Abstract:
:(25S)-3-Oxocholesta-1,4-dien-26-oic acid (1) and a new (25S)-18-acetoxy-3-oxocholesta-1,4-dien-26-oic acid (2) were isolated from a soft coral Minabea sp. (cf. aldersladei) collected in North Sulawesi, Indonesia, together with two known cholic-acid-type compounds, 3-oxochol-1,4-dien-24-oic acid (3) and 3-oxochol-4-en-24-oic acid (4). The structures of these compounds were determined on the basis of their spectroscopic data. The absolute stereochemistry at C-25 of 2 was determined by comparative (1)H NMR study using chiral anisotropic reagents [(S)- and (R)-phenylglycine methyl esters]. This is the first to report compound 1 as a natural product.
journal_name
Steroidsjournal_title
Steroidsauthors
Wang W,Lee JS,Nakazawa T,Ukai K,Mangindaan RE,Wewengkang DS,Rotinsulu H,Kobayashi H,Tsukamoto S,Namikoshi Mdoi
10.1016/j.steroids.2009.04.002subject
Has Abstractpub_date
2009-09-01 00:00:00pages
758-60issue
9eissn
0039-128Xissn
1878-5867pii
S0039-128X(09)00097-Xjournal_volume
74pub_type
杂志文章相关文献
STEROIDS文献大全abstract:BACKGROUND:Adiponectin, an insulin-sensitive hormone that is primarily synthesized in adipose tissue, exerts its effects by binding to two receptors, adipoR1 and adipoR2. Little is known regarding the effects of glucocorticoids on the expression of adiponectin receptors. METHODS:Male Wistar rats were bilaterally adren...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2011.06.004
更新日期:2011-11-01 00:00:00
abstract::Fast atom bombardment/mass spectrometry or liquid secondary ion mass spectrometry provides the capability for direct analysis of steroid conjugates (sulfates, glucuronides) without prior hydrolysis or derivatization. During the analysis of biologic extracts, limitations on the sensitivity of detection arise from the p...
journal_title:Steroids
pub_type: 杂志文章,评审
doi:10.1016/0039-128x(90)90014-3
更新日期:1990-10-01 00:00:00
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
更新日期:1983-04-01 00:00:00
abstract::Evaluation of sex steroids in cervical mucus was performed at different phases of spontaneous or clomiphene-citrate-induced ovulatory cycles. To this end, 11 women with normal ovulatory cycles and 9 subjects with polycystic ovary syndrome of comparable age and body mass index were investigated. Serum and cervical mucu...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(99)00074-4
更新日期:2000-01-01 00:00:00
abstract::Significant changes in % free serum E2, T and P were observed during the annual cycle of the turtle. In contrast no significant changes in SHBG affinity constants (2.29-4.48 x 10(8) M-7) were found and binding capacity for estradiol 17B was between 3.47 and 3.96 x 10(-7) M except in preovulatory animals (2.00 +/- 0.25...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(88)90144-4
更新日期:1988-10-01 00:00:00
abstract::Nuclear membrane bound testosterone 5 alpha-reductase solubilized in active form from human prostatic tissue by 0.5% n-octyl beta-D-glucopyranoside was purified by a four-step chromatographic procedure including DEAE-Trisacryl ion exchange, hydroxylapatite adsorption, testosterone-Sepharose affinity and Sepharose 4B g...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(94)90103-1
更新日期:1994-12-01 00:00:00
abstract::Steroids possessing an ethynyl group at position 17α (tertiary alcohols) are well known to be more stable than their non-ethynyl analogs (secondary alcohols). To facilitate the development of new drugs with better metabolic stability, we developed a new diethylsilyl acetylenic linker allowing us to rapidly synthesize ...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2015.12.019
更新日期:2016-03-01 00:00:00
abstract::The synthesis of seco-D and D-homo digitalis derivatives, from the carda-14,20(22)-dienolide 1, is described. Selective ozonolysis gave the seco-D 14-ketoaldehyde 2a. Modification of the two carbonyl groups and of the alpha, beta-unsaturated lactone ring of the seco-D 14-ketoaldehyde 2a allowed preparation of derivati...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(96)00117-1
更新日期:1996-10-01 00:00:00
abstract::The mode of action of steroid hormones has been extended in recent years. In addition to their classical nuclear action (acting as transcription factors), they can also regulate cell-signaling phosphorylation cascades and exert actions that are initiated at the membrane and which, in most cases, are rapid. Even though...
journal_title:Steroids
pub_type: 杂志文章,评审
doi:10.1016/j.steroids.2007.12.009
更新日期:2008-10-01 00:00:00
abstract::This article describes the origins and evolution of "antiestrogenic" medicines for the treatment and prevention of breast cancer. Developing drugs that target the estrogen receptor (ER) either directly (tamoxifen) or indirectly (aromatase inhibitors) has improved the prognosis of breast cancer and significantly advanc...
journal_title:Steroids
pub_type: 杂志文章,评审
doi:10.1016/j.steroids.2006.10.009
更新日期:2007-01-01 00:00:00
abstract::As demonstrated for pregnenolone, saturated ketones are conveniently alpha-hydroxymethylated by their transformation into a lithium enolate and by the reaction of the latter with formaldehydr. The 17-hydroxymethylpregnenolone prepared by this method in very good yield was readily converted to 17-hydroxymethylprogester...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(79)80021-5
更新日期:1979-11-01 00:00:00
abstract::Human progesterone receptor (PR) contains a polyproline motif in the amino-terminal domain that interacts with the SH3 domain of Src and mediates rapid activation of c-Src and downstream MAPK (Erk-1/-2) independent of the transcriptional activity of PR. Forcedly target PR to different locations in the cell by use of m...
journal_title:Steroids
pub_type: 杂志文章,评审
doi:10.1016/j.steroids.2008.01.010
更新日期:2008-10-01 00:00:00
abstract::A highly active inhibitor of the binding of estrone and estradiol-17beta to rat alpha-fetoprotein is demonstrated for the first time in embryo, immature and adult rat sera as well as in fetal and adult human sera. The competitive character and the narrow specificity of this inhibition effect is shown. The major compou...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(77)80023-8
更新日期:1977-12-01 00:00:00
abstract::During the periparturient period, dairy cows are subjected to physiological changes that may induce immunosuppression and an increased susceptibility of the animal to bacterial infections such as mastitis. The incidence of clinical environmental mastitis is high during the last period of gestation, at parturition and ...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(03)00040-0
更新日期:2003-05-01 00:00:00
abstract:OBJECTIVE:The cut-off value for salivary cortisol measurement for the diagnosis of Cushing's syndrome (CS) may depend both on the severity of the disease and the composition of control group. Therefore, we examined the utility of midnight salivary cortisol measurements in patients who were evaluated for signs and sympt...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2010.08.007
更新日期:2011-01-01 00:00:00
abstract::Bile acid conjugates are found in human breast cyst fluid in average concentrations about 50-fold greater than those in blood. Because epidemiologic studies have linked colon and breast cancer and aberrant bile acid profiles are associated with colon cancer risk, we decided to study the influence of bile acid conjugat...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(97)00050-0
更新日期:1997-10-01 00:00:00
abstract::Desoxymethyltestosterone (DMT; 17β-hydroxy-17α-methyl-5α-androst-2-ene) is a designer steroid present in hormonal supplements distributed illegally as such or in combination with other steroids, for self-administration. It figures on the list of substances prohibited in sports and its detection in athlete's urine samp...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2012.02.008
更新日期:2012-05-01 00:00:00
abstract::We assayed Type 1 (high K+) and Type 2 (high Na+) human breast cyst fluids for DHEA-S. When an antibody specific for the 3-sulfoconjugate end of DHEA-S was used, Type 1 cyst fluids (n = 18) showed a content of 114 +/- 68 micrograms/mL (mean +/- sigma) and Type 2 cyst fluids (n = 14) of 35 +/- 17 micrograms/mL (P less ...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(88)90004-9
更新日期:1988-09-01 00:00:00
abstract::Estradiol-17 beta labeled with deuterium in the positions 2 or 4 can be prepared from 2-chloromercurio-1,3,5(10)-estratriene-3,17 beta-diol 3-methyl ether 17-acetate or 4-chloromercurio-1,3,5(10)-estratriene-3,17 beta-diol, respectively, in refluxing CH3COO(2)H/(2)H2O. The same reaction performed on 4-acetoxymercurio-...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(83)90052-1
更新日期:1983-06-01 00:00:00
abstract::Human placental 17 beta, 20 alpha-hydroxysteroid dehydrogenase was completely inactivated by the affinity alkylator, 3-bromoacetoxy-1,3,5(10)-estratrien-17-one (estrone 3-bromoacetate). The inactivated enzyme was then reactivated to 100% of the enzyme activity by base-catalyzed hydrolysis of the steroidalester-enzyme ...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(84)90039-4
更新日期:1984-02-01 00:00:00
abstract::We describe a novel steroid, which we have named "Ionotropin". Its unique features are: [1] it has 23 carbon atoms and [2] it is a phosphocholine ester. There are no other known mammalian steroids with either structural feature. Ionotropin cross reacts with digoxin-specific antibodies and may be the long-sought, endog...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2018.03.001
更新日期:2018-08-01 00:00:00
abstract::Apoptosis is a highly organized mechanism that allows specific cells to die in a controlled manner. Apoptosis can be induced by a variety of agents in a great number of cell types, but cell shrinkage and discrete chromatin cleavage remain common components of apoptosis that is manifested by constitutive enzymes. Despi...
journal_title:Steroids
pub_type: 杂志文章,评审
doi:10.1016/s0039-128x(99)00034-3
更新日期:1999-09-01 00:00:00
abstract::Two new polyhydroxysteroids isihippurols A (1) and B (2) were isolated from the MeOH extract of the gorgonian Isis hippuris in addition to nine known steroids namely gorgosterol, 3alpha-acetoxy-24-methyl 11beta,18; 18,20beta; 22,25-triepoxy-5alpha-furostane, hippurin-1, 22-epi-hippuristanol, 22-epi-hippurin-1, 3-acety...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(01)00098-8
更新日期:2001-09-01 00:00:00
abstract::Androstane brassinosteroid analogues with alpha-azido acid ester groups in position 17beta were synthesized from 2alpha,3alpha,17beta-trihydroxy-5alpha-androstan-6-one after the protection of the 2alpha,3alpha-diols upon treatment with the corresponding alpha-azido acid and the subsequent deprotection of the diol grou...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2010.06.012
更新日期:2010-12-01 00:00:00
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
更新日期:2003-11-01 00:00:00
abstract::Some intermediates in the cholesterol biosynthesis between lanosterol and cholesterol are capable of inducing resumption of meiosis in cultured mouse oocytes without the presence of gonadotropins. The mechanism by which these so-called Meiosis Activating Sterols (MAS) activate the meiotic process is unknown, and it is...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(02)00041-7
更新日期:2002-11-01 00:00:00
abstract::Ischemic heart disease (IHD) continues to be the most common cause of death globally, although mortality rates are decreasing with significant advances in treatment. Higher prevalence of co-morbidities in women only partly explains the lack of decrease in mortality rates in younger women due to. Until recently there h...
journal_title:Steroids
pub_type: 杂志文章,评审
doi:10.1016/j.steroids.2014.08.013
更新日期:2014-12-01 00:00:00
abstract::A number of testosterone analogs with a 13,14-secosteroidal fragment have been prepared from (13S)-13-iodo-6beta-methoxy-3alpha, 5-cyclo-13,14-seco-5alpha-androstan-14,17-dione. The key steps involved stereoselective deiodination of the starting compound with triphenylphosphine and selective protection of the 17-keto ...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2004.04.010
更新日期:2004-07-01 00:00:00
abstract::Inhibitors of estrogen 2-hydroxylase can be utilized in studying the kinetics of this cytochrome P450 enzyme complex and in elucidating the structural requirements of the active site. The conversion of estrogens to 2-hydroxyestrogens in rat liver microsomal preparations was examined using two radiotracer assays, the c...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(83)90120-4
更新日期:1983-07-01 00:00:00
abstract::The urinary excretion of 3beta,16beta-dihydroxy-5-androsten-17-one (16beta-OH-DHEA) is increased in patients with low renin essential hypertension. This steroid and its isomer 3beta,17beta-dihydroxy-5-androsten-16-one (16-oxo-A) have also been reported to have mineralocorticoid activity in adrenalectomized rats. These...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(77)90105-2
更新日期:1977-01-01 00:00:00