Abstract：
:The crystal structures of chenodeoxycholic acid (CDCA), ursodeoxycholic acid (7beta isomer of CDCA) and their other two epimers (3beta,7alpha- and 3beta,7beta-isomers) have been resolved. The four isomers were recrystallized from p-xylene. CDCA crystal is hexagonal P6(5) while the crystals of the other three isomers are orthorhombic (P2(1)2(1)2(1) space group). Only the 3beta,7beta isomer forms an inclusion complex with the solvent with a 1:1 stoichiometry. In all cases, the three hydrogen bond sites (the two hydroxy groups, O3-H and O7-H, and the carboxylic acid group of the side chain, O24bO24a-H) simultaneously act as hydrogen bond donors and acceptors. By considering that O24a is always donor and O24b is always acceptor, the hydrogen bond sequences can be understood on the basis of the interaction between the two hydroxy groups. However the comparison between the four compounds is complicated by the existence of two molecules in the asymmetric unit in the UDCA crystal resulting in that the same hydrogen bond site (for instance O3) can be donor towards two different acceptors (either O7 or O24b). As in the case of the four isomers of deoxycholic acid (Steroids 2004, 69, 379), the other three isomers present a donor-->acceptor sequence, which is O7-->O3 when O3-H is beta and O3-->O7 when O3-H is alpha. The spatial orientation of the carboxylic acid of the side chain is referred to two almost perpendicular planes (defined by (1) the carbon atoms C1/C6-C17/C20 and by (2) the methyl groups C18-C19 and the two carbon atoms to which they are linked, C10 and C13, respectively). Only the side chain of CDCA evidences a positive deviation towards the hydrophobic beta side of the molecule.
journal_name
Steroidsjournal_title
Steroidsauthors
Alvarez M,Jover A,Carrazana J,Meijide F,Soto VH,Tato JVdoi
10.1016/j.steroids.2007.03.007subject
Has Abstractpub_date
2007-06-01 00:00:00pages
535-44issue
6-7eissn
0039-128Xissn
1878-5867pii
S0039-128X(07)00051-7journal_volume
72pub_type
杂志文章相关文献
STEROIDS文献大全abstract：:This review lays out the evidence for the role of E2 in homeostatic and hedonic feeding across several species. While significant effort has been expended on homeostatic feeding research, more studies for hedonic feeding need to be conducted (i.e. are there increases in meal size and enhanced motivation to natural foo...
journal_title：Steroids
pub_type： 杂志文章,评审
doi：10.1016/j.steroids.2017.11.011
更新日期：2018-05-01 00:00:00
abstract：:The accurate analysis of trace components in complex biological matrices requires the use of reliable internal standards. For liquid chromatography/mass spectrometry analysis, the stable isotope-labeled analogues of the analyte molecules are the most appropriate internal standards. In this paper the synthesis of the 3...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2012.08.007
更新日期：2012-11-01 00:00:00
abstract：:Corticosteroids were used normally as anti-inflammatory drugs. However, in some area certain corticosteroids might be illegally used as growth promoting agent in feed, and as prohibited doping substances in game and sport for human or/and animal performance-enhancing. Synthesized structural similar corticosteroids wer...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2020.108739
更新日期：2021-01-01 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：:Inflammatory cytokines interleukin-1 (IL-1) and tumor necrosis factor-α (TNF-α) regulate the activity of the hypothalamo-pituitary-adrenal (HPA) axis at several levels. Although hypothalamic CRH secretion may be the primary mechanism by which these cytokines activate the HPA axis, IL-1 expression is increased within t...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2011.04.018
更新日期：2011-09-01 00:00:00
abstract：:Following i.v. administration of [4-14C]cortisol, various sulfate conjugated metabolites of cortisol in urine were identified and their respective excretion rates measured. The results obtained demonstrated the following: 1) sulfate conjugates as a group are excreted considerably slower than glucuronide conjugates; 2)...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(75)90034-3
更新日期：1975-06-01 00:00:00
abstract：:Osteoblasts are a main target for the steroid 1alpha,25(OH)2-Vitamin D3 (1,25D3), where a major outcome is the modulation of the bone remodeling process. 1,25D3 deficiency leads to clinical disorders such as osteomalacia and osteoporosis, characterized by a state of insufficiently calcified tissue and bone loss, respe...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2004.05.003
更新日期：2004-08-01 00:00:00
abstract：:In this study, effects of estradiol, progesterone and genistein on uterine aquaporin (AQP)-1, 2, 5 and 7 expression were investigated in sex-steroid deficient state which could help to elucidate the mechanisms underlying uterine fluid volume changes that were reported under these hormone and hormone-like compound infl...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2016.08.007
更新日期：2016-11-01 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：:Phytochemical characterization of a commercial herb sample supplied as Smilax ornata Lem. (sarsaparilla) led to the isolation of five steroidal saponins, including two new furostanol saponins sarsaparilloside B (1) and sarsaparilloside C (2), whose structures were elucidated via a combination of multistage mass spectr...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2012.01.009
更新日期：2012-04-01 00:00:00
abstract：:The preparation of ring-A fused pyrimidines at the steroidal 2,3-position is herein described. The novel steroidal pyrimidines were prepared from the solid phase three-component reaction of 2-hydroxymethylene-3-keto steroids, arylaldehydes and ammonium acetate under microwave irradiation. ...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2009.03.006
更新日期：2009-09-01 00:00:00
abstract：:Circadian rhythms in physiology and behavior are known to be influenced by the estrous cycle in female rodents. The clock genes responsible for the generation of circadian oscillations are widely expressed both within the central nervous system and peripheral tissues, including those that comprise the reproductive sys...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2010.01.007
更新日期：2010-03-01 00:00:00
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：:Sex steroid-binding protein receptor was detected on membranes prepared from human premenopausal endometrium. The binding of sex steroid-binding protein to membranes was specific, saturable, and high affinity. Scatchard analysis showed the presence of two binding sites at different affinities. The addition of estradio...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(91)90058-4
更新日期：1991-06-01 00:00:00
abstract：:The hormone 1alpha,25(OH)2vitamin D3 (1,25-D) produces biological responses via both genomic and rapid mechanisms. The genomic responses are linked to a nuclear receptor, while the rapid responses are believed to utilize other signal transduction pathways that are likely linked to a putative cell membrane receptor for...
journal_title：Steroids
pub_type： 杂志文章,评审
doi：10.1016/s0039-128x(98)00091-9
更新日期：1999-01-01 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：:Addition of soluble supernatant to testis microsomes results in 42% increase in steroid 17,20-lyase activity and a 65% increase in 17alpha-hydroxylase activity. This stimulatory activity could be partially purified by salt fractionation. The activating factor(s) was not removed by dialysis nor did it appear to be lipi...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(78)90090-9
更新日期：1978-10-01 00:00:00
abstract：:The sterol mixture of the southern Japan's soft coral, Sarcophyton glaucum, was found to contain 11 sterols including a novel sterol, 23,24 xi-dimethylcholesta-5,22-dien-3 beta-ol and a new diunsaturated C29 sterol. 22,23-Dihydrobrassicasterol and gorgosterol were the major components in free- and esterified sterols r...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(79)90079-5
更新日期：1979-09-01 00:00:00
abstract：:In addition to using radioimmunoassays for the determination of estrogens and other steroids, the possibility of using mass fragmentography for analysis was investigated. t-Butyldimethylsilyl chloride was selected as a reagent for derivatisation because it forms rather stable silylethers. In all the mass-spectra obrai...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(79)90013-8
更新日期：1979-04-01 00:00:00
abstract：:Using 1 alpha,2 alpha-oxido-cholesta-5,7-diene-3 beta,25-diol (2) as a starting material, the provitamins of calcitriol with an additional 2 beta-chloro-, 2 beta-fluoro-, and 2 beta-methoxy-substituent (3,4,5) are obtained by transdiaxial opening of the oxirane ring with nucleophiles. An efficient irradiation process ...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/s0039-128x(98)00072-5
更新日期：1998-12-01 00:00:00
abstract：:The sterol mixture isolated from the marine alga Eutreptia viridis consists mainly of delta 5,7-dienes which account for 80% of the free sterols. Eighteen different sterols were detected, including a novel sterol with the rare delta 23-unsaturation, viz. 24-ethylcholesta-5,7,23Z-trien-3 beta-o1. ...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(82)90018-6
更新日期：1982-10-01 00:00:00
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
更新日期：1988-10-01 00:00:00
abstract：:From the aerial parts of Euphorbia sogdiana Popov, obtusifoliol (1) and two related steroids (2-3) have been isolated and characterized along with a known cycloartane derivative (4). The chemical structure of the obtusifoliol-related compounds, obtained by 1D and 2D NMR, and MS measurements, have been determined as: 3...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2016.07.008
更新日期：2016-11-01 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：:Sphenocentrum jollyanum seeds (MeOH extract and n butanol fraction) exhibited urease inhibitory activity (IC50 40.0 ± 0.92, 28.6 ± 0.41). The Ethyl acetate (EtOAc) fraction gave significant antacid activity with an increase in the baseline pH value of 1.2 to 1.61 ± 0.00 and 1.53 ± 0.00 at 50 and 100 mg, respectively, ...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2020.108636
更新日期：2020-07-01 00:00:00
abstract：:In demyelinating or non-demyelinating neurodegenerative diseases, increased levels of 7-ketocholesterol (7KC), 7β-hydroxycholesterol (7β-OHC) and 24(S)-hydroxycholesterol (24S-OHC) can be observed in brain lesions. In 158N murine oligodendrocytes, 7KC triggers a complex mode of cell death defined as oxiapoptophagy, in...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2015.02.003
更新日期：2015-07-01 00:00:00
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
更新日期：2017-02-01 00:00:00
abstract：:The compounds named in the title have been synthesized from the di-(ethylene ketal) of 21-hydroxy-3,20-dioxo-19-norpregn-5-ene-18, 11 beta-lactone and its 5(10)-ene isomer. Reduction of this mixture 1 with sodium aluminum bis-(methoxyethoxy)hydride furnished the 11 beta, 18, 21-triol 2a. Conversion to the 18,21-diacet...
journal_title：Steroids
pub_type： 杂志文章
doi：
更新日期：1986-01-01 00:00:00
abstract：:Novel C6-cyclo secondary amine substituted purine steroid-nucleoside analogues (2-9) were efficiently synthesized through displacement of the C6 chloro on the purine ring of series 1 with versatile cyclic secondary amines, including pyrrolidines, piperidine, morpholine, and piperazines. All the newly-synthesized compo...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2014.03.017
更新日期：2014-07-01 00:00:00
abstract：:The crystal structure of a Li(+) salt of a glucosyl derivative of lithocholic acid (lithium 3α-(α-d-glucopyranosyl)-5β-cholan-24-oate) has been solved. The crystal belongs to the orthorhombic system, P212121 spatial group, and includes acetone and water in the structure with a 1:1:2 stoichiometry. Monolayers, having a...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2016.07.001
更新日期：2016-09-01 00:00:00
