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[PMID]:27845856
[Au] Autor:Jones CM; Mallappa A; Reisch N; Nikolaou N; Krone N; Hughes BA; O'Neil DM; Whitaker MJ; Tomlinson JW; Storbeck KH; Merke DP; Ross RJ; Arlt W
[Ad] Endereço:Institute of Metabolism and Systems Research, University of Birmingham, Birmingham, B15 2TT, United Kingdom.
[Ti] Título:Modified-Release and Conventional Glucocorticoids and Diurnal Androgen Excretion in Congenital Adrenal Hyperplasia.
[So] Source:J Clin Endocrinol Metab;102(6):1797-1806, 2017 Jun 01.
[Is] ISSN:1945-7197
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Context: The classic androgen synthesis pathway proceeds via dehydroepiandrosterone, androstenedione, and testosterone to 5α-dihydrotestosterone. However, 5α-dihydrotestosterone synthesis can also be achieved by an alternative pathway originating from 17α-hydroxyprogesterone (17OHP), which accumulates in congenital adrenal hyperplasia (CAH). Similarly, recent work has highlighted androstenedione-derived 11-oxygenated 19-carbon steroids as active androgens, and in CAH, androstenedione is generated directly from 17OHP. The exact contribution of alternative pathway activity to androgen excess in CAH and its response to glucocorticoid (GC) therapy is unknown. Objective: We sought to quantify classic and alternative pathway-mediated androgen synthesis in CAH, their diurnal variation, and their response to conventional GC therapy and modified-release hydrocortisone. Methods: We used urinary steroid metabolome profiling by gas chromatography-mass spectrometry for 24-hour steroid excretion analysis, studying the impact of conventional GCs (hydrocortisone, prednisolone, and dexamethasone) in 55 adults with CAH and 60 controls. We studied diurnal variation in steroid excretion by comparing 8-hourly collections (23:00-7:00, 7:00-15:00, and 15:00-23:00) in 16 patients with CAH taking conventional GCs and during 6 months of treatment with modified-release hydrocortisone, Chronocort. Results: Patients with CAH taking conventional GCs showed low excretion of classic pathway androgen metabolites but excess excretion of the alternative pathway signature metabolites 3α,5α-17-hydroxypregnanolone and 11ß-hydroxyandrosterone. Chronocort reduced 17OHP and alternative pathway metabolite excretion to near-normal levels more consistently than other GC preparations. Conclusions: Alternative pathway-mediated androgen synthesis significantly contributes to androgen excess in CAH. Chronocort therapy appears superior to conventional GC therapy in controlling androgen synthesis via alternative pathways through attenuation of their major substrate, 17OHP.
[Mh] Termos MeSH primário: Hiperplasia Suprarrenal Congênita/tratamento farmacológico
Androgênios/secreção
Ritmo Circadiano
Glucocorticoides/administração & dosagem
Hidrocortisona/administração & dosagem
[Mh] Termos MeSH secundário: 17-alfa-Hidroxipregnenolona/urina
Adolescente
Hiperplasia Suprarrenal Congênita/metabolismo
Hiperplasia Suprarrenal Congênita/urina
Adulto
Androsterona/análogos & derivados
Androsterona/urina
Cortodoxona/análogos & derivados
Cortodoxona/urina
Preparações de Ação Retardada
Dexametasona/uso terapêutico
Feminino
Cromatografia Gasosa-Espectrometria de Massas
Glucocorticoides/uso terapêutico
Seres Humanos
Hidrocortisona/uso terapêutico
Masculino
Meia-Idade
Prednisolona/uso terapêutico
Pregnanotriol/análogos & derivados
Pregnanotriol/urina
Adulto Jovem
[Pt] Tipo de publicação:COMPARATIVE STUDY; JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Androgens); 0 (Delayed-Action Preparations); 0 (Glucocorticoids); 27178-64-9 (Pregnanetriol); 387-79-1 (17-alpha-Hydroxypregnenolone); 57-61-4 (11 beta-hydroxyandrosterone); 603-99-6 (pregnanetriolone); 68-60-0 (tetrahydro-11-deoxycortisol); 7S5I7G3JQL (Dexamethasone); 9PHQ9Y1OLM (Prednisolone); C24W7J5D5R (Androsterone); WDT5SLP0HQ (Cortodoxone); WI4X0X7BPJ (Hydrocortisone)
[Em] Mês de entrada:1709
[Cu] Atualização por classe:170922
[Lr] Data última revisão:
170922
[Sb] Subgrupo de revista:AIM; IM
[Da] Data de entrada para processamento:161116
[St] Status:MEDLINE
[do] DOI:10.1210/jc.2016-2855


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[PMID]:26493852
[Au] Autor:Kamrath C; Hartmann MF; Boettcher C; Zimmer KP; Wudy SA
[Ad] Endereço:Division of Pediatric Endocrinology and Diabetology, Laboratory for Translational Hormone Analysis in Pediatric Endocrinology, Steroid Research and Mass Spectromity Unit, Center of Child and Adolescent Medicine, Justus Liebig University, Giessen, Germany. Electronic address: Clemens.kamrath@paediat.
[Ti] Título:Diagnosis of 21-hydroxylase deficiency by urinary metabolite ratios using gas chromatography-mass spectrometry analysis: Reference values for neonates and infants.
[So] Source:J Steroid Biochem Mol Biol;156:10-6, 2016 Feb.
[Is] ISSN:1879-1220
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:One major issue of newborn screening programs for 21-hydroxylase deficiency (21OHD) is the high rate of false-positive results, especially in preterm neonates. Urinary steroid metabolite analysis using gas chromatography-mass spectrometry (GC-MS) is suitable as a confirmatory diagnostic tool. The objective of this study was to analyze retrospectively diagnostic metabolite ratios in neonates and infants with and without 21OHD using GC-MS with emphasis on glucocorticoid metabolism, and to develop reference values for the steroid metabolite ratios for the diagnosis of 21OHD. We retrospectively analyzed urinary steroid hormone metabolites determined by GC-MS of 95 untreated neonates and infants with 21OHD (1-148 days), and 261 neonates and infants (100 preterms) without 21OHD (0-217 days). Metabolites of 17α-hydroxyprogesterone showed specificities below 98%, whereas the 21-deoxycortisol metabolite pregnanetriolone clearly separated 21OHD from non-21OHD subjects. The best diagnostic ratio for 21OHD was pregnanetriolone to 6α-hydroxy-tetrahydrocortisone. The lowest value of this ratio in the 21OHD group (0.47) was at least eight times higher than the highest values in the non-21OHD group (0.055). We have given appropriate reference values for steroid metabolite ratios in the largest 21OHD cohort so far described. Consideration of glucocorticoid metabolism, especially the use of typical neonatal 6α-hydroxylates metabolites, leads to improvement of diagnostic metabolite ratios.
[Mh] Termos MeSH primário: Hiperplasia Suprarrenal Congênita/diagnóstico
Hiperplasia Suprarrenal Congênita/urina
Cromatografia Gasosa-Espectrometria de Massas/métodos
Metabolômica/métodos
[Mh] Termos MeSH secundário: Hiperplasia Suprarrenal Congênita/metabolismo
Estudos de Coortes
Feminino
Seres Humanos
Lactente
Recém-Nascido
Masculino
Pregnanotriol/análogos & derivados
Pregnanotriol/metabolismo
Pregnanotriol/urina
Valores de Referência
Esteroides/metabolismo
Esteroides/urina
Tetra-Hidrocortisona/análogos & derivados
Tetra-Hidrocortisona/metabolismo
Tetra-Hidrocortisona/urina
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (6 alpha-hydroxytetrahydrocortisone); 0 (Steroids); 27178-64-9 (Pregnanetriol); 5HF9TM2D15 (Tetrahydrocortisone); 603-99-6 (pregnanetriolone)
[Em] Mês de entrada:1605
[Cu] Atualização por classe:160103
[Lr] Data última revisão:
160103
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:151024
[St] Status:MEDLINE


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[PMID]:25247358
[Au] Autor:Li W; Buchinger T
[Ad] Endereço:Department of Fisheries and Wildlife, Michigan State University, 13 Natural Resources Building, East Lansing, MI 48848, USA. Electronic address: liweim@msu.edu.
[Ti] Título:Pheromone signaling: a pissing contest in tilapia.
[So] Source:Curr Biol;24(18):R843-R845, 2014 Sep 22.
[Is] ISSN:1879-0445
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:In many species, males produce elaborate signals used by females in the evaluation of potential mates. Two urinary steroid epimers have now been shown to be components of a courtship display by male Mozambique tilapia that promotes female maturation.
[Mh] Termos MeSH primário: Glucuronatos/urina
Hidroxiprogesteronas/metabolismo
Pregnanotriol/urina
Reprodução
Atrativos Sexuais/urina
Tilápia/fisiologia
[Mh] Termos MeSH secundário: Animais
Feminino
Masculino
[Pt] Tipo de publicação:COMMENT; JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Glucuronates); 0 (Hydroxyprogesterones); 0 (Sex Attractants); 1662-06-2 (17 alpha,20 beta-dihydroxypregn-4-en-3-one); 27178-64-9 (Pregnanetriol)
[Em] Mês de entrada:1505
[Cu] Atualização por classe:170913
[Lr] Data última revisão:
170913
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:140924
[St] Status:MEDLINE


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[PMID]:25155507
[Au] Autor:Keller-Costa T; Hubbard PC; Paetz C; Nakamura Y; da Silva JP; Rato A; Barata EN; Schneider B; Canario AVM
[Ad] Endereço:Centre of Marine Sciences, University of Algarve, Campus de Gambelas, 8005-139 Faro, Portugal; Department of Biology, University of Évora, Apartado 94, 7002-554 Évora, Portugal.
[Ti] Título:Identity of a tilapia pheromone released by dominant males that primes females for reproduction.
[So] Source:Curr Biol;24(18):2130-2135, 2014 Sep 22.
[Is] ISSN:1879-0445
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Knowledge of the chemical identity and role of urinary pheromones in fish is scarce, yet it is necessary in order to understand the integration of multiple senses in adaptive responses and the evolution of chemical communication [1]. In nature, Mozambique tilapia (Oreochromis mossambicus) males form hierarchies, and females mate preferentially with dominant territorial males, which they visit in aggregations or leks [2]. Dominant males have thicker urinary bladder muscular walls than subordinates or females and store large volumes of urine, which they release at increased frequency in the presence of subordinate males or preovulatory, but not postspawned, females [3-5]. Females exposed to dominant-male urine augment their release of the oocyte maturation-inducing steroid 17α,20ß-dihydroxypregn-4-en-3-one (17,20ß-P) [6]. Here we isolate and identify a male Mozambique tilapia urinary sex pheromone as two epimeric (20α- and 20ß-) pregnanetriol 3-glucuronates. We show that both males and females have high olfactory sensitivity to the two steroids, which cross-adapt upon stimulation. Females exposed to both steroids show a rapid, 10-fold increase in production of 17,20ß-P. Thus, the identified urinary steroids prime the female endocrine system to accelerate oocyte maturation and possibly promote spawning synchrony. Tilapia are globally important as a food source but are also invasive species, with devastating impact on local freshwater ecosystems [7, 8]. Identifying the chemical cues that mediate reproduction may lead to the development of tools for population control [9-11].
[Mh] Termos MeSH primário: Glucuronatos/urina
Hidroxiprogesteronas/metabolismo
Pregnanotriol/urina
Reprodução
Atrativos Sexuais/urina
Tilápia/fisiologia
[Mh] Termos MeSH secundário: Animais
Feminino
Masculino
Percepção Olfatória
Predomínio Social
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Glucuronates); 0 (Hydroxyprogesterones); 0 (Sex Attractants); 1662-06-2 (17 alpha,20 beta-dihydroxypregn-4-en-3-one); 27178-64-9 (Pregnanetriol)
[Em] Mês de entrada:1505
[Cu] Atualização por classe:170913
[Lr] Data última revisão:
170913
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:140827
[St] Status:MEDLINE


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[PMID]:24862381
[Au] Autor:Kamrath C; Hartmann MF; Boettcher C; Wudy SA
[Ad] Endereço:Division of Pediatric Endocrinology and Diabetology, Steroid Research and Mass Spectrometry Unit, Center of Child and Adolescent Medicine, Justus Liebig University, Giessen, Germany. Electronic address: Clemens.kamrath@uni-giessen.de.
[Ti] Título:Reduced activity of 11ß-hydroxylase accounts for elevated 17α-hydroxyprogesterone in preterms.
[So] Source:J Pediatr;165(2):280-4, 2014 Aug.
[Is] ISSN:1097-6833
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:OBJECTIVE: To characterize the urinary steroid metabolome of neonates and infants born either at term or preterm. STUDY DESIGN: We retrospectively analyzed urinary steroid hormone metabolites determined by gas chromatography-mass spectrometry of 78 neonates and infants born at term and 83 neonates and infants born preterm (median 34 weeks of gestational age). The subjects' 11ß-hydroxylase and 21-hydroxylase activities were assessed on the basis of urinary metabolite substrate-to-product ratios. RESULTS: Preterm neonates and infants had elevated urinary concentrations of 17α-hydroxyprogesterone (17OHP) metabolites (P<.001) but lower urinary concentrations of the 21-deoxycortisol metabolite pregnanetriolone (PTO) (P<.01). One reason was lower 11ß-hydroxylase activity in preterms. We could demonstrate a correlation between low 11ß-hydroxylase activity and high urinary concentrations of 17OHP metabolites (r=0.51, P<.001) but low urinary concentrations of the 21-deoxycortisol metabolite PTO (r=-0.24, P=.03) in preterms. CONCLUSIONS: Low 11ß-hydroxylase activity may explain increased 17OHP but decreased 21-deoxycortisol metabolite excretion in preterms. Our analysis clarifies, first, why preterms have higher 17OHP levels and thus higher rates of false-positive screening results for congenital adrenal hyperplasia than do term infants, and, second, why 21-deoxycortisol or its urinary metabolite PTO is more specific than 17OHP for the diagnosis of 21-hydroxylase deficiency.
[Mh] Termos MeSH primário: 17-alfa-Hidroxiprogesterona/urina
Hiperplasia Suprarrenal Congênita/enzimologia
Hiperplasia Suprarrenal Congênita/urina
Recém-Nascido Prematuro
Esteroide 11-beta-Hidroxilase/sangue
[Mh] Termos MeSH secundário: Cromatografia Gasosa
Cortodoxona/urina
Feminino
Cromatografia Gasosa-Espectrometria de Massas
Seres Humanos
Lactente
Recém-Nascido
Masculino
Espectrometria de Massas
Metaboloma
Pregnanotriol/análogos & derivados
Pregnanotriol/urina
Estudos Retrospectivos
Esteroide 17-alfa-Hidroxilase/sangue
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
27178-64-9 (Pregnanetriol); 603-99-6 (pregnanetriolone); 641-77-0 (21-deoxycortisol); 68-96-2 (17-alpha-Hydroxyprogesterone); EC 1.14.14.19 (Steroid 17-alpha-Hydroxylase); EC 1.14.15.4 (Steroid 11-beta-Hydroxylase); WDT5SLP0HQ (Cortodoxone)
[Em] Mês de entrada:1410
[Cu] Atualização por classe:161125
[Lr] Data última revisão:
161125
[Sb] Subgrupo de revista:AIM; IM
[Da] Data de entrada para processamento:140528
[St] Status:MEDLINE


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[PMID]:24077358
[Au] Autor:Hayashi M; Kataoka Y; Sugimura Y; Kato F; Fukami M; Ogata T; Homma K; Hasegawa T; Oiso Y; Sasano H; Tanaka H
[Ad] Endereço:Department of Endocrinology and Metabolism, Chukyo Hospital.
[Ti] Título:A 68-year-old phenotypically male patient with 21-hydroxylase deficiency and concomitant adrenocortical neoplasm producing testosterone and cortisol.
[So] Source:Tohoku J Exp Med;231(2):75-84, 2013 10.
[Is] ISSN:1349-3329
[Cp] País de publicação:Japan
[La] Idioma:eng
[Ab] Resumo:The steroidogenic enzyme 21-hydroxylase is necessary for the synthesis of both glucocorticoids and mineralocorticoids. 21-hydroxylase is a cytochrome P-450 enzyme and is encoded by the gene CYP21A2. Here we report a 68-year-old phenotypically 'male' but genetically female patient with 21-hydroxylase deficiency (21OHD) and the concomitant virilizing adrenocortical carcinoma. This patient grew up as a male and has not encountered any episodes of adrenal insufficiency without glucocorticoid replacement in his lifetime. A chromosome test at admission, however, identified the 46, XX karyotype, and serum 17-hydroxyprogesterone and urine pregnanetriolone and 11ß-hydroxyandrostendione were all elevated, consistent with 21OHD. Moreover, serum testosterone was 1.90 ng/ml, much higher than the female standard levels, and serum cortisol was 5.7 µg/ml, slightly lower than standard levels. Genetic analysis identified the patient as a heterozygote of the two pathogenic mutations in the CYP21A2 gene: IVS2-13C(A)>G and R356W. Magnetic resonance imaging (MRI) revealed the presence of left adrenal tumor measuring 6 cm, which was subsequently diagnosed as adrenocortical carcinoma based on the criteria of Weiss. Immunohistochemical analysis of the tumor specimens revealed the expression of various enzymes involved in testosterone production, including 3ß-hydroxysteroid dehydrogenase, 17α-hydroxylase/17,20-lyase, and 17ß-hydroxysteroid dehydrogenase. Importantly, the expression of immunoreactive 21-hydroxylase was detected in these tumor cells. The levels of adrenal tumor-derived steroid metabolites were all markedly decreased following the surgery. This is the first report on a virilized 21OHD patient associated with the adrenocortical tumor that produces testosterone. Moreover, the concomitant adrenocortical tumor may ameliorate adrenocortical insufficiency by producing cortisol.
[Mh] Termos MeSH primário: Neoplasias do Córtex Suprarrenal/complicações
Neoplasias do Córtex Suprarrenal/secreção
Hiperplasia Suprarrenal Congênita/complicações
Hidrocortisona/secreção
Testosterona/secreção
[Mh] Termos MeSH secundário: 17-alfa-Hidroxiprogesterona/sangue
Idoso
Androstenodiona/análogos & derivados
Androstenodiona/urina
Sequência de Bases
Feminino
Cromatografia Gasosa-Espectrometria de Massas
Seres Humanos
Hidrocortisona/sangue
Imuno-Histoquímica
Japão
Imagem por Ressonância Magnética
Masculino
Dados de Sequência Molecular
Pregnanotriol/análogos & derivados
Pregnanotriol/urina
Análise de Sequência de DNA
Testosterona/sangue
[Pt] Tipo de publicação:CASE REPORTS; JOURNAL ARTICLE
[Nm] Nome de substância:
27178-64-9 (Pregnanetriol); 3XMK78S47O (Testosterone); 409J2J96VR (Androstenedione); 564-32-9 (11-hydroxyandrostenedione); 603-99-6 (pregnanetriolone); 68-96-2 (17-alpha-Hydroxyprogesterone); WI4X0X7BPJ (Hydrocortisone)
[Em] Mês de entrada:1404
[Cu] Atualização por classe:170807
[Lr] Data última revisão:
170807
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:131001
[St] Status:MEDLINE


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[PMID]:23969190
[Au] Autor:Reisch N; Rottenkolber M; Greifenstein A; Krone N; Schmidt H; Reincke M; Schwarz HP; Beuschlein F
[Ad] Endereço:MD, Klinikum der Universität München, Ziemssenstrasse 1, D-80336 München, Germany. nicole.reisch@med.uni-muenchen.de.
[Ti] Título:Testicular adrenal rest tumors develop independently of long-term disease control: a longitudinal analysis of 50 adult men with congenital adrenal hyperplasia due to classic 21-hydroxylase deficiency.
[So] Source:J Clin Endocrinol Metab;98(11):E1820-6, 2013 Nov.
[Is] ISSN:1945-7197
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:CONTEXT: Testicular adrenal rest tumors (TARTs) and hypogonadotropic hypogonadism are the two most common causes for male infertility in classic 21-hydroxylase deficiency. Current hypotheses suggest the quality of disease control to be one of the main pathogenic factors for TART development. OBJECTIVE: The aim was to study long-term predictors for TART development in a retrospective longitudinal study. DESIGN: Fifty men with classic 21-hydroxylase deficiency (31 salt wasting, 19 simple virilizing) were investigated. Testicular ultrasound at a median age at investigation of 27 years detected TARTs in 28 of 50 subjects (19 salt wasting, 9 simple virilizing). TART presence was correlated with long-term parameters of disease control during childhood and adolescence obtained from patients' charts: 24-hour urine pregnanetriol, serum 17-hydroxyprogesterone, onset and stage of pubic hair development, testicular growth, and bone age in relation to chronological age. RESULTS: There was no difference in pregnanetriol excretion over lifetime between patients with and without TARTs. Similarly, neither development of pubic hair and testicular volume (Tanner) nor bone age in relation to chronological age differed between the two groups. Furthermore, the two groups had the same body mass index and the same impairment of final height in relation to midparental target height. CONCLUSION: Our longitudinal analysis demonstrates no association between TART presence and parameters of disease control. These data, therefore, argue for other mechanisms more relevant for TART induction including those occurring during fetal development.
[Mh] Termos MeSH primário: Hiperplasia Suprarrenal Congênita/complicações
Hiperplasia Suprarrenal Congênita/tratamento farmacológico
Tumor de Resto Suprarrenal/etiologia
Glucocorticoides/uso terapêutico
Infertilidade Masculina/etiologia
Neoplasias Testiculares/etiologia
[Mh] Termos MeSH secundário: 17-alfa-Hidroxiprogesterona/sangue
Hiperplasia Suprarrenal Congênita/sangue
Tumor de Resto Suprarrenal/sangue
Tumor de Resto Suprarrenal/diagnóstico por imagem
Adulto
Criança
Pré-Escolar
Estudos Transversais
Seguimentos
Seres Humanos
Lactente
Estudos Longitudinais
Masculino
Pregnanotriol/sangue
Estudos Retrospectivos
Neoplasias Testiculares/sangue
Neoplasias Testiculares/diagnóstico por imagem
Ultrassonografia
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Glucocorticoids); 27178-64-9 (Pregnanetriol); 68-96-2 (17-alpha-Hydroxyprogesterone)
[Em] Mês de entrada:1401
[Cu] Atualização por classe:161125
[Lr] Data última revisão:
161125
[Sb] Subgrupo de revista:AIM; IM
[Da] Data de entrada para processamento:130824
[St] Status:MEDLINE
[do] DOI:10.1210/jc.2012-3181


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[PMID]:23449202
[Au] Autor:Higashi T; Kawasaki K; Matsumoto N; Ogawa S; Mitamura K; Ikegawa S
[Ad] Endereço:Faculty of Pharmaceutical Sciences, Tokyo University of Science, Noda, Chiba, Japan. higashi@rs.tus.ac.jp
[Ti] Título:LC/MS/MS of steroids having vicinal diol as electrospray-active boronates.
[So] Source:Chem Pharm Bull (Tokyo);61(3):326-32, 2013.
[Is] ISSN:1347-5223
[Cp] País de publicação:Japan
[La] Idioma:eng
[Ab] Resumo:A derivatization procedure with (3-dimethylaminophenyl)dihydroxyborane (DAPB) was introduced to enhance the detectability of steroids having a vicinal diol in LC/electrospray ionization (ESI)-MS/MS. DAPB reacted with the vicinal diol on the steroids [4ß-hydroxycholesterol (4-HCh), pregnanetriol (PT) and 20R,22R-dihydroxycholesterol] in pyridine at 50°C within 1 h. The resulting DAPB-derivatives were highly responsive in ESI-MS operating in the positive-ion mode and gave characteristic product ions during MS/MS, which enabled sensitive detection using a selected reaction monitoring mode; the detection responses of the DAPB-derivatives were increased by 20-160-fold over those of the intact steroids and the limits of detection were in the low femtomole or attomole range. The derivatization procedure was successfully applied to biological sample analysis; the derivatization followed by LC/ESI-MS/MS enabled the specific detection of trace amounts of 4-HCh in human plasma and PT in human urine with a small sample volume, simple pretreatment and short chromatographic run time.
[Mh] Termos MeSH primário: Ácidos Borônicos/química
Hidroxicolesteróis/química
Esteroides/química
[Mh] Termos MeSH secundário: Antracenos/química
Cromatografia Líquida/métodos
Seres Humanos
Hidroxicolesteróis/sangue
Hidroxicolesteróis/urina
Pregnanotriol/química
Piridinas/química
Espectrometria de Massas por Ionização por Electrospray/métodos
Espectrometria de Massas em Tandem/métodos
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Anthracenes); 0 (Boronic Acids); 0 (Hydroxycholesterols); 0 (Pyridines); 0 (Steroids); 17320-10-4 (cholest-5-ene-3,4-diol); 27178-64-9 (Pregnanetriol); 641-12-3 (dihydroxydianthrone); NH9L3PP67S (pyridine)
[Em] Mês de entrada:1312
[Cu] Atualização por classe:130301
[Lr] Data última revisão:
130301
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:130302
[St] Status:MEDLINE


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[PMID]:23418815
[Au] Autor:Fu YD; Li ZL; Pu SB; Qian SH
[Ad] Endereço:State Key Laboratory of Natural Medicines, Research Department of Pharmacognosy, China Pharmaceutical University, Nanjing 211198, China.
[Ti] Título:Two new compounds from Scolopendra multidens Newport.
[So] Source:J Asian Nat Prod Res;15(4):363-7, 2013.
[Is] ISSN:1477-2213
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Two new compounds, 5ß-pregnane-2α,6α,20(S)-triol (1) and 8-hydroxyl-3-methoxyl-2(1H)-quinolone (2), were isolated from Scolopendra multidens Newport. Their structures were elucidated on the basis of spectroscopic methods including 1D and 2D NMR and HR-TOF-MS.
[Mh] Termos MeSH primário: Artrópodes/química
Pregnanotriol/análogos & derivados
Quinolonas/isolamento & purificação
[Mh] Termos MeSH secundário: Animais
China
Estrutura Molecular
Ressonância Magnética Nuclear Biomolecular
Pregnanotriol/química
Pregnanotriol/isolamento & purificação
Quinolonas/química
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (5beta-pregnane-2alpha,6alpha,20(S)-triol); 0 (8-hydroxyl-3-methoxyl-2(1H)-quinolone); 0 (Quinolones); 27178-64-9 (Pregnanetriol)
[Em] Mês de entrada:1307
[Cu] Atualização por classe:130503
[Lr] Data última revisão:
130503
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:130220
[St] Status:MEDLINE
[do] DOI:10.1080/10286020.2013.768235


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[PMID]:23339119
[Au] Autor:Martínez-Brito D; Correa Vidal MT; de la Torre X; García-Mir V; Ledea Lozano O; Granda Fraga M
[Ad] Endereço:Antidoping Laboratory, Sport Medicine Institute, Havana, Cuba. dayamin.cu1@gmail.com
[Ti] Título:Reference ranges for the urinary steroid profile in a Latin-American population.
[So] Source:Drug Test Anal;5(8):619-26, 2013 Aug.
[Is] ISSN:1942-7611
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:The urinary steroid profile has been used in clinical endocrinology for the early detection of enzyme deficiencies. In the field of doping, its evaluation in urine samples is used to diagnose the abuse of substances prohibited in sport. This profile is influenced by sex, age, exercise, diet, and ethnicity, among others; laboratories own reference ranges might compensate for ethnic differences among population and inter-laboratory biases. This paper shows the reference ranges obtained in the Antidoping Laboratory of Havana for the following steroid profile parameters: ten androgens (testosterone, epitestosterone, androsterone, etiocholanolone, 5α-androstan-3α,17ß-diol, 5ß-androstan-3α,17ß-diol, dehydroepiandrosterone, epiandrosterone, 11ß-hydroxyandrosterone and 11ß-hydroxyetiocholanolone), three estrogens (estradiol, estriol and estrone), two pregnanes (pregnanediol and pregnanetriol) and two corticosteroids (cortisol and tetrahydrocortisol). The urine samples (male: n = 2454 and female: n = 1181) and data obtained are representative of population from Latin-American countries like Cuba, Venezuela, Mexico, Dominican Republic, Guatemala and Chile. Urine samples were prepared by solid-phase extraction followed by enzymatic hydrolysis and liquid-liquid extraction with an organic solvent in basic conditions. Trimethylsilyl derivatives were analyzed by gas chromatography coupled to mass spectrometry. Reference ranges were established for each sex, allowing the determination of abnormal profiles as a first diagnostic tool for the detection of the abuse of androgenic anabolic steroids. The comparison with the Caucasian population confirms that the urinary steroid profile is influenced by ethnicity.
[Mh] Termos MeSH primário: Cromatografia Gasosa-Espectrometria de Massas/métodos
Esteroides/urina
Detecção do Abuso de Substâncias/métodos
[Mh] Termos MeSH secundário: Corticosteroides/urina
Androgênios/urina
Doping nos Esportes
Estrogênios/urina
Feminino
Cromatografia Gasosa-Espectrometria de Massas/normas
Hispano-Americanos
Seres Humanos
América Latina
Masculino
Pregnanodiol/urina
Pregnanotriol/urina
Valores de Referência
Sensibilidade e Especificidade
Detecção do Abuso de Substâncias/normas
[Pt] Tipo de publicação:JOURNAL ARTICLE; VALIDATION STUDIES
[Nm] Nome de substância:
0 (Adrenal Cortex Hormones); 0 (Androgens); 0 (Estrogens); 0 (Steroids); 27178-64-9 (Pregnanetriol); JR3JD1Y22C (Pregnanediol)
[Em] Mês de entrada:1403
[Cu] Atualização por classe:160511
[Lr] Data última revisão:
160511
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:130123
[St] Status:MEDLINE
[do] DOI:10.1002/dta.1448



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