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Neuroendocrinology 1982Two experiments were conducted to identify sites in the female rat brain at which dihydrotestosterone acts to inhibit estradiol-induced feminine sexual behavior. 27...
Two experiments were conducted to identify sites in the female rat brain at which dihydrotestosterone acts to inhibit estradiol-induced feminine sexual behavior. 27 gauge cannulae containing either crystalline dihydrotestosterone propionate (DHTP) or cholesterol were implanted unilaterally into the lateral septum, preoptic area-anterior hypothalamic area, ventromedial nucleus of the hypothalamus or caudate putamen. In experiment 1, rats were given stereotaxic implants of steroids prior to being injected daily with estradiol benzoate (EB; 0.5 microgram/100 g body weight) and tested for sexual receptivity. In experiment 2, animals were injected daily with EB (0.9 microgram/100 body weight) and tested for sexual receptivity prior to and after stereotaxic implantation of steroids. In both experiments significant reductions in lordotic behavior were obtained only with lateral septal implants of DHTP.
Topics: Animals; Castration; Dihydrotestosterone; Drug Implants; Estradiol; Female; Hypothalamus; Posture; Rats; Septum Pellucidum; Sexual Behavior, Animal
PubMed: 7078702
DOI: 10.1159/000123323 -
Journal of Chromatography Mar 1990
Topics: Androgen-Binding Protein; Animals; Chromatography, High Pressure Liquid; Dihydrotestosterone; Male; Rats; Rats, Inbred Strains; Testis; Tissue Extracts
PubMed: 2341531
DOI: 10.1016/s0378-4347(00)82497-4 -
Acta Crystallographica. Section C,... Sep 199017 beta-Hydroxy-5 beta-androstan-3-one, C19H30O2, Mr = 290.45, orthorhombic, P2(1)2(1)2(1), a = 11.7821 (6), b = 21.2184 (8), c = 6.5322 (2) A, V = 1633.0 (2) A3, Z = 4,...
17 beta-Hydroxy-5 beta-androstan-3-one, C19H30O2, Mr = 290.45, orthorhombic, P2(1)2(1)2(1), a = 11.7821 (6), b = 21.2184 (8), c = 6.5322 (2) A, V = 1633.0 (2) A3, Z = 4, D chi = 1.181 Mg m-3, lambda(Cu K alpha) = 1.54178 A, mu = 0.58 mm-1, F(000) = 640, T = 293 K, R = 0.033 for 1849 unique observed reflections. The molecular conformation of 5 beta-dihydrotestosterone shows the strong bending typical of 5 beta-steroids: the bowing angle of the A ring, relative to the remainder of the steroid, is 65.1 degrees. Bowing shortens the distance between the terminal O atoms, O(3) and O(17), to 9.824 (2) A which is ca 1 A shorter than was observed in 5 alpha-dihydrotestosterone and testosterone. The effects of both the bowing and the shorter separation between O(3) and O(17) may explain a difference in the affinity of 5 beta-dihydrotestosterone for the dexamethasone binding site on membranes compared to that of the other two compounds. A unique conformational feature of 5 beta-dihydrotestosterone is the flattening of the A ring on the side containing the C(3)--C(4) bond; this may be due to the combination of the 3-oxo substitution and the 5 beta-configuration.
Topics: Chemical Phenomena; Chemistry, Physical; Dihydrotestosterone; Molecular Structure; Protein Conformation; Stereoisomerism; X-Ray Diffraction
PubMed: 2088420
DOI: 10.1107/s010827019000018x -
Steroids Mar 2015There are several reports which indicate that some steroid derivatives have inotropic activity; nevertheless, the cellular site and mechanism of action of steroid...
There are several reports which indicate that some steroid derivatives have inotropic activity; nevertheless, the cellular site and mechanism of action of steroid derivatives at cardiovascular level is very confusing. In order, to clarify these phenomena in this study, two dihydrotestosterone derivatives (compounds 5 and 10) were synthesized with the objective of to evaluate its biological activity on left ventricular pressure and characterize their molecular mechanism. In the first stage, the Langendorff technique was used to measure changes on perfusion pressure and coronary resistance in an isolated rat heart model in absence or presence of the steroid derivatives. Additionally, to characterize the molecular mechanism involved in the inotropic activity induced by the compound 5 was evaluated by measuring left ventricular pressure in absence or presence of following compounds; nifedipine, flutamide, indomethacin, prazosin, isoproterenol, propranolol and metoprolol. The results showed that the compound 5 significantly increased the perfusion pressure and coronary resistance in comparison with dihydrotestosterone, compound 10 and the control conditions. Other data indicate that 5 increase left ventricular pressure in a dose-dependent manner (0.001-100 nM); nevertheless, this phenomenon was significantly inhibited only by propranolol or metoprolol at a dose of 1 nM. These data suggest that positive inotropic activity induced by the compound 5 is through β1-adrenergic receptor however, this effect was independent of cAMP levels. This phenomenon is a particularly interesting because the positive inotropic activity induced by this steroid derivative involves a molecular mechanism different in comparison with other positive inotropic drugs.
Topics: Animals; Cardiotonic Agents; Chemistry Techniques, Synthetic; Dihydrotestosterone; Drug Design; Heart Ventricles; Rats; Ventricular Function, Left
PubMed: 25578737
DOI: 10.1016/j.steroids.2014.12.026 -
Steroids Apr 198317 alpha-Methyl-5 beta-androstane-3 alpha,17 beta-diol together with the hydroxylated metabolites 17 alpha-methyl-5 beta-androstane-1 beta,3 alpha,17 beta-triol, 17...
17 alpha-Methyl-5 beta-androstane-3 alpha,17 beta-diol together with the hydroxylated metabolites 17 alpha-methyl-5 beta-androstane-1 beta,3 alpha,17 beta-triol, 17 alpha-methyl-5 beta-androstane-3 alpha,12 beta,17 beta-triol, 17 alpha-methyl-5 beta-androstane-3 alpha,16 alpha,17 beta-triol and 17 alpha-methyl-5 beta-androstane-3 alpha,16 beta,17 beta-triol were isolated and identified in the urine of rabbits orally dosed with 17 alpha-methyl-5 beta-dihydrotestosterone. Biotransformations differ from the 5 alpha-series where hydroxylation occurred at C-6 and C-15. In both series, the C-3 equatorial epimer was the major urinary excretion product among the non-hydroxylated metabolites. The 5 beta-compound was more resistant to metabolic hydroxylation than the 5 alpha-compound. No evidence for epimerization at the C-17 position was observed.
Topics: Animals; Biotransformation; Dihydrotestosterone; Magnetic Resonance Spectroscopy; Male; Mass Spectrometry; Rabbits; Spectrophotometry, Infrared; Structure-Activity Relationship
PubMed: 6658887
DOI: 10.1016/0039-128x(83)90089-2 -
Steroids May 1982
Topics: Animals; Chemical Phenomena; Chemistry; Chromatography, Gas; Chromatography, Thin Layer; Dihydrotestosterone; Hydroxylation; Male; Oxidation-Reduction; Rabbits; Spectrum Analysis
PubMed: 7147282
DOI: 10.1016/0039-128x(82)90051-4 -
Forensic Science International Apr 1992
Topics: Dihydrotestosterone; Humans; Male; Semen; Testosterone
PubMed: 1618451
DOI: 10.1016/0379-0738(92)90085-b -
Drug and Therapeutics Bulletin Jan 1982
Topics: Cushing Syndrome; Dihydrotestosterone; Humans; Hyperaldosteronism
PubMed: 7067627
DOI: No ID Found -
Journal of the American Veterinary... Dec 2016
Topics: Adrenal Insufficiency; Adrenocortical Hyperfunction; Animals; Dihydrotestosterone; Dog Diseases; Dogs; Enzyme Inhibitors; Glucocorticoids
PubMed: 27901462
DOI: 10.2460/javma.249.12.1353 -
Kidney International Jan 1998Dihydrotestosterone (DHT) binding studies and the effects of DHT on the expression of beta-glucuronidase (Gus) and kidney androgen-regulated protein (KAP) genes and cell...
Dihydrotestosterone (DHT) binding studies and the effects of DHT on the expression of beta-glucuronidase (Gus) and kidney androgen-regulated protein (KAP) genes and cell growth were investigated in immortalized early PKSV-PCT and late PKSV-PR proximal tubule cells, derived from transgenic mice carrying the L-pyruvate kinase/SV40 hybrid gene. [3H]DHT binding studies indicated that both cell lines have conserved substantial amounts of androgen receptors. The levels of KAP and Gus transcripts in PKSV-PCT cells, and those of KAP transcripts in PKSV-PR cells, decreased when cells were shifted from a serum-supplemented to a steroid-free medium. The addition of 30 nM DHT to the steroid-free medium resulted in a slight increase in Gus and in a more marked increase in KAP transcripts in both cell lines. Dihydrotestosterone also affected the growth of PKSV-PCT and PKSV-PR cells, since this hormone added to the steroid-free medium stimulated the incorporation of [3H]thymidine in a dose-dependent manner and induced the formation of domes, which represent indicators of ionic transport processes. Thus, because these early and late mouse proximal tubule cells have conserved androgen receptors, they represent attractive cell systems to analyze the action of androgens on specific functions of the mouse proximal tubule.
Topics: Animals; Cell Division; Cells, Cultured; Dihydrotestosterone; Kidney Tubules, Proximal; Mice; Proteins; Protozoan Proteins; RNA, Messenger; Receptors, Androgen
PubMed: 9453000
DOI: 10.1046/j.1523-1755.1998.00721.x