20-ketopregnane. For the 11,19-oxido derivative, the hydroxyl...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(94)00052-e

    authors: Veleiro AS,Nevado MV,Monteserín MC,Burton G

    更新日期:1995-03-01 00:00:00

  • The effect of bile acids on "solubilized" cholesterol 7 alpha-hydroxylase activity in swine.

    abstract::Optimal assay conditions for cholesterol 7 alpha-hydroxylase activity in swine liver microsomes were determined. The enzyme activity is induced three-fold by feeding cholestyramine to the swine. This suggests that cholesterol 7 alpha-hydroxylase is likely to be the rate-limiting enzyme for biosynthesis of bile acids i...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(79)90008-4

    authors: Li JR,Kim DN

    更新日期:1979-03-01 00:00:00

  • A radio-gas chromatographic method for the determination of 11-oxotestosterone in fish plasma: its use in confirming estimations by radioimmunoassay.

    abstract::A radio-gas chromatographic method has been devised for the estimation of 11-oxotestosterone (17beta-hydroxyandrost-4-ene-3, 11-dione) in fish plasma samples which provides an independent means of validating the radioimmunoassay described earlier. Estimates of the concentration of 11-oxotestosterone in a sample of mal...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/s0039-128x(78)80009-9

    authors: Simpson TH,Wright RS

    更新日期:1978-05-01 00:00:00

  • Studies directed toward a mechanistic evaluation of aromatase inhibition by androst-5-ene-7,17-dione. Time-dependent inactivation by the 19-nor and 5 beta, 6 beta-epoxy derivatives.

    abstract::To gain further insight into the mechanism for inactivation of aromatase by androst-5-ene-7,17-dione (1) and its 19-nor analog 4, 10 beta-oxygenated steroids 5 and 6, delta 1(10)-steroid 7, and 19-oxo-5 beta,6 beta-epoxy compound 8 were synthesized and tested for their ability to inhibit aromatase in human placental m...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/s0039-128x(97)00002-0

    authors: Numazawa M,Tachibana M

    更新日期:1997-07-01 00:00:00

  • Prostaglandin inhibitors and the development of mung bean seedlings.

    abstract::The effect of cortisol and prostaglandin inhibitors on the growth and development of germinating mung bean, Vigna radiata L. Wilzek, cv. Jumbo was investigated. Cortisol, indomethacin, and a mixture of cortisol with aspirin, or benoxaprofen significantly increased radicle length and the number of lateral roots as comp...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(85)90052-2

    authors: Gawienowski AM,Csernus KM,Simon JE,Craker LE

    更新日期:1985-08-01 00:00:00

  • Progesterone receptors in endometrial cancer invasion and metastasis: development of a mouse model.

    abstract::Progestagens inhibit growth of endometrial cancer cells in vivo and in vitro, and also are reported to inhibit endometrial cancer cell invasion. The progesterone receptor (PR) isotypes PRA and PRB have different transcriptional activity. There are indications that relative over expression of PRB could lead to developm...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2003.08.002

    authors: Hanekamp EE,Gielen SC,van Oosterhoud SA,Burger CW,Grootegoed JA,Huikeshoven FJ,Blok LJ

    更新日期:2003-11-01 00:00:00

  • Differential regulation of the bumetanide-sensitive cotransporter (NKCC2) by ovarian hormones.

    abstract::The Na-K-2Cl cotransporter (NKCC2) regulates sodium transport along the thick ascending limb of Henle's loop and is important in control of sodium balance, renal concentrating ability and renin release. To determine if there are sex differences in NKCC2 abundance and/or distribution, and to evaluate the contribution o...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2010.05.014

    authors: Musselman TM,Zhang Z,Masilamani SM

    更新日期:2010-11-01 00:00:00

  • Aromatase inhibition by R 76 713: a kinetic analysis in rat ovarian homogenates.

    abstract::Reaction kinetics of the aromatase enzyme and of a new nonsteroidal aromatase inhibitor, R 76 713 (6-[(4-chlorophenyl)(1H-1,2,4-triazol-1-yl)-methyl]-1-methyl-1H- benzotriazole), were studied in ovarian homogenates obtained from pregnant mare's serum gonadotropin (PMSG)-injected female Wistar rats. The Km (Michaelis c...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(90)90027-9

    authors: Krekels MD,Wouters W,De Coster R

    更新日期:1990-02-01 00:00:00

  • Fluoro-clomiphene and its synthetic precursors: synthesis and receptor binding.

    abstract::In an attempt to synthesize compounds with selective estrogen-receptor binding, fluoro- and amino-clomiphene were totally synthesized from benzyl chloride, and their estrogenic/antiestrogenic activity as well as that of some of their chemical intermediates was evaluated. The triazene prepared from the amino-clomiphene...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(86)90042-5

    authors: Gazit A,Livshitz T,Shani J

    更新日期:1986-07-01 00:00:00

  • Prolonged progesterone treatment of endometrial epithelial cells modifies the effect of estradiol on their sensitivity to oxytocin.

    abstract::Estradiol (E2), progesterone (P4), and oxytocin (OT) are important for the initiation of luteolysis in ruminants but the mechanisms involved are still poorly understood. The objective of this study was to determine if duration of exposure of bovine endometrial epithelial cells to P4 affected the response of the cells ...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/s0039-128x(03)00094-1

    authors: Kombé A,Sirois J,Goff AK

    更新日期:2003-09-01 00:00:00

  • Biotransformation and molecular docking studies of aromatase inhibitors.

    abstract::Bioconversion of the aromatase inhibitor formestane (4-hydroxyandrost-4-ene-3,17-dione) (1) by the fungus Rhizopus oryzae ATCC 11145 resulted in a new minor metabolite 3,5α-dihydroxyandrost-2-ene-4,17-dione (2) and the known 4β,5α-dihydroxyandrostane-4,17-dione (3) as the major product. The structural elucidation and ...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2016.07.003

    authors: Martin GD,Narvaez J,Bulmer R,Durrant MC

    更新日期:2016-09-01 00:00:00

  • New oxandrolone derivatives by biotransformation using Rhizopus stolonifer.

    abstract::Structural transformation of the steroidal lactone, oxandrolone (1), by suspended-cell cultures of the plant pathogen fungus Rhizopus stolonifer, resulted in the production of three new metabolites. These metabolites were identified as 11alpha-hydroxyoxandrolone (2), 6alpha-hydroxyoxandrolone (3) and 9alpha-hydroxyoxa...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2009.08.003

    authors: Choudhary MI,Mohammad MY,Musharraf SG,Parvez M,Al-Aboudi A,Atta-ur-Rahman

    更新日期:2009-11-01 00:00:00

  • Cortisol metabolism and excretion in the isolated perfused rat kidney.

    abstract::The isolated perfused rat kidney allows a simultaneous kinetic study of both the renal metabolism and the urinary excretion of cortisol and its metabolites in the rat. In this system, cortisol was completely metabolized within 120 minutes. The main renal metabolites of cortisol (cortisone, 20 reduced cortisol and 20 r...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(77)90052-6

    authors: Reach G,Nakane H,Nakane Y,Auzan C,Corvol P

    更新日期:1977-11-01 00:00:00

  • Ice-like encapsulated water by two cholic acid moieties.

    abstract::Starting from the structure of ice (in which each water molecule is surrounded by other four water molecules forming a tetrahedron with a value of 4.51Å for the edge O-O distance), and the knowledge that this value also corresponds to the O7-O12 distance of the skeleton of cholic acid, it is hypothesized that two ster...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2012.07.003

    authors: Soto VH,Alvarez M,Meijide F,Trillo JV,Antelo A,Jover A,Galantini L,Tato JV

    更新日期:2012-10-01 00:00:00

  • Validation of a new system for androgen binding protein measurement.

    abstract::A new technique that permits measurement of Androgen-Binding Protein (ABP) is validated by reproducibility, linearity and correlation studies. Using this apparatus allowing Scatchard plot analysis, it is also possible to measure association and dissociation rate constants. In addition, it is a very useful tool for a r...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(88)90174-2

    authors: Barbey P,Fradin S,Carreau S,Drosdowsky MA

    更新日期:1988-10-01 00:00:00

  • Effect of bile acid analogs on 7 alpha-dehydroxylase activity in Eubacterium sp. V.P.I. 12708.

    abstract::7 beta-Methyl-chenodeoxycholic acid (7-MeCDC, 3 alpha, 7 alpha-dihydroxy-7 beta-methyl-5 beta-cholan-24-oic acid), 7 alpha-methyl-ursodeoxycholic acid (7-MeUDC, 3 alpha, 7 beta-dihydroxy-7 alpha-methyl-5 beta-cholan-24-oic acid), 7 xi-methyl-lithocholic acid (7-MeLC, 3 alpha-hydroxy-7 xi-methyl-5 beta-cholan-24-oic ac...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/s0039-128x(84)80025-2

    authors: Hylemon PB,Moody DP,Cohen BI,Une M,Mosbach EH

    更新日期:1984-10-01 00:00:00

  • 6E-hydroximinosteroid homodimerization by cross-metathesis processes.

    abstract::A rapid and efficient synthesis of 6E-hydroximinosteroid homodimers is described. The two new compounds were linked at position 3 of the steroid nucleus via a ruthenium catalyzed cross-metathesis reaction. The cytotoxic activity of these compounds was evaluated in vitro on human lung carcinoma A549 (ATCC CCL-185), col...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2007.03.014

    authors: Rega M,Jiménez C,Rodríguez J

    更新日期:2007-10-01 00:00:00

  • A comparative study of enol aldehyde formation from betamethasone, dexamethasone, beclomethasone and related compounds under acidic and alkaline conditions.

    abstract::Enol aldehydes are one type of key degradation and metabolic intermediates from a group of corticosteroids containing the 1,3-dihydroxyacetone side chain on their D-rings, such as betamethasone, dexamethasone, beclomethasone, and related compounds. The formation of enol aldehydes from these corticosteroids is via acid...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2008.09.009

    authors: Chen B,Li M,Lin M,Tumambac G,Rustum A

    更新日期:2009-01-01 00:00:00

  • Biological characterization of 10-(2-propynyl) estr-4-ene-3, 17-dione (MDL 18,962), an enzyme-activated inhibitor of aromatase.

    abstract::MDL 18,962 was shown to be a highly specific, potent (Ki = 3-4 nM), enzyme-activated inhibitor of aromatase with minimal intrinsic endocrine properties. The affinity of MDL 18,962 was higher for human and baboon placental aromatase than for rhesus placental or rodent ovarian aromatase. These species differences necess...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(83)90065-x

    authors: Johnston JO

    更新日期:1987-07-01 00:00:00

  • Comparison of estrogen sulfotransferase and pregnenolone sulfotransferase of guinea pig.

    abstract::Guinea pig adrenal estrogen sulfotransferase from either sex was eluted as a single peak, irrespective of buffer salt concentration, when subjected to fast protein liquid chromatography on gel filtration columns. The same enzyme was consistently eluted in two distinct peaks during chromatofocusing. Adrenal pregnenolon...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(92)90063-f

    authors: Glasier MA,Glutek SM,Hobkirk R

    更新日期:1992-06-01 00:00:00

  • 5 alpha-reductase inhibition by finasteride (Proscar) in epithelium and stroma of human benign prostatic hyperplasia.

    abstract::Finasteride is a specific 5 alpha-reductase inhibitor that has been shown to reduce the size of human benign prostatic hyperplasia (BPH) by inhibiting the intraprostatic conversion of testosterone to 5 alpha-dihydrotestosterone. The aim of the present in vitro study was to describe in more detail the inhibitory effect...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(94)90016-7

    authors: Weisser H,Tunn S,Debus M,Krieg M

    更新日期:1994-11-01 00:00:00

  • Sterols of some Clerodendrum species (Verbenaceae): occurrence of the 24 alpha- and 24 beta-epimers of 24-ethylsterols lacking a delta 25-bond.

    abstract::The configurations at C-24 of 24-alkylsterols of six samples of Clerodendrum species (Verbenaceae) - the aerial parts of C. fragrans, C. inerme, C. infortunatum, C. scandens, and C. siphonanthus, and the seeds of C. infortunatum - were examined by NMR. All samples contained 24 beta-ethylsterols possessing a delta 25-b...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(89)90036-6

    authors: Akihisa T,Matsubara Y,Ghosh P,Thakur S,Tamura T,Matsumoto T

    更新日期:1989-03-01 00:00:00

  • Synthesis of a human long-term oxymetholone metabolite.

    abstract::A long-term metabolite of the doping agent oxymetholone (OXM-M2, 17β-hydroxymethyl-2,17α-methyl-18-norandrost-13-en-3-one) which has been identified by GC-MS/MS was synthesized from commercially available materials. Two efficient synthetic routes to access both C-17 epimers of tentative metabolites were developed. The...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2019.108430

    authors: Kratena N,Biedermann N,Stojanovic B,Göschl L,Weil M,Enev VS,Gmeiner G,Gärtner P

    更新日期:2019-10-01 00:00:00

  • Validation of a specific radioimmunoassay to measure plasma cortisol in the fetal sheep.

    abstract::A procedure utilizing co-chromatography and complementary antiserum comparisons was employed to assess the specificity of a cortisol radioimmunoassay for use in the chronically catheterized fetal sheep preparation. Complementary antiserum comparisons is a technique by which two different cortisol antisera, prepared fr...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/s0039-128x(79)80005-7

    authors: Magyar DM,Buster JE,Elsner CW,Nathanielsz PW,Oliveros R,Abraham GE

    更新日期:1979-01-01 00:00:00

  • Novel action of estrone on vascular tissue: regulation of NOS and COX activity.

    abstract::The hypothesis tested in the present work is that estrone non-genomically regulates aortic nitric oxide synthase (NOS) and cyclooxygenase (COX) activities in female rats, and that such regulation depends on ovarian function. We found that physiological concentrations of estrone (E(1)) (0.1-10nM) significantly increase...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/j.steroids.2004.10.012

    authors: Selles J,Polini N,Alvarez C,Massheimer V

    更新日期:2005-04-01 00:00:00

  • Withdrawal properties of a neuroactive steroid: implications for GABA(A) receptor gene regulation in the brain and anxiety behavior.

    abstract::Early work in the field established that the 5 alpha-reduced metabolite of progesterone 3 alpha-OH-5 alpha-pregnan-20-one (allopregnanolone or 3 alpha,5 alpha-THP) is a potent positive modulator of the GABA(A) receptor (GABAR), the receptor mediating the effects of the primary inhibitory transmitter in the brain. This...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/s0039-128x(01)00170-2

    authors: Smith SS

    更新日期:2002-05-01 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

  • Progestin metabolism in the rhesus monkey corpus luteum.

    abstract::For the purpose of describing the pathway by which estrones are synthesized in the rhesus monkey (Macaca mulatta) corpus luteum (CL), CL were obtained during the midluteal phase of the menstrual cycle and fragments incubated with equimolar amounts of [7-3H]pregnenolone plus [4-14C]progesterone. Metabolites including 3...

    journal_title:Steroids

    pub_type: 杂志文章

    doi:10.1016/0039-128x(80)90019-7

    authors: Sholl SA,Wolf RC

    更新日期:1980-08-01 00:00:00