Abstract:
:The determination of the glucurono-conjugated position in three bile alcohol glucuronides secreted in bile of a patient with cerebrotendinous xanthomatosis was carried out by a nuclear magnetic resonance study. The bile sample was extracted with ethanol and chromatographed on an ion-exchange column, a reverse-phase partition column and a silica gel column to isolate glucurono-conjugates of 5 beta-cholestane-3 alpha, 7 alpha, 12 alpha, 25-tetrol, 5 beta-cholestane-3 alpha, 7 alpha 12 alpha, 23-tetrol, and 5 beta-cholestane-3 alpha, 7 alpha, 12 alpha, 23, 25-pentol. Proton and 13C nuclear magnetic resonance spectra of the two biliary bile alcohol glucuronides, 5 beta-cholestane-3 alpha, 7 alpha, 12 alpha, 25-tetrol glucuronide and 5 beta-cholestane-3 alpha, 7 alpha, 12 alpha, 23, 25-pentol glucuronide were identical with those of the synthetic glucuronide 7 alpha, 12 alpha, 25-trihydroxy-5 beta-cholestane-3 alpha-O beta-D-glucopyranosyluronic acid and the isolated glucuronide 3 alpha, 7 alpha, 12 alpha, 25-tetrahydroxy-5 beta-cholestane-23-O-beta-D-glucopyranosyluronic acid from urine of a patient with cerebrotendinous xanthomatosis, respectively. Hence, the glucurono-conjugated positions of the biliary 25-tetrol glucuronide and the biliary 23,25-pentol glucuronide were C-3 and C-23, respectively. By comparison of the 13C chemical shift data with that of the unconjugated bile alcohol, 5 beta-cholestane-3 alpha, 7 alpha, 12 alpha, 23-tetrol, the glucurono-conjugated position of the natural 23-tetrol glucuronide was determined to be C-23. Thus, the natural 23-tetrol glucuronide can be formulated as 3 alpha, 7 alpha, 12 alpha-trihydroxy-5 beta-cholestane-23-O-beta-D-glucopyranosyluronic acid.
journal_name
Steroidsjournal_title
Steroidsauthors
Kuramoto T,Suemura Y,Kihira K,Hiraoka T,Hoshita Tdoi
10.1016/0039-128x(95)00095-8subject
Has Abstractpub_date
1995-10-01 00:00:00pages
709-12issue
10eissn
0039-128Xissn
1878-5867pii
0039-128X(95)00095-8journal_volume
60pub_type
杂志文章相关文献
STEROIDS文献大全abstract::The influence of daily injections, for 7 days, of 17-hydroxyprogesterone caproate (8 mg/100 g body weight pro die), of estradiol-17 beta 17-undecylate (1.2 mg/100 g body weight pro die) of testosterone enanthate (2 mg/100 g body weight pro die) and of ACTH (4 IU/100 g body weight pro die) to male Wistar rats, weighing...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(81)90016-7
更新日期:1981-07-01 00:00:00
abstract::Estradiol benzoate (EB) has been one of the most widely used estrogenic agents in animal husbandry, as a way of exogenously introducing the natural hormone estradiol-17β into the animal organism. Estradiol was previously employed to induce anabolic effects or reproductive improvements in cattle. However, the employmen...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2010.12.005
更新日期:2011-03-01 00:00:00
abstract::Agave plants are popular for their myriad applications in traditional medicine attributed to their reported anti-inflammatory, immunomodulatory, cytotoxic and antifungal activities. The aim of this study was to examine the anti-inflammatory, immunomodulatory and ulceroprotective activity of Agave species in relation t...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2020.108648
更新日期:2020-08-01 00:00:00
abstract::Oxidative stress is thought to play a crucial role in the pathogenesis of chronic diabetic complications. We investigated the protective effects of 17 beta-estradiol (E2) on alloxan-induced stress oxidant, hepatic dysfunction and histological changes in male rats liver and pancreas. Our results showed that 17 beta-est...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2007.12.026
更新日期:2008-05-01 00:00:00
abstract::Aromatase (CYP19A1) is an integral membrane enzyme that catalyzes the removal of the 19-methyl group and aromatization of the A-ring of androgens. All human estrogens are synthesized from their androgenic precursors by this unique cytochrome P450. The crystal structure of active aromatase purified from human placenta ...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2011.02.030
更新日期:2011-07-01 00:00:00
abstract::The synthesis of (22E,24R)-5 alpha-ergosta-2,22-dien-6-one (2), a key intermediate to the preparation of 24-epibrassinolide (1), was achieved through the 3,6-diketone 8 in a 40% overall yield in five steps starting from ergosterol (3). ...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(96)00087-6
更新日期:1996-09-01 00:00:00
abstract::In our effort to develop imaging agents for brain glucocorticoid receptors, we have prepared several novel glucocorticoids possessing a 2-methylsulfanyl-acetyl side chain. The synthesis was accomplished via a Mitsunobu reaction with thiobenzoic acid starting from cortisol, prednisolone, dexamethasone and triamcinolone...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2007.08.013
更新日期:2008-01-01 00:00:00
abstract:OBJECTIVE:To evaluate the role of physiologic levels of androgens and their precursors in the regulation of body composition, energy and substrate metabolism and aerobic capacity in healthy, cycling, premenopausal women. EXPERIMENTAL:We evaluated 30 young (27±1 year) premenopausal, non-obese (23±0.5 kg/m(2)), normally...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2011.06.001
更新日期:2011-11-01 00:00:00
abstract::Two new 4-methyl-progesteroids, nodulisporisteriod A (1) and nodulisporisteriod B (2), were isolated from the extract of an endolichenic fungal strain Nodulisporium sp. (No. 65-17-2-1), along with two related metabolites, demethoxyviridin (3) and inoterpene B (4). Their structures were determined by detailed spectrosc...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2013.05.007
更新日期:2013-09-01 00:00:00
abstract::Eleven new 14,15-seco-pregnane-type steroidal glycosides, cynanosides P1-P5, Q1-Q3, R1-R3, and a novel 12,13-seco-14,18-nor-pregnane-type steroidal glycoside, cynanoside S, were isolated from the roots of Cynanchum atratum, together with four known compounds, atratoside C, sublanceoside E3, chekiangensoside C and cyna...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2008.10.007
更新日期:2009-02-01 00:00:00
abstract::5 alpha-(17R,20R)-14,15-Secocholestane (12) was synthesized from cholesterol (1) in 12 steps. The key intermediate, 5 alpha-cholest-14-en-3 beta-yl acetate (4), underwent ozonization, reduction, hydrolysis, and oxidation to provide 5 alpha-14,15-secocholesta-3,14,15-trione (8). One of the Clemmensen reduction products...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(90)90042-a
更新日期:1990-06-01 00:00:00
abstract::A rapid, simple and sensitive high-performance liquid chromatography tandem mass spectrometry method was developed and validated for simultaneous determination of six main steroidal saponins in Paris polyphylla in rat plasma. Ginsenoside Rg3 was selected as the internal standard (IS). Plasma samples were pretreated wi...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2013.08.009
更新日期:2013-12-11 00:00:00
abstract::Homogenates from human myometrium with an added NADPH regenerating system and ATP were incubated with 4-(14)C progesterone. Six metabolites were identified: 5alpha-pregnane-3, 20-dione, 5beta-pregnane-3, 20-dione, 3alpha-hydroxy-4-pregnen-20-one, 3beta hydroxy-4-pregnen-20-one. 20alpha-hydroxy-4-pregnen-3-one and 20be...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(77)90131-3
更新日期:1977-07-01 00:00:00
abstract::The apolar ecdysteroid present in the developing embryo of the blue crab, Callinectes sapidus Rathbun, is tentatively identified as ponasterone A (2 beta, 14 alpha, 20,22-pentahydroxy-5, beta-cholest-7-en-6-one) on the basis of chromatographic, immunological, and mass spectral evidence. The apolar ecdysteroid present ...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(79)90092-8
更新日期:1979-12-01 00:00:00
abstract::A trisulfated derivative of 24,25,26,26-tetramethyl-5 alpha-cholest-23E-ene-2 alpha, 3 beta, 6 alpha-triol (sokotrasterol sulfate) has been isolated from the sponge Halichondriidae gen. sp., collected near Sokotra Island (Arabian Sea), and its structure has been elucidated. The side chain of the new steroid involves a...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(83)90039-9
更新日期:1983-09-01 00:00:00
abstract::The therapeutic use of progesterone following traumatic brain injury has recently entered phase III clinical trials as a means of neuroprotection. Although it has been hypothesized that progesterone protects against calcium overload following excitotoxic shock, the exact mechanisms underlying the beneficial effects of...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2011.02.013
更新日期:2011-08-01 00:00:00
abstract::Periodontitis is a complication of diabetes mellitus, and the two diseases are highly associated with the dysfunction of inflammatory mediators. 25-hydroxyvitamin D(3) (25(OH)D(3)) plays a pivotal role in inflammatory modulation, but little is known about its effects on the progression of diabetic periodontitis and th...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2012.10.015
更新日期:2013-02-01 00:00:00
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
更新日期:1986-07-01 00:00:00
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
更新日期:2003-11-01 00:00:00
abstract::The in vivo retention of 3-H-testosterone, dihydrotestosterone (DHT), 3alpha-androstanediol (3alpha-DIOL), 3beta-DIOL, androstenedione, progesterone and cortisol by renal cytoplasm and nuclei of male and female mice was studied. Testosterone was the major androgen isolated from cytoplasm and nuclei following testoster...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(75)80011-0
更新日期:1975-01-01 00:00:00
abstract::Five new C21 steroidal glycosides, namely, komarosides D (1), E (2), F (3), G (4), and H (5), along with two known C21 steroidal glycosides cynatratoside E (6) and hancoside A (7), were isolated from the ethanol extract of the roots of Cynanchum komarovii Al. Iljinski (Asclepiadaceae). Their structures were determined...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2004.03.001
更新日期:2004-05-01 00:00:00
abstract::7-Oxo-dehydroepiandrosterone, which can be formed from dehydroepiandrosterone (DHEA) by several mammalian tissues, is more effective than its parent steroid as an inducer of thermogenic enzymes when administered to rats. Using the Morris water maze procedure, we tested DHEA and its 7-oxo-derivative for their ability t...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(99)00094-x
更新日期:2000-03-01 00:00:00
abstract::Glucocorticoids (GCs) are widely prescribed as adjuvant therapy for breast cancer patients. Unlike other steroid hormone receptors, the GC receptor is not considered an oncogene. Research in the past few years has revealed the complexity of GC-mediated signaling, but it remains puzzling whether GCs promote or inhibit ...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2020.108738
更新日期:2020-12-01 00:00:00
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
更新日期:2004-06-01 00:00:00
abstract::The bile flow and the bile acid secretion, calculated on liver weight basis, increased 12 H and 24 H after 60-70% hepatectomy and returned to the initial levels thereafter. The biliary phospholipid secretion much more increased than bile acids, but the cholesterol secretion decreased. Bile acid composition changed wit...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(85)90071-6
更新日期:1985-03-01 00:00:00
abstract::This study aimed to develop a quantitative and in vivo magnetic resonance imaging (MRI) approach to investigate the muscle growth effects of anabolic steroids. A protocol of MRI acquisition on a standard clinical 1.5 T scanner and quantitative image analysis was established and employed to measure the individual muscl...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2007.12.011
更新日期:2008-04-01 00:00:00
abstract::Structural modifications of natural products with complex structures like steroids require great synthetic effort. A review of literature is presented on the chemistry of the steroidal hormone 17α-methyltestosterone that is approved by Food and Drug Administration (FDA) in the United States as an androgen for estrogen...
journal_title:Steroids
pub_type: 杂志文章,评审
doi:10.1016/j.steroids.2015.11.004
更新日期:2016-01-01 00:00:00
abstract::A significant dose-response relationship between gonadotropin-releasing hormone (GnRH) and time to luteinizing hormone (LH) peak, peak serum LH and total serum LH was obtained in prepubertal Holstein heifers (28 weeks of age) (Experiment 1). For the second experiment, the effect of steroid feedback on the anterior pit...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(86)90082-6
更新日期:1986-02-01 00:00:00
abstract::Steroid research at Lederle was initiated in 1946 and continued until about 1971. The areas of research interest involved primarily a study of delta 5,7-steroids, provitamin D3 variants, dehydroepiandrosterone variants, steroidal ketals, corticoids, and steroid conjugates. One of the principal goals was to develop nov...
journal_title:Steroids
pub_type: 历史文章,杂志文章
doi:10.1016/0039-128x(92)90083-l
更新日期:1992-08-01 00:00:00
abstract::Explants prepared from the neocortex and the fetal zone of the human fetal adrenal (gestational age 13 to 18weeks) were maintained under conditions of organ culture for 7 to 9 days during which time they were exposed to hACTH and various related peptides. Corticotrophic activity was monitored by the daily release of d...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(78)90037-5
更新日期:1978-04-01 00:00:00