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[PMID]:25535702
[Au] Autor:Mamuye AD; Castoldi L; Azzena U; Holzer W; Pace V
[Ad] Endereço:Department of Pharmaceutical Chemistry, University of Vienna, Althanstrasse 14, Vienna, A-1090, Austria. vittorio.pace@univie.ac.at.
[Ti] Título:Chemoselective efficient synthesis of functionalized ß-oxonitriles through cyanomethylation of Weinreb amides.
[So] Source:Org Biomol Chem;13(7):1969-73, 2015 Feb 21.
[Is] ISSN:1477-0539
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:A synthesis of ß-oxonitriles is reported via the generation of R(1)R(2)CLiCN species followed by the trapping with variously decorated Weinreb amides. The optimization study revealed that lithiation of acetonitriles is best accomplished by deprotonation with MeLi-LiBr at low temperature. The protocol can be conveniently adapted to the synthesis of α-mono or α,α-disubstituted cyanoketones. (15)N- and (17)O-NMR data are reported for selected compounds.
[Mh] Termos MeSH primário: Amidas/química
Cianocetona/química
Nitrilos/síntese química
[Mh] Termos MeSH secundário: Metilação
Estrutura Molecular
Nitrilos/química
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Amides); 0 (Nitriles); 4248-66-2 (Cyanoketone)
[Em] Mês de entrada:1512
[Cu] Atualização por classe:150205
[Lr] Data última revisão:
150205
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:141224
[St] Status:MEDLINE
[do] DOI:10.1039/c4ob02398f


  2 / 90 MEDLINE  
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[PMID]:23203422
[Au] Autor:Regueira E; Sassone AG; Scaia MF; Volonteri MC; Ceballos NR
[Ad] Endereço:Laboratorio de Endocrinología Comparada, Departamento de Biodiversidad y Biología Experimental, Universidad de Buenos Aires, Consejo Nacional de Investigaciones Científicas y Técnicas, Buenos Aires, Argentina. eleonoraregueira@gmail.com
[Ti] Título:Seasonal changes and regulation of the glucocorticoid receptor in the testis of the toad Rhinella arenarum.
[So] Source:J Exp Zool A Ecol Genet Physiol;319(1):39-52, 2013 Jan.
[Is] ISSN:1932-5231
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Several studies indicate that wild free-living vertebrates seasonally regulate plasma glucocorticoids. However, not only glucocorticoids but also the amount of receptors is important in determining biological responses. In this context, seasonal regulation of glucocorticoid receptor (GR) is crucial to modulate the response to glucocorticoids. Rhinella arenarum is an anuran exhibiting seasonal variations in plasma glucocorticoids and also in the number of binding sites (B(max)) of the testicular cytosolic GR. In this work, we evaluated if the annual pattern of GR protein in the testis varies seasonally and, by an in vitro approach, the role of glucocorticoids, androgens, and melatonin in the regulation of the GR B(max) and protein level. For this purpose, testes were treated with two physiological concentrations of melatonin (40 and 200 pg/ml), with or without luzindole (melatonin-receptor antagonist); with testosterone, cyanoketone (inhibitor of steroidogenesis) or casodex (androgen-receptor antagonist); or with dexamethasone or RU486 (GR antagonist). After treatments, B(max) and protein level were determined by the binding of [(3)H]dexamethasone and Western blot, respectively. Results showed that GR protein decreases in the winter. The in vitro treatment with melatonin produced a biphasic effect on the B(max) with the lowest concentration decreasing this parameter by a receptor-mediated mechanism. However, melatonin had no effect on the GR protein level. Conversely, a high concentration of dexamethasone up-regulated the GR protein and androgens neither changed the B(max) nor the protein level. These findings suggest that seasonal changes in plasma melatonin and glucocorticoids modulate the effect of glucocorticoids in the testis of R. arenarum.
[Mh] Termos MeSH primário: Bufo marinus/metabolismo
Glucocorticoides/metabolismo
Receptores de Glucocorticoides/metabolismo
Testículo/metabolismo
[Mh] Termos MeSH secundário: Anilidas/farmacologia
Animais
Sítios de Ligação
Western Blotting/veterinária
Cianocetona/farmacologia
Dexametasona/farmacologia
Regulação da Expressão Gênica
Glucocorticoides/sangue
Técnicas In Vitro
Cinética
Masculino
Melatonina/metabolismo
Melatonina/farmacologia
Mifepristona/farmacologia
Nitrilos/farmacologia
Distribuição Aleatória
Receptores de Glucocorticoides/genética
Estações do Ano
Testículo/efeitos dos fármacos
Testosterona/metabolismo
Testosterona/farmacologia
Compostos de Tosil/farmacologia
Triptaminas/farmacologia
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Anilides); 0 (Glucocorticoids); 0 (Nitriles); 0 (Receptors, Glucocorticoid); 0 (Tosyl Compounds); 0 (Tryptamines); 117946-91-5 (luzindole); 320T6RNW1F (Mifepristone); 3XMK78S47O (Testosterone); 4248-66-2 (Cyanoketone); 7S5I7G3JQL (Dexamethasone); A0Z3NAU9DP (bicalutamide); JL5DK93RCL (Melatonin)
[Em] Mês de entrada:1306
[Cu] Atualização por classe:141120
[Lr] Data última revisão:
141120
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:121204
[St] Status:MEDLINE
[do] DOI:10.1002/jez.1772


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[PMID]:22581281
[Au] Autor:Hsieh MT; Shia KS; Liu HJ; Kuo SC
[Ad] Endereço:Chinese Medicinal Research and Development Center, China Medical University Hospital, 2 Yude Road, Taichung 40447, Taiwan, ROC. d917410@alumni.nthu.edu.tw
[Ti] Título:Palladium(II) acetate mediated oxidative cyclization of ω-unsaturated α-cyano ketones for facile construction of methylenecyclohexane ring system.
[So] Source:Org Biomol Chem;10(23):4609-17, 2012 Jun 21.
[Is] ISSN:1477-0539
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:A highly efficient annulative approach towards the construction of the structurally attractive methylenecyclohexane ring was developed through a convenient 1,4-addition of 4-pentenylmagnesium bromide to 2-cyano-2-cycloalkenones followed by a Pd(II)-mediated oxidative cyclization of the resulting ω-unsaturated α-cyano ketones. Based on this newly developed protocol, polycyclic adducts bearing various ring sizes and substitutions can be prepared in moderate to high yields.
[Mh] Termos MeSH primário: Acetatos/química
Cianocetona/química
Cicloexanos/química
Compostos Organometálicos/química
[Mh] Termos MeSH secundário: Ciclização
Metilação
Estrutura Molecular
Oxirredução
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Acetates); 0 (Cyclohexanes); 0 (Organometallic Compounds); 0LTG3460Y5 (palladium(II) acetate); 4248-66-2 (Cyanoketone)
[Em] Mês de entrada:1209
[Cu] Atualização por classe:171116
[Lr] Data última revisão:
171116
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:120515
[St] Status:MEDLINE
[do] DOI:10.1039/c2ob25161b


  4 / 90 MEDLINE  
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[PMID]:20981412
[Au] Autor:Espallergues J; Temsamani J; Laruelle C; Urani A; Maurice T
[Ad] Endereço:Inserm U 710, Université de Montpellier 2, 34095, Montpellier, France.
[Ti] Título:The antidepressant-like effect of the 3ß-hydroxysteroid dehydrogenase inhibitor trilostane involves a regulation of ß-type estrogen receptors.
[So] Source:Psychopharmacology (Berl);214(2):455-63, 2011 Mar.
[Is] ISSN:1432-2072
[Cp] País de publicação:Germany
[La] Idioma:eng
[Ab] Resumo:RATIONALE: Trilostane is a competitive inhibitor of 3ß-hydroxysteroid dehydrogenase (3ß-HSD), which notably converts pregnenolone into progesterone or dehydroepiandrosterone into androstenedione. Trilostane shows antidepressant-like properties in the forced swimming test (FST). The compound, however, induced only moderate effects on neuroactive steroid levels that could be related to its behavioral efficacy. METHODS: We compared the behavioral effect of trilostane with the other 3ß-HSD inhibitor, cyanoketone, and analyzed the putative involvement of the ß-type estrogen receptor (ERß) in its antidepressant effect. RESULTS: Trilostane reduced immobility in the FST significantly at 12.5 and 25 mg/kg subcutaneously (s.c.), whereas cyanoketone (0-100 mg/kg s.c.) was ineffective. The negative ER modulator fulvestrant (ICI 182780) dose-dependently blocked the effect of trilostane (25 mg/kg). Trilostane increased circulating estradiol levels in the 12.5-50 mg/kg dose-range, and this effect was unaffected by stress and not shared by cyanoketone (25 mg/kg). The trilostane (25 mg/kg) treatment increased the ERß mRNA expression in adrenals (+100%) and centrally, in the hippocampus (+330%). Stress and cyanoketone failed to affect ERß mRNA levels in periphery or in the brain. CONCLUSIONS: These data demonstrate that the antidepressant-like potential of trilostane is not due to its 3ß-HSD inhibiting activity, since it is not shared by cyanoketone, but rather to its estrogenic activity. The compound, which releases estradiol and up-regulates ERß receptors, could be used as a therapeutic tool to allow an estrogenic facilitation of antidepressant efficacy.
[Mh] Termos MeSH primário: 3-Hidroxiesteroide Desidrogenases/antagonistas & inibidores
Antidepressivos/farmacologia
Comportamento Animal/efeitos dos fármacos
Di-Hidrotestosterona/análogos & derivados
Inibidores Enzimáticos/farmacologia
Receptor beta de Estrogênio/efeitos dos fármacos
[Mh] Termos MeSH secundário: 3-Hidroxiesteroide Desidrogenases/metabolismo
Glândulas Suprarrenais/efeitos dos fármacos
Glândulas Suprarrenais/metabolismo
Análise de Variância
Animais
Cianocetona/farmacologia
Di-Hidrotestosterona/farmacologia
Relação Dose-Resposta a Droga
Estradiol/análogos & derivados
Estradiol/sangue
Estradiol/farmacologia
Antagonistas de Estrogênios/farmacologia
Receptor beta de Estrogênio/genética
Receptor beta de Estrogênio/metabolismo
Hipocampo/efeitos dos fármacos
Hipocampo/metabolismo
Masculino
Camundongos
Atividade Motora/efeitos dos fármacos
RNA Mensageiro/metabolismo
Natação
Fatores de Tempo
Regulação para Cima
[Pt] Tipo de publicação:COMPARATIVE STUDY; JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Antidepressive Agents); 0 (Enzyme Inhibitors); 0 (Estrogen Antagonists); 0 (Estrogen Receptor beta); 0 (RNA, Messenger); 08J2K08A3Y (Dihydrotestosterone); 22X328QOC4 (fulvestrant); 4248-66-2 (Cyanoketone); 4TI98Z838E (Estradiol); EC 1.1.- (3-Hydroxysteroid Dehydrogenases); L0FPV48Q5R (trilostane)
[Em] Mês de entrada:1106
[Cu] Atualização por classe:170922
[Lr] Data última revisão:
170922
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:101029
[St] Status:MEDLINE
[do] DOI:10.1007/s00213-010-2053-y


  5 / 90 MEDLINE  
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[PMID]:20469918
[Au] Autor:Anderson L; Zhou M; Sharma V; McLaughlin JM; Santiago DN; Fronczek FR; Guida WC; McLaughlin ML
[Ad] Endereço:Department of Chemistry, University of South Florida, 4202 E. Fowler Avenue, CHE 205, Tampa, Florida 33620, USA.
[Ti] Título:Facile iterative synthesis of 2,5-terpyrimidinylenes as nonpeptidic alpha-helical mimics.
[So] Source:J Org Chem;75(12):4288-91, 2010 Jun 18.
[Is] ISSN:1520-6904
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:A facile iterative synthesis of 2,5-terpyrimidinylenes that are structurally analogous to alpha-helix mimics is presented. Condensation of amidines with readily prepared alpha,beta-unsaturated alpha-cyanoketones gives 5-cyano-substituted pyrimidines. Iterative transformation of the 5-cyano group into an amidine allows synthesis of 2,5-terpyrimidinylenes with variable groups at the 4-, 4'-, and 4''-positions. These compounds are designed to mimic the i, i + 4, and i + 7 sites of an alpha-helix.
[Mh] Termos MeSH primário: Amidinas/química
Biomimética
Cianocetona/química
Modelos Moleculares
Pirimidinas/química
[Mh] Termos MeSH secundário: Estrutura Molecular
Estrutura Secundária de Proteína
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, N.I.H., EXTRAMURAL
[Nm] Nome de substância:
0 (Amidines); 0 (Pyrimidines); 4248-66-2 (Cyanoketone)
[Em] Mês de entrada:1009
[Cu] Atualização por classe:170220
[Lr] Data última revisão:
170220
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:100518
[St] Status:MEDLINE
[do] DOI:10.1021/jo100272d


  6 / 90 MEDLINE  
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[PMID]:19208546
[Au] Autor:Friberg PA; Larsson DG; Billig H
[Ad] Endereço:Department of Physiology/Endocrinology, Institute of Neuroscience and Physiology, the Sahlgrenska Academy at University of Gothenurg, Gothenburg, Sweden.
[Ti] Título:Dominant role of nuclear progesterone receptor in the control of rat periovulatory granulosa cell apoptosis.
[So] Source:Biol Reprod;80(6):1160-7, 2009 Jun.
[Is] ISSN:0006-3363
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:In this study, it was hypothesized that progesterone (P4) acts as a survival factor primarily by actions of the classic nuclear progesterone receptor (PGR) signaling pathway in rat periovulatory granulosa cells. Granulosa cells were isolated from immature female rats primed with equine chorionic gonadotropin/human chorionic gonadotropin and treated in vitro with PGR antagonists. As little as 10 nM of two different PGR antagonists (Org 31710 and RU 486) increased apoptosis measured as caspase 3/7 activity, which was reversed by cotreatment with the progestin R5020. Concurrently, P4 synthesis was decreased. Inhibition of P4 synthesis by cyanoketone similarly induced apoptosis but required greater inhibition of P4 synthesis than that seen after treatment with PGR antagonists. Therefore, the induction of apoptosis by PGR antagonists cannot be explained by decreased P4 synthesis alone. Low concentrations of R5020 also completely reversed the effects of cyanoketone. Inhibition of P4 synthesis was more effective in inducing apoptosis than treatment with PGR antagonists. However, cotreatment with PGR antagonists protected cells from the additional effects of cyanoketone, indicating partial agonist effects of the antagonists and a dominating role for PGR in P4-mediated regulation of apoptosis. Progesterone receptor membrane component 1 (PGRMC1) was expressed in granulosa cells; however, an anti-PGRMC1 antibody did not induce apoptosis in periovulatory granulosa cells. Neither anti-PGRMC1 nor P4 or cyanoketone affected apoptosis of immature granulosa cells. In conclusion, we show that P4 regulates apoptosis in periovulatory granulosa cells by acting via the classic nuclear receptor.
[Mh] Termos MeSH primário: Apoptose/efeitos dos fármacos
Estrenos/farmacologia
Furanos/farmacologia
Células da Granulosa/efeitos dos fármacos
Mifepristona/farmacologia
Receptores de Progesterona/antagonistas & inibidores
[Mh] Termos MeSH secundário: Animais
Anticorpos Bloqueadores/farmacologia
Cianocetona/farmacologia
Relação Dose-Resposta a Droga
Feminino
Proteínas de Membrana/antagonistas & inibidores
Proteínas de Membrana/imunologia
Proteínas de Membrana/metabolismo
Progesterona/metabolismo
Ratos
Ratos Sprague-Dawley
Receptores de Progesterona/imunologia
Receptores de Progesterona/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Antibodies, Blocking); 0 (Estrenes); 0 (Furans); 0 (Membrane Proteins); 0 (Pgrmc1 protein, rat); 0 (Receptors, Progesterone); 118968-41-5 (Org 31710); 320T6RNW1F (Mifepristone); 4248-66-2 (Cyanoketone); 4G7DS2Q64Y (Progesterone)
[Em] Mês de entrada:0907
[Cu] Atualização por classe:131121
[Lr] Data última revisão:
131121
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:090212
[St] Status:MEDLINE
[do] DOI:10.1095/biolreprod.108.073932


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[PMID]:12732293
[Au] Autor:Neri G; Tortorella C; Andreis PG; Bova S; Malendowicz LK; Ziolkowska A; Nussdorfer GG
[Ad] Endereço:Department of Human Anatomy and Physiology, Section of Anatomy, University of Padua, Via Gabelli 65, I-35121 Padua, Italy.
[Ti] Título:Norbormide enhances late steps of steroid-hormone synthesis in rat and mouse adrenal cortex.
[So] Source:J Steroid Biochem Mol Biol;84(4):479-83, 2003 Mar.
[Is] ISSN:0960-0760
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Norbormide (N) is a vasoconstrictor agent, which acts selectively on the peripheral arteries of the rat, through the activation of the phospholipase C (PLC) cascade and the stimulation of Ca(2+) entrance in the vascular myocytes. Several endogenous vasoconstrictor agent (e.g. angiotensin-II (ANG-II) and endothelin-1 (ET-1)), that stimulate PLC pathway, are also able to enhance aldosterone secretion by the adrenal gland. Hence, we examined the effects of norbormide ((0.5, 1.0 or 5) x 10(-5)M) on corticosteroid-hormone secretion from adrenal slices of rats and mice. Quantitative HPLC assay showed that under basal conditions rat and mouse adrenal quarters secreted progesterone (PROG), 11-deoxycorticosterone (DOC), 18-hydroxy-DOC (18OH-DOC), corticosterone (CORT), 18-hydroxy-corticosterone (18OH-CORT) and aldosterone (ALDO), as well as large amounts of pregnenolone (PREG) when its metabolism was blocked by 10(-5)M cyanoketone. Norbormide concentration-dependently raised the secretion of all post-DOC steroids assayed, decreased progesterone and DOC production, and did not affect pregnenolone release. In conclusion, norbormide is able to enhance late steps of steroid synthesis, i.e. those leading to the transformation of DOC to corticosterone and aldosterone, without affecting early steps. This is an interesting finding because the other main endogenous adrenal secretagogues are known to stimulate both early and late steps of steroid synthesis. The mechanism underlying the selective activating action of norbormide on 11beta- and 18-hydroxylation remains to be investigated.
[Mh] Termos MeSH primário: Córtex Suprarrenal/efeitos dos fármacos
Norbornanos/farmacologia
Esteroides/biossíntese
[Mh] Termos MeSH secundário: 18-Hidroxicorticosterona/farmacologia
Córtex Suprarrenal/metabolismo
Glândulas Suprarrenais/metabolismo
Aldosterona/farmacologia
Animais
Cálcio/metabolismo
Corticosterona/farmacologia
Cianocetona/farmacologia
Glucocorticoides/farmacologia
Camundongos
Modelos Químicos
Músculos/citologia
Ratos
Fatores de Tempo
Fosfolipases Tipo C/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Glucocorticoids); 0 (Norbornanes); 0 (Steroids); 4248-66-2 (Cyanoketone); 4964P6T9RB (Aldosterone); 561-65-9 (18-Hydroxycorticosterone); EC 3.1.4.- (Type C Phospholipases); K4085589CZ (norbormide); SY7Q814VUP (Calcium); W980KJ009P (Corticosterone)
[Em] Mês de entrada:0307
[Cu] Atualização por classe:151119
[Lr] Data última revisão:
151119
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:030507
[St] Status:MEDLINE


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[PMID]:11585264
[Au] Autor:Canosa LF; Ceballos NR
[Ad] Endereço:Programa de Regulación Hormonal y Metabólica (PRHOM-CONICET) and Departamento de Ciencias Biológicas, Universidad de Buenos Aires, Argentina.
[Ti] Título:Effects of different steroid-biosynthesis inhibitors on the testicular steroidogenesis of the toad Bufo arenarum.
[So] Source:J Comp Physiol B;171(6):519-26, 2001 Aug.
[Is] ISSN:0174-1578
[Cp] País de publicação:Germany
[La] Idioma:eng
[Ab] Resumo:Testis fragments from Bufo arenarum were incubated with [7(n)-(3)H]pregnenolone (P5), [1,2-(3)H]dehydroepiandrosterone (DHEA) and [1,2,6.7-(3)H]testosterone (T), and different steroid-biosynthesis inhibitors. The inhibitors used were: cyanoketone (CNK), spironolactone (SPNL) and finasteride (FIN). CNK significantly increased the recovery of 3beta-hydroxy-5-ene steroids while SPNL reduced the metabolism of P5 and the production of C19-steroids. The metabolism of C19-substrates was only modified by CNK, which reduced the transformation of DHEA without modifying the metabolism of T. To determine the degree of inhibition exerted by the inhibitors used, the activities of the enzymes were estimated as the percentage of their contribution to the total steroid metabolism. CNK strongly inhibited the activity of hydroxysteroid dehydrogenase/isomerase if its contribution was estimated using both P5 and DHEA. If the analysis was made considering both activities associated to cytochrome P450 17chi-hydroxylase, C17-20 lyase (P450c17), it became evident that SPNL inhibited both of them. The percent contribution of 17beta-hydroxysteroid dehydrogenase (17betaHSD) activity diminished in the presence of CNK only if it was estimated considering P5 and DHEA metabolism. SPNL produced a significant inhibition of 17betaHSD when its contribution was estimated considering P5 metabolism. However, SPNL was insufficient if DHEA or T were considered. The effect of SPNL on the contribution of 17betaHSD could be due to the reduction of C19-substrates. The activity of 5chi-reductase was inhibited by CNK only if results from P5 and DHEA were considered.
[Mh] Termos MeSH primário: Antagonistas de Androgênios/farmacologia
Androgênios/biossíntese
Bufonidae/metabolismo
Cianocetona/farmacologia
Inibidores Enzimáticos/farmacologia
Finasterida/farmacologia
Espironolactona/farmacologia
Testículo/metabolismo
[Mh] Termos MeSH secundário: 17-Hidroxiesteroide Desidrogenases/metabolismo
Animais
Colestenona 5 alfa-Redutase
Desidroepiandrosterona/farmacologia
Masculino
Oxirredutases/metabolismo
Pregnenolona/farmacologia
Esteroide 17-alfa-Hidroxilase/metabolismo
Testosterona/farmacologia
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Androgen Antagonists); 0 (Androgens); 0 (Enzyme Inhibitors); 27O7W4T232 (Spironolactone); 3XMK78S47O (Testosterone); 4248-66-2 (Cyanoketone); 459AG36T1B (Dehydroepiandrosterone); 57GNO57U7G (Finasteride); 73R90F7MQ8 (Pregnenolone); EC 1.- (Oxidoreductases); EC 1.1.- (17-Hydroxysteroid Dehydrogenases); EC 1.14.14.19 (Steroid 17-alpha-Hydroxylase); EC 1.3.1.22 (Cholestenone 5 alpha-Reductase)
[Em] Mês de entrada:0202
[Cu] Atualização por classe:161124
[Lr] Data última revisão:
161124
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:011005
[St] Status:MEDLINE


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[PMID]:10993826
[Au] Autor:Weber GM; Sullivan CV
[Ad] Endereço:Department of Zoology, North Carolina State University, Raleigh, North Carolina 27695-7617, USA. weber@unity.ncsu.edu
[Ti] Título:Effects of insulin-like growth factor-I on in vitro final oocyte maturation and ovarian steroidogenesis in striped bass, Morone saxatilis.
[So] Source:Biol Reprod;63(4):1049-57, 2000 Oct.
[Is] ISSN:0006-3363
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Recombinant human (rh) insulin-like growth factor-I (IGF-I) was more potent than rhIGF-II at inducing in vitro germinal vesicle breakdown (GVBD), a marker for resumption of meiosis, in oocytes of striped bass. Treatment of ovarian fragments containing oocytes in intact follicles with rhIGF-I increased concentrations of estradiol-17beta and maturation-inducing steroid (MIS) 17,20beta, 21-trihydoxy-4-pregnen-3-one (20beta-S) in the culture medium and decreased testosterone levels. The follicles were too immature for oocytes to complete GVBD in response to 20beta-S (MIS incompetent) or hCG. Addition of 20beta-S to cultures did not increase the percentage of oocytes completing GVBD in response to rhIGF-I or rhIGF-II. Bovine insulin was without effect on GVBD or steroid production. Incubation of MIS-competent follicles with actinomycin D, cyanoketone, trilostane, 1-heptanol, or 1-octanol had no effect on rhIGF-I-induced GVBD, but attenuated hCG-induced GVBD and 20beta-S production. Cycloheximide inhibited rhIGF-I-induced GVBD. Collectively, these observations indicate that IGF-I can induce GVBD via MIS- and transcription-independent pathways without coupled gap junctions between oocytes and granulosa cells or among granulosa cells, but requires protein synthesis to do so. An rhIGF-I analogue that does not bind IGF-binding proteins, des(1,3)IGF-I, was more potent than rhIGF-I in inducing GVBD, suggesting ovarian IGF-binding proteins may inhibit IGF-I action.
[Mh] Termos MeSH primário: Fator de Crescimento Insulin-Like I/farmacologia
Oócitos/fisiologia
Ovário/metabolismo
Esteroides/metabolismo
[Mh] Termos MeSH secundário: 1-Octanol/farmacologia
Animais
Bass
Bovinos
Gonadotropina Coriônica/farmacologia
Cortodoxona/análogos & derivados
Cortodoxona/metabolismo
Cianocetona/farmacologia
Cicloeximida/farmacologia
Dactinomicina/farmacologia
Di-Hidrotestosterona/análogos & derivados
Di-Hidrotestosterona/farmacologia
Feminino
Heptanol/farmacologia
Seres Humanos
Hidroxiesteroide Desidrogenases/antagonistas & inibidores
Técnicas In Vitro
Insulina/farmacologia
Fator de Crescimento Insulin-Like II/farmacologia
Oócitos/efeitos dos fármacos
Ovário/efeitos dos fármacos
Fragmentos de Peptídeos/farmacologia
Proteínas Recombinantes/farmacologia
Vesículas Transportadoras/efeitos dos fármacos
Desacopladores/farmacologia
[Pt] Tipo de publicação:COMPARATIVE STUDY; JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T; RESEARCH SUPPORT, U.S. GOV'T, NON-P.H.S.
[Nm] Nome de substância:
0 (Chorionic Gonadotropin); 0 (Insulin); 0 (Peptide Fragments); 0 (Recombinant Proteins); 0 (Steroids); 0 (Uncoupling Agents); 08J2K08A3Y (Dihydrotestosterone); 112603-35-7 (insulin-like growth factor 1, des-(1-3)-); 1CC1JFE158 (Dactinomycin); 4248-66-2 (Cyanoketone); 5786-59-4 (17,20,21-trihydroxy-4-pregnen-3-one); 67763-96-6 (Insulin-Like Growth Factor I); 67763-97-7 (Insulin-Like Growth Factor II); 8JQ5607IO5 (Heptanol); 98600C0908 (Cycloheximide); EC 1.1.- (Hydroxysteroid Dehydrogenases); L0FPV48Q5R (trilostane); NV1779205D (1-Octanol); WDT5SLP0HQ (Cortodoxone)
[Em] Mês de entrada:0011
[Cu] Atualização por classe:151119
[Lr] Data última revisão:
151119
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:000920
[St] Status:MEDLINE


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[PMID]:10936036
[Au] Autor:Pozzi AG; Ceballos NR
[Ad] Endereço:PRHOM-CONICET and Laboratorio de Endocrinología Comparada, Universidad de Buenos Aires, Buenos Aires, C1428EHA, Argentina. apozzi@bg.fcen.uba.ar
[Ti] Título:Human chorionic gonadotropin-induced spermiation in Bufo arenarum is not mediated by steroid biosynthesis.
[So] Source:Gen Comp Endocrinol;119(2):164-71, 2000 Aug.
[Is] ISSN:0016-6480
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:This study employed an in vitro system to identify potential steroidal mediators of spermiation in Bufo arenarum. Testicular fragments were incubated for 2 h at 28 degrees. Spermiation was induced by 10 IU human chorionic gonadotropin (hCG) and the effect of different inhibitors of steroid biosynthesis was analyzed. Cyanoketone (10(-5)-10(-6) M), an inhibitor of 3-oxo-4-ene steroid biosynthesis, did not block hCG-inducing activity even when biosynthesis of 3-oxo-4-ene steroids and its reduced metabolites was inhibited by 95%. Aminogluthetimide at a concentration that inhibited testosterone biosynthesis (10(-4) and 10(-5) M) did not alter hCG actions. Similar results were obtained with spironolactone, an inhibitor of 17alpha-hydroxylase/17-20 lyase activity. No spermiation-inducing activity was found with different steroids (progesterone, 17-hydroxypregnenolone, 17, 20alpha/beta-dihydroxy-4-pregnene-3-one, estradiol, testosterone, etc.). It is concluded that spermiation induced by hCG is not steroid mediated in B. arenarum.
[Mh] Termos MeSH primário: Bufo arenarum/fisiologia
Gonadotropina Coriônica/farmacologia
Espermatogênese/efeitos dos fármacos
Esteroides/biossíntese
[Mh] Termos MeSH secundário: 3-Hidroxiesteroide Desidrogenases/antagonistas & inibidores
Aminoglutetimida/farmacologia
Androgênios/farmacologia
Animais
Enzima de Clivagem da Cadeia Lateral do Colesterol/antagonistas & inibidores
Cianocetona/farmacologia
Inibidores Enzimáticos/farmacologia
Masculino
Progesterona/farmacologia
Espironolactona/farmacologia
Esteroide 17-alfa-Hidroxilase/antagonistas & inibidores
Esteroides/antagonistas & inibidores
Esteroides/farmacologia
Testículo/efeitos dos fármacos
Testículo/metabolismo
Testosterona/biossíntese
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Androgens); 0 (Chorionic Gonadotropin); 0 (Enzyme Inhibitors); 0 (Steroids); 0O54ZQ14I9 (Aminoglutethimide); 27O7W4T232 (Spironolactone); 3XMK78S47O (Testosterone); 4248-66-2 (Cyanoketone); 4G7DS2Q64Y (Progesterone); EC 1.1.- (3-Hydroxysteroid Dehydrogenases); EC 1.14.14.19 (Steroid 17-alpha-Hydroxylase); EC 1.14.15.6 (Cholesterol Side-Chain Cleavage Enzyme)
[Em] Mês de entrada:0010
[Cu] Atualização por classe:161124
[Lr] Data última revisão:
161124
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:000811
[St] Status:MEDLINE



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