Search PubMed⌕ Search

SEARCH · Search PubMed

Results for “NORTESTOSTERONE”

Search indexed PubMed citations on genomics, clinical trials, systematic reviews and public health. Explore titles, authors and supplied subject terms, then open the PubMed record.

Quote a phrase for an exact phrase match. Source license links do not imply unrestricted reuse.

At least 19 recordsLinked to original sources
PubMed1989

Determination of beta-19-nortestosterone and its metabolite alpha-19-nortestosterone in biological samples at the sub parts per billion level by high-performance liquid chromatography with on-line immunoaffinity sample pretreatment.

An immunoaffinity precolumn (immuno precolumn) packed with Sepharose-immobilized polyclonal antibodies against the anabolic hormone 17 beta-19-nortestosterone (beta-19-NT) was used for the selective on-line pretreatment of raw extracts of urine, bile and tissue samples by high-performance liquid chromatography. Using UV detection (247 nm), beta-19-NT and its metabolite 17 alpha-19-nortestosterone (alpha-19-NT) can be determined in biological samples with a detection limit of 0.05 microgram/kg. Owing to the high clean-up efficiency of the immuno precolumn and the large sample volumes used, confirmation by gas chromatography-mass spectrometry is possible at this level. In urine samples from a calf treated with 19-nortestosterone 17 beta-laurate, the maximum concentrations of beta-19-NT (1.3 micrograms/l) and alpha-19-NT (3.1 micrograms/l) were found seven days after intramuscular administration. In a bile sample from this calf only alpha-19-NT (55 microgram/l) was detected. In meat samples from three treated calves, the concentration of beta-19-NT varied from 0.1 to 1.6 micrograms/kg and no alpha-19-NT could be detected. In liver samples from these calves, the concentrations of beta-19-NT and alpha-19-NT were less than 0.05-0.1 and 0.5-0.9 micrograms/kg, respectively. In the corresponding kidney samples, the concentrations of beta-19-NT and alpha-19-NT were 0.4-0.5 and 0.5-1.6 micrograms/kg, respectively. The application of the same immuno precolumn to the determination of 17 beta- and 17 alpha-trenbolone, two structurally related steroids, is also demonstrated.

Animals↗
PubMed1982

Relative binding affinities of testosterone, 19-nortestosterone and their 5 alpha-reduced derivatives to the androgen receptor and to other androgen-binding proteins: a suggested role of 5 alpha-reductive steroid metabolism in the dissociation of "myotropic" and "androgenic" activities of 19-nortestosterone.

The relative binding affinities of testosterone (T), 19-nortestosterone (N) and their 5 alpha-reduced derivatives: 5 alpha-dihydrotestosterone (DHT) and 5 alpha-dihydro-19-nortestosterone (DHN) to the androgen receptor of the rat seminal vesicle was studied using competition experiments. In cell-free extracts incubated at +10 degrees C for 18 h the relative binding affinities of these steroids (DHT greater than T = DHN = N) proved to be specific for the androgen receptor, in the sense that only prostatic extracts gave a similar result while three other androgen binding proteins (human sex steroid binding globulin, rat epididymal androgen binding protein and an antibody raised against T) exhibited quite different binding specificities. In minced seminal vesicles incubated at 37 degrees C for 1 h the binding affinities showed marked differences (DHT greater than N greater than T greater than or equal to DHN) and similar patterns were observed with both the cytoplasmic and the nu clear receptors. Our findings suggest that (I) the simultaneous presence of a 4-ene double bond and 19-methyl group in T does not favor the tight binding of T to the androgen receptor; therefore, either saturation of this double bond or elimination of the 19-methyl group leads to increased binding and (II) while 5 alpha-reduction of T increases the affinity of this steroid to the receptor, that of N does not influence or rather tends to decrease the binding affinity. The opposite changes observed in the binding affinities of T and N after their 5 alpha-reduction may account for the lower androgenicity of N. On the other hand, the relative myotropic activity in vivo of these steroids is apparently determined by the ratio of their affinities (N/T approximately 3 at 37 degrees C) to the androgen receptor.

Androgen-Binding Protein↗
PubMed1992

Experience with 19-nortestosterone in the therapy of systemic lupus erythematosus: worsened disease after treatment with 19-nortestosterone in men and lack of improvement in women.

Three men and 4 women with systemic lupus erythematosus (SLE) received 100 mg of 19-nortestosterone decanoate in weekly intramuscular injections over a period of 3 to 24 months. During therapy in the men plasma luteotrophic hormone and free testosterone levels decreased while estrogen levels increased. Anti-DNA antibodies also increased for unknown reasons. Serological changes in two men coincided with an overall increase in the clinical activity of SLE and the appearance of new onset Raynaud's phenomenon and pleuropericardial disease. In contrast, women treated with 19-nortestosterone showed clinical stability despite the persistence of high titer antibodies to DNA, and were able to continue therapy for as long as 16 months in one case. These data indicate that men and women with SLE respond differently to synthetic androgen therapy. Additionally, dissociation of clinical signs and symptoms from serological variables seems possible.

Adult↗
PubMed1989

19-nortestosterone detection in canine plasma after intramuscular administration of 19-nortestosterone phenylpropionate.

A proven radioimmunoassay method for monitoring 19-nortestosterone (nandrolone) was combined with high pressure chromatographic fractionation on a microparticulate silica gel using 1,2 dichloroethane/ethanol as the mobile phase. Plasma levels of 19-nortestosterone were monitored for seven days after intramuscular administration of nandrolone phenylpropionate (1.5 mg kg-1) to a beagle and a German shepherd dog. After 24 hours the plasma level in both bitches was 20 ng ml-1 and reverted to baseline after the fourth day after injection. Nandrolone was shown to be the only detectable exogenous steroid present in the post injection plasmas and could be distinguished from any potential cross reacting metabolites. The radioimmunoassay method can therefore be applied to the evaluation of nandrolone in the management of canine chronic renal disease in the bitch.

Anabolic Agents↗
PubMed2000

Measurement of 19-nortestosterone and its esters in equine plasma by high-performance liquid chromatography with tandem mass spectrometry.

A high-performance liquid chromatographic-tandem mass spectrometric (HPLC/MS/MS) method for the determination of 19-nortestosterone and its esters (cyclopentanepropionate, phenylpropionate, and decanoate) in equine plasma is achieved using an atmospheric pressure chemical ionization (APCI) interface in selected reaction monitoring (SRM) mode. The two internal standards used were 16,16, 17-(2)H(3)-19-nortestosterone for 19-nortestosterone and methenolone acetate for its esters. The steroids studied were extracted from plasma samples with a mixture of diethyl ether/n-hexane (9:1, v/v). The quantification limits for 19-nortestosterone, 19-nortestosterone cyclopentanepropionate, 19-nortestosterone phenylpropionate, and 19-nortestosterone decanoate were 0.16, 5.0, 0.1, and 2.0 ng/mL, respectively, when 2 mL of plasma were used. The recoveries of most of the steroids were 71.6-101.0% except for the decanoate, which could be recovered to about 39.8%. The responses were linear, with correlation coefficients varying from 0.9897 to 0.9999 in the concentration range of 0.1 to 50.0 ng/mL for the steroids studied. When applied to equine (mare) plasma samples, the present method allowed detection of 19-nortestosterone up to 23 days after an intra-muscular injection of 400 mg as the decanoate.

Anabolic Agents↗
PubMed1990

Gas chromatographic-mass spectrometric confirmation of 19-nortestosterone in the urine of untreated boars--effect of the administration of Laurabolin.

The presence of 17 beta-19-nortestosterone (nandrolone, NT, 17 beta-19-NT) and its epimer 17 alpha-19-nortestosterone (epiNT, 17 alpha-19-NT) was investigated in the urine of six untreated boars, obtained from experimental farms. The presence of 17 beta-19-nortestosterone was screened by RIA and HPTLC and confirmed by GC-MS analysis. Additionally, the two epimers (NT and epiNT) were investigated in the urine of a boar (two-year-old miniature male pig weighing 50 kg) before and after injection of 100 mg Laurabolin (nortestosterone laurate, Intervet N.V., Belgium). The isolation of the steroids was based on sample clean-up with solid phase extraction and subsequent high-performance liquid chromatography. Both gas chromatographic retention data and mass spectrometric data (selected ion monitoring and full spectrum) were used for detection and identification. The presence of 17 beta-19-nortestosterone in the urine of the boars that were not injected proves the endogenous production of the steroid. The absence of the 17 alpha-epimer in the urine of the injected boar suggests that 17 alpha-19-nortestosterone is not a major metabolite of 17 beta-19-nortestosterone.

Animals↗
PubMed1992

Evidence for the presence of endogenous 19-nortestosterone in the cow peripartum and in the neonatal calf.

Urine samples were collected from five Brown Swiss cows during the 18 days prior to and 11 days after parturition and were analysed for 19-nortestosterone using an enzyme immunoassay. Nortestosterone concentrations ranged from 70 to 130 nmol/l in all samples taken before parturition. The levels declined within two days, and 11 days post partum no nortestosterone was detectable. In urine from newborn calves, maximal nortestosterone concentrations were determined during the first day of life (10.9-120 nmol/l), declining below 7.3 nmol/l until day 3 in most animals and remaining below the detection limit (less than 3.6 nmol/l) after day 8 in all animals. There was no obvious difference between cows carrying a male or a female calf nor between newborn male or female calves. Using the combined methods high performance liquid chromatography/enzyme immunoassay and high performance liquid chromatography/gas chromatography-mass spectrometry, the immunoreactivity in urine was identified to be 19-nortestosterone-17 alpha. Although there is unequivocal evidence for the endogenous production of nortestosterone in pregnant cows, its function for placenta physiology, pregnancy anabolism and parturition remains unclear. However, new threshold levels for residue control of nortestosterone need to be fixed in accordance with the endocrine status of the animals.

Animals↗
PubMed1992

Inhibition of growth in chickens by testosterone, 5 alpha-dihydrotestosterone, and 19-nortestosterone.

The growth response of poultry to androgens is ambiguous, with both increases and decreases being reported. This may reflect the use of pharmacological doses. The present study examined the effect of physiological concentrations of androgens on growth of intact male, intact female, and castrated chickens. Physiological concentrations of androgen were attained by subcutaneous silastic implants. In mammals, androgens have both androgenic effects on the reproductive organs and anabolic growth-promoting effects on body and muscle growth. Some androgens, for instance 5 alpha-dihydrotestosterone (5 alpha-DHT) have high androgenic activity (5 alpha-DHT greater than testosterone) but others, e.g., 19-nortestosterone, have high anabolic activities (19-nortestosterone greater than testosterone greater than 5 alpha-DHT). The relative effects of testosterone, 5 alpha-DHT, and 19-nortestosterone on growth were compared in chickens. In young, intact male and female chicks, growth was suppressed by 1.0-cm silastic implants of testosterone and 5 alpha-DHT (5 alpha-DHT greater than testosterone). Castrated chicks were implanted with implants of various sizes (.3, 1.0, and 3.0 cm) containing testosterone, 5 alpha-DHT, or 19-nortestosterone. The androgens inhibited body weight gain: 19-nortestosterone reducing body weight at all three doses, 5 alpha-DHT reducing body weight at the intermediate and high doses, and testosterone tending to reduce body weight only at the high dose. Testosterone (3.0 cm), 5 alpha-DHT (all doses), and 19-nortestosterone (all doses) reduces skeletal growth, as indicated by shank-toe length. In contrast to their growth-suppressing effect, all three steroids exerted an androgenic effect; stimulating comb and wattle development (19-nortestosterone greater than 5 alpha-DHT greater than testosterone). It is concluded that androgens are androgenic but are not anabolic in chickens.

Adipose Tissue↗
PubMed1992

Effects of androgen (testosterone, 5 alpha-dihydrotestosterone, 19-nortestosterone) administration on growth in turkeys.

The present studies examined the effect of three androgens, testosterone, a reduced form 5 alpha-dihydrotestosterone (5 alpha-DHT), and the readily aromatizable anabolic androgen, 19-nortestosterone, on growth in male and female turkeys. Growth (body weight, average daily gain, and right breast muscle weight) was increased by testosterone (females), 5 alpha-DHT (males and females), and 19-nortestosterone (males and females). Moreover, both feed:gain ratio and the weight of abdominal adipose tissue was reduced in turkeys treated with testosterone (females), 5 alpha-DHT (males and females), and 19-nortestosterone (females and males). Bursa of Fabricius weights were reduced in androgen-treated male or female turkeys with the decrease following 19-nortestosterone being greater than those observed with either testosterone or 5 alpha-DHT. Androgen treatment had no effect on skeletal growth (as indicated by shank-toe length) or weights of the liver, spleen, or testes. In female turkeys, plasma concentrations of hormones were determined following androgen treatment. No effects were observed on plasma concentrations of insulin-like growth factor-I or luteinizing hormone after any androgen treatment. Testosterone administration was followed by a physiological increase in the plasma concentrations of testosterone. Plasma concentrations of growth hormone were unaffected by either 5 alpha-DHT or 19-nortestosterone but reduced by the high dose of testosterone. The effect of castration on growth in the presence or absence of 19-nortestosterone was also examined. Castration did not depress growth compared with sham-operated controls, but increased adiposity. 19-Nortestosterone increased growth of castrated turkeys, increased muscle weight, and reduced abdominal adipose tissue weight.

Adipose Tissue↗
PubMed1976

[Metabolism of sulfate and phosphate conjugates of 19-nortestosterone enantiomers].

The sulfate and phosphate conjugates of 19-nortestosterone (17beta-hydroxy-estr-4-ene-3-one) and ent-19-nortestosterone (ent-17beta-hydroxy-estr-4-ene-3-one) have been synthesized. The sodium salts of the conjugates were i.v. infused to 2 women. On days 1--4 following application, the 19-nortestosterone and 17-ketosteroid excretion in urine as well as the 19-nortestosterone conjugation have been estimated. The 19-nortestosterone enantiomers were excreted in nearly the same amounts. In comparison to testosterone, the excretion of unchanged steroid (20--50%) is significantly higher. The sulfate conjugates of the enantiomers are not hydrolyzed in vivo, whereas the phosphate conjugates are completely splitted. Hydrolysis of ent-nortestosterone phosphate takes place obviously more slowly. Urinary 17-ketosteroids are significantly increased only following infusion of 19-nortestosterone phosphate.

17-Ketosteroids↗
PubMed1987

A progesterone receptor affinity chromatography reagent: 17 alpha-hexynyl nortestosterone sepharose.

Several affinity chromatography reagents have been proposed for purification of progesterone receptor (PgR), and significant results have been achieved with some of these. None, however, have approached the results achieved in affinity chromatography of estrogen receptor. We have therefore synthesized a number of new 19-nortestosterone derivatives capable of chemically stable linkage with Sepharose beads, and have identified one with very high PgR affinity for further study. We first synthesized the epoxides of 17 alpha-allyl nortestosterone, by analogy with the estradiol derivatization of Greene and Jensen. The relative affinity of these epoxides for PgR from T47D human breast cancer cells, however, was only around 5% that of R5020, and affinity beads prepared from them bound very little PgR. We then reacted appropriately protected 17 alpha-ethynyl-nortestosterone with a series of diiodo alkanes, and found that 17 alpha-(6'-iodohex-1'-ynyl)nortestosterone had an affinity of 22% relative to R5020, equal to the affinity of progesterone itself. Reaction with Thiopropyl-Sepharose 6B yielded hexynyl-nortestosterone-Sepharose beads with a ligand density of about 7 micromoles/ml beads. One-hundred microliter of these beads adsorbed 71% of the PgR present in 1 ml of cytosol from T47D cells. This adsorption was inhibited by 10 microM progesterone but not cortisol, indicating the specificity of the binding. Comparisons with NADAC and Sterogel, other affinity beads used for PgR purification, show that the former takes up much less receptor, while the latter takes up and releases similar amounts of receptor but more extraneous protein, and is less stable. We therefore believe that hexynyl-nortestosterone-Sepharose, having a high density of a high affinity ligand, and having chemically and biochemically stable covalent bonds, should be a good reagent for affinity purification of PgR.

Animals↗