Abstract:
:This paper describes three simple and short methods for the conversion of cholic acid into cholylaldehyde with protected hydroxyl groups. The first method involves lithium aluminum hydride reduction of the tetrahydropyranyl ether of methyl cholate and oxidation of the resulting primary alcohol with pyridinium chlorochromate. The second method employs diborane for the reduction of the -COOH group to the -CH2OH group, while the third method involves the reduction of 3 alpha, 7 alpha, 12 alpha-triformyloxy-5 beta-cholan-24-oic acid (as the acid chloride) directly into 3 alpha, 7 alpha, 12 alpha-triformyloxy-5 beta-cholan-24-al with TMA-ferride (tetramethylammonium hydridoirontetracarbonyl). The aldehyde obtained by any of the above methods underwent smooth Reformatsky reaction with ethyl alpha-bromopropionate to yield 3 alpha, 7 alpha, 12 alpha, 24 xi-tetrahydroxy-5 beta-cholestan-26-oic acid.
journal_name
Steroidsjournal_title
Steroidsauthors
Batta AK,Tint GS,Dayal B,Shefer S,Salen Gdoi
10.1016/0039-128x(82)90140-4subject
Has Abstractpub_date
1982-06-01 00:00:00pages
693-702issue
6eissn
0039-128Xissn
1878-5867pii
0039-128X(82)90140-4journal_volume
39pub_type
杂志文章相关文献
STEROIDS文献大全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
更新日期:2009-01-01 00:00:00
abstract::The synthesis of 13C-labeled steroid hormones is reviewed. Two general approaches are highlighted: partial synthesis in which part of the steroid nucleus is replaced with 13C-labeled synthons, and total synthesis. Examples from both approaches, leading to (3-(3)C)-, (4-(13)C)-, (3,4-(13)C2)-, and (1,2,3,4-(13)C4)- lab...
journal_title:Steroids
pub_type: 杂志文章,评审
doi:10.1016/0039-128x(90)90012-z
更新日期:1990-10-01 00:00:00
abstract::Orally administered testosterone undecanoate (TU), an anabolic, androgenic steroid, can potentially be abused by athletes. Indirect evidence for detecting oral TU intake could be deduced from the changes in steroid profile post-administration. Direct evidence could be obtained by detection of unchanged TU in plasma. T...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(01)00128-3
更新日期:2002-01-01 00:00:00
abstract::Chick kidney and brain were analyzed for the subcellular distribution (if any) of a putative plasma membrane receptor for 1,25-dihydroxyvitamin D3 [1,25(OH)2D3]. Fractionation protocols were found to be based not only on differential centrifugation conditions, but also gentleness of resuspension procedures, and suffic...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(99)00030-6
更新日期:1999-08-01 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::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
更新日期:1976-10-01 00:00:00
abstract::Radioactive mestranol (ME) and/or ethynylestradiol (EE) were administered to women in Nigeria, Sri Lanka, and the USA, and the types and patterns of radioactive urinary conjugates examined by Sephadex LH-20 chromatography. There are no differences in the total excretion of urinary radioactivity over 3 days. Consistent...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(80)90001-x
更新日期:1980-09-01 00:00:00
abstract::Cholesterol side-chain cleavage (CSCC) and aromatase activities were measured in luteal mitochondria and tissue pieces, respectively, from rhesus monkeys on days 22, 49, 128 and 160 of gestation. CSCC activity did not vary significantly during gestation and thus probably does not respond to chorionic gonadotropin whic...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(77)90042-3
更新日期:1977-02-01 00:00:00
abstract::Glucocorticoids are well-recognized modulators of immunocytes and osteoblasts via specific receptor-mediated mechanisms. We have evaluated the in vitro effect of interleukin 2 (IL-2) on the expression of glucocorticoid receptors (GRs) in peripheral blood mononuclear cells (PBMCs) obtained from healthy donors and osteo...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(98)00023-3
更新日期:1998-05-01 00:00:00
abstract::In comparison with the glucocorticoids cortisol and corticosterone, the mineralocorticoid aldosterone is a minority hormone of the mammalian adrenal cortex, and its proper function is dependent upon protective physiological mechanisms. These include a particular site of aldosterone synthesis in zona glomerulosa cells ...
journal_title:Steroids
pub_type: 杂志文章,评审
doi:10.1016/0039-128x(94)00021-4
更新日期:1995-01-01 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::Variations in sex steroids bioavailability were linked to the gender difference in the growth of thyroid glands of neonatal rats. In the present study we tested androgen receptor (AR) and estrogen receptor (ER) concentrations by ligand binding assay, and expression of their genes by RT-PCR and Western blot in the thyr...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2010.06.009
更新日期:2010-12-12 00:00:00
abstract::Through its collaboration with the ETH in Zurich (Ruzicka's group) and later on with the University of Basel (Reichstein's group). Ciba became involved very early in steroid chemistry. The main task of the chemists consisted at that time of the synthesis of natural hormones and their derivatives. Cholesterol served fo...
journal_title:Steroids
pub_type: 历史文章,杂志文章
doi:10.1016/0039-128x(96)00040-2
更新日期:1996-08-01 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::In this paper we report the synthesis of four fluorinated analogues of brassinosteroids in which fluorine was introduced stereoselectively at C-2. The bioactivity of these new compounds was evaluated using the rice lamina inclination test. The results show that two of these analogues elicit high bioactivity, suggestin...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2008.12.006
更新日期:2009-04-01 00:00:00
abstract::The use of steroid hormones as growth promoters remains illegal in Europe. A classical approach used to control their utilization consists to measure the parent drug in target biological matrices. However, this strategy may fail when the parent drug is submitted to extensive metabolism reactions. For urine and tissue ...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2004.11.009
更新日期:2005-03-01 00:00:00
abstract::It is well established that 1alpha,25-dihydroxyvitamin D(3) (1alpha,25(OH)(2)D(3)), the active metabolite of vitamin D, plays a role in regulating proliferation and differentiation of cells, in addition to its classic function in mineral homeostasis. Recent studies have also provided evidence for the involvement of 1a...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(00)00154-9
更新日期:2001-03-01 00:00:00
abstract::Four new pregnane glycosides, stelmatocryptonoside A, B, C, and D (1-4), were isolated from the stems of Stelmatocrypton khasianum. On the basis of chemical and spectral data, the structures of 1-4 were established as 3beta, 16alpha-dihydroxy-pregn-5-en-20-one-16-O-beta-D-glucopyranosyl-(1-->2)-[beta-D-glucopyranosyl-...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(01)00187-8
更新日期:2002-04-01 00:00:00
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
更新日期:1996-07-01 00:00:00
abstract::17-Hydroxyprogesterone is a well-known precursor of androstenedione in adrenal biosynthesis. This study using sheep adrenal incubations demonstrates that 11-deoxycortisol, the precursor of cortisol synthesis, also can be a precursor of androstenedione. Indeed, our data show that androstenedione synthesis is negatively...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(91)90112-9
更新日期:1991-01-01 00:00:00
abstract::Formestane (F, androst-4-en-4-ol-3,17-dione) is an irreversible aromatase inhibitor with the ability to suppress the estrogen production from anabolic steroids. Consequently, F is mentioned on the World Anti-Doping Agency (WADA) prohibited list and because studies have shown that F is produced endogenously in small am...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2013.07.011
更新日期:2013-11-01 00:00:00
abstract::Although aldosterone production declines with age, so does the aldosterone metabolic clearance rate (MCR), and the net effect of age on the circulating level of aldosterone may be less than can be predicted from production rates alone. The effect of age on aldosterone production and plasma levels was studied in a grou...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(88)90191-2
更新日期:1988-01-01 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::Steroid delta 4-5 alpha- and delta 4-5 beta-reductase activity was determined in 16 human mammary tumors and 8 DMBA-induced rat mammary tumors using a spectrophotometric assay. Steroid delta 4-5 alpha-reductase was present in all tumors investigated while delta 4-5 beta-reductase was detected in only 6 estrogen recept...
journal_title:Steroids
pub_type: 历史文章,杂志文章
doi:10.1016/s0039-128x(79)80010-0
更新日期:1979-01-01 00:00:00
abstract::Two dimeric steroidal terephthalates derived from epimeric 4,5-seco-cholest-3-yn-5-ols were prepared starting from cholesterol in a five-step synthetic sequence. X-ray crystallography shows that the obtained compounds display novel supramolecular networks in the solid state in which the facial hydrophobicity of the st...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2016.03.001
更新日期:2016-05-01 00:00:00
abstract::Using beta-sitosterol as a starting material, (6E)-hydroximino-24-ethylcholest-4-en-3-one (1), a natural steroidal oxime from Cinachyrella alloclada and C. apion, was synthesized in four steps with a high overall yield. First, beta-sitosterol (5a) is transformed into the corresponding 24-ethylcholest-4-en-3,6-dione (6...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2007.10.007
更新日期:2008-03-01 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::The condensation of O-substituted hydroxylamines with conjugated 3-oxo-4-en steroids results in a mixture of syn-anti configurations. Syn-anti ratios are influenced by sterical hindrance between the oximino substituents (e.g. O-benzyl) and the steroidal skeleton. Stereostructures and isomeric ratios were proved by det...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(98)00111-1
更新日期:1999-04-01 00:00:00
abstract::Novel C6-piperazine substituted purine nucleoside analogues (2-9) bearing a modified pyranose-like D ring of the 4-azasteroid moiety were efficiently synthesized through nucleophilic substitution at C6 position of the steroid-nucleoside precursors (1) with versatile piperazines. All newly-synthesized compounds were ev...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2013.12.004
更新日期:2014-04-01 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