Abstract：
:There are quite substantial number of impurities related to dexamethasone or mometasone which cannot be made from respective Active Pharmaceutical Ingredients but from common intermediate 21-acetoxy-17α-hydroxy-16α-methyl-pregna-1,4,9(11)-triene-3,20-dione (12). As such, a robust and economical synthesis of this key intermediate is important for delivering a resilient and economically viable supply chain for these impurities. Therefore, it is critical to have a robust and economically viable process to synthesize the intermediate 12 in good yield and quality. We report here an improved synthesis of 12 and eight impurities related to dexamethasone and mometasone from this common intermediate.
journal_name
Steroidsjournal_title
Steroidsauthors
Das SK,Dubey MK,Buchhikonda Rdoi
10.1016/j.steroids.2019.04.008subject
Has Abstractpub_date
2019-08-01 00:00:00pages
47-55eissn
0039-128Xissn
1878-5867pii
S0039-128X(19)30087-Xjournal_volume
148pub_type
杂志文章相关文献
STEROIDS文献大全abstract：:Synthesis, biochemical and biological testing of the first carborane derivatives of estrogens are described. Estrone 3-carboranylmethyl ether was synthesized in two steps from estrone. Reduction of estrone 3-carboranylmethyl ether with sodium borohydride provided estradiol-17 beta 3-carboranylmethyl ether. Enzyme kine...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/s0039-128x(81)80020-7
更新日期：1981-02-01 00:00:00
abstract：:The effects of progesterone, its agonists (progestin RU-5020, glucocorticoid RU-26988) and antagonist (antiprogesterone, anti-glucocorticoid RU-486) were tested on isolated fat cells in vitro. When added to the incubation medium, all four steroids decreased basal glucose oxidation. The inhibitory effect of the steroid...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(88)90125-0
更新日期：1988-11-01 00:00:00
abstract：BACKGROUND:Chronic administration of exogenous glucocorticoids is often required in experimental research. We compared the efficacy and reliability of three different methods of continuous glucocorticoid administration in mice. MATERIALS AND METHODS:Male CD1 Swiss White mice aged 7-9 weeks received corticosterone (CS)...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2008.11.009
更新日期：2009-02-01 00:00:00
abstract：:Biotransformation of an orally active contraceptive drug, drospirenone (1), by Cunninghamella elegans ATCC 36114 yielded four new metabolites, 6β,7β,15β,16β-dimethylene-3-oxo-14α-hydroxy-17α-pregn-4-ene-21,17-carbolactone (2), 6β,7β,15β,16β-dimethylene-3,11-dioxo-17α-pregn-4-ene-21,17-carbolactone (3), 6β,7β,15β,16β-d...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2017.07.010
更新日期：2017-10-01 00:00:00
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 chloroch...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(82)90140-4
更新日期：1982-06-01 00:00:00
abstract：:Neutral steroids are difficult to analyse using desorption ionisation methods coupled with mass spectrometry (MS). However, steroids with an unhindered ketone group can readily be derivatised with the Girard P (GP) reagent to give GP hydrazones. Steroid GP hydrazones contain a quaternary nitrogen atom and are readily ...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2005.08.002
更新日期：2006-01-01 00:00:00
abstract：:A series of novel 5α, 8α-endoperoxide steroidal hybrid derivatives containing isatin or indole substituents on the C-17 side chain were synthesized and characterized. The preliminary anti-proliferative activity of the compounds against HepG2, MCF-7, HT-29 and HeLa cell lines were investigated. Compounds 7g and 7l disp...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2019.108471
更新日期：2020-01-01 00:00:00
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：:To investigate the effects of conjugated bile acid on bacterial growth and cholylglycine hydrolase activity, Clostridium perfringens from human feces was exposed to varying concentrations of taurine- or glycine-conjugated chenodeoxycholic acid. Extracellular enzyme activity was determined by deconjugation of radiolabe...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(94)90062-0
更新日期：1994-08-01 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：:Fermentation of mesterolone (1) with Cunninghamella blakesleeana yielded four new metabolites, 1α-methyl-1β,11β,17β-trihydroxy-5α-androstan-3-one (2), 1α-methyl-7α,11β,17β-trihydroxy-5α-androstan-3-one (3), 1α-methyl-1β,6α,17β-trihydroxy-5α-androstan-3-one (4) and 1α-methyl-1β,11α,17β-trihydroxy-5α-androstan-3-one (5)...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2014.01.001
更新日期：2014-04-01 00:00:00
abstract：:Testosterone (17 beta -hydroxy-4-androsten-3-one ; T) and dihydrotestosterone (17 beta -hydroxy-5 alpha -androstan-3-one ; DHT) concentrations were determined by radioimmunoassay in different fetal tissues taken from male guinea-pigs. Androgen concentrations were maximal in the components of the Wolffian duct (vas def...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(81)90032-5
更新日期：1981-08-01 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：: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：:(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-...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2009.04.002
更新日期：2009-09-01 00:00:00
abstract：:Brassinosteroid (BR) phytohormones play indispensable roles in plant growth and development. Brassinolide (BL) and 24-epibrassinolide (24-epiBL) are the most active ones among the BRs reported thus far. Unfortunately, the extremely low natural content and intricate synthesis process limit their popularization in agric...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2015.09.002
更新日期：2015-12-01 00:00:00
abstract：:Gene therapy based on gene delivery is a promising strategy for the treatment of various human diseases such as cancer. Cationic lipids represent one of the important synthetic gene delivery systems. There is a great interest in imaging of gene therapy using the biomedical imaging technique positron emission tomograph...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2010.04.009
更新日期：2010-10-01 00:00:00
abstract：:The leaky heme mutants G204, G216, and G214 are shown to accumulate exogenous sterols. Unlike hem mutants which have complete blocks in the heme pathway, these strains do not require ergosterol, methionine, or unsaturated fatty acids for growth. The addition of aminolevulinic acid to the growth medium inhibited sterol...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(89)90035-4
更新日期：1989-03-01 00:00:00
abstract：:Based on the fact that timosaponin A-III (TA-III) exhibits potent cytotoxic effects and has been considered as a potential anti-tumor agent, a range of novel sarsasapogenin derivatives 1, 2a-2g, 3, 4, 5, 6a-6g have been synthesized by a simple and facile synthetic route. The in vitro cytotoxic activity of these synthe...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2014.09.007
更新日期：2015-01-01 00:00:00
abstract：:A radioimmunoassay technique has been developed for the measurement of cortisol in a single methylene chloride extract of human plasma without chromatography. The antiserum, obtained by immunizing rabbits with cortisol-3-carboxymethyl-oxime conjugated to bovine serum albumin, had a high affinity (KA = 1.8 X 10(9) 1/mo...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(75)90057-4
更新日期：1975-11-01 00:00:00
abstract：:The reaction of 23-oxotigogenin acetate with TMSOTf in THF afforded the corresponding bisnorcholanic lactone in 60% yield. The analogous reactions carried out in dichloromethane or benzene gave the rearranged products--the isomeric spirostanic ketone (10-15%) and bisfuran (40-42%). Similar products were also obtained ...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2009.02.010
更新日期：2009-08-01 00:00:00
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
更新日期：1977-11-01 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：:A novel synthetic route of producing ursodeoxycholic acid (UDCA) was developed through multiple reactions from cheap and commercially available bisnoralcohol (BA). The key reaction conditions, including solvents, bases and reaction temperatures of the route were investigated and optimized. In the straightforward route...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2020.108600
更新日期：2020-05-01 00:00:00
abstract：:A series of amphiphilic derivatives of (3β,17β)-3-hydroxyandrost-5-ene-17-carboxylic acid (1) with the polyamine spermine and three other diamines, 1,2-diaminoethane, piperazine and cadaverine, were synthesized and their antimicrobial activity and cytotoxicity were investigated. Among the target compounds, several one...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2017.10.011
更新日期：2017-12-01 00:00:00
abstract：:A mechanistic study on the nucleophilic substitution of a strictly geometric 21-bromo-3alpha-hydroxyl-3beta-methoxymethyl-5alpha-pregnan-20-one was described. Reaction of the alpha-bromoketone with excess lithium imidazole followed by the addition of extra bases including n-butyllithium, methyllithium, lithium piperid...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2006.07.004
更新日期：2006-11-01 00:00:00
abstract：:The four diastereomeric 3,16-diacetates 6, 9, 10 and 11 were prepared from gitoxin 1 by the routes shown in Schemes 1 and 2 and tested for inotropic activity in the isolated guinea-pig atrial preparation. In line with earlier findings in the digitoxigenin series, derivatives with a 3 alpha-acetoxy function, viz 9 and ...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/0039-128x(85)90062-5
更新日期：1985-01-01 00:00:00
abstract：:Dehydroepiandrosterone (DHEA) is a multifunctional steroid with a broad range of biological effects in humans and animals. DHEA can be converted to multiple oxygenated metabolites in the brain and peripheral tissues. The mechanisms by which DHEA exerts its effects are not well understood. However, evidence that the ef...
journal_title：Steroids
pub_type： 杂志文章,评审
doi：10.1016/j.steroids.2011.09.008
更新日期：2012-01-01 00:00:00
abstract：BACKGROUND:Polycystic ovary syndrome (PCOS) is mainly defined by hyperandrogenemia, from ovarian and adrenal origin, and is characterized by insulin resistance (IR). Studies found that raising in vivo non-esterified fatty acid (NEFA) levels, which induces lipotoxicity, increases androgen levels and IR. The aim of this ...
journal_title：Steroids
pub_type： 杂志文章
doi：10.1016/j.steroids.2011.12.017
更新日期：2012-03-10 00:00:00
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
更新日期：1997-07-01 00:00:00
