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[PMID]:28822685
[Au] Autor:Athithan V; Srikumar K
[Ad] Endereço:Dept. of Biochemistry and Molecular Biology, School of Life Sciences, Pondicherry University, Pondicherry 605014, India.
[Ti] Título:28-Homocastasterone down regulates blood glucose, cholesterol, triglycerides, SREBP1c and activates LxR expression in normal & diabetic male rat.
[So] Source:Chem Biol Interact;277:8-20, 2017 Nov 01.
[Is] ISSN:1872-7786
[Cp] País de publicação:Ireland
[La] Idioma:eng
[Ab] Resumo:Plant steroids are being recognized as influential secondary bio factors, assimilating in animal tissues through diet and affecting their cellular metabolic function to varying degree. They modulate catalytic and signaling functions in mammalian cells, affecting cellular homeostasis. The effect of phyto brassinosteroid ketoisoform 28-homocastasterone (28-HC), was assessed for its influence on blood glucose, plasma lipid and selective signal marker levels in normal and diabetic male wistar rat models. A 15 day oral feed regimen employing the experimental rat, noted that circulating blood glucose, cholesterol and triglyceride level in diabetic rat were markedly reduced by this compound. This study confirmed that the keto form had anti-hyperglycemic and anti-lipidemic potency associated with it and was available to man and animals in their diet. Western blots of marker protein, PCR amplicons of marker mRNA expressions and In Silico studies suggested that 28-HCeffect is being mediated through LxR molecular operatives in the rat cell.
[Mh] Termos MeSH primário: Glicemia/análise
Colestanonas/uso terapêutico
Colesterol/sangue
Diabetes Mellitus Experimental/tratamento farmacológico
Hipoglicemiantes/uso terapêutico
Receptores X do Fígado/análise
Proteína de Ligação a Elemento Regulador de Esterol 1/sangue
Triglicerídeos/sangue
[Mh] Termos MeSH secundário: Sequência de Aminoácidos
Animais
Diabetes Mellitus Experimental/sangue
Diabetes Mellitus Experimental/genética
Diabetes Mellitus Experimental/patologia
Fígado/efeitos dos fármacos
Fígado/metabolismo
Fígado/patologia
Receptores X do Fígado/genética
Masculino
Simulação de Acoplamento Molecular
Ratos
Ratos Wistar
Regulação para Cima/efeitos dos fármacos
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Blood Glucose); 0 (Cholestanones); 0 (Hypoglycemic Agents); 0 (Liver X Receptors); 0 (Sterol Regulatory Element Binding Protein 1); 0 (Triglycerides); 83509-42-6 (homocastasterone); 97C5T2UQ7J (Cholesterol)
[Em] Mês de entrada:1711
[Cu] Atualização por classe:171108
[Lr] Data última revisão:
171108
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170821
[St] Status:MEDLINE


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[PMID]:27585573
[Au] Autor:Mukherjee V; Vijayalaksmi D; Gulipalli J; Premalatha R; Sufi SA; Velan A; Srikumar K
[Ad] Endereço:Department of Biochemistry & Molecular Biology, School of Life Sciences, Pondicherry University, Puducherry, 605014, India.
[Ti] Título:A plant oxysterol, 28-homobrassinolide binds HMGCoA reductase catalytic cleft: stereoselective avidity affects enzyme function.
[So] Source:Mol Biol Rep;43(10):1049-58, 2016 Oct.
[Is] ISSN:1573-4978
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:Understanding the influence of ubiquitously present plant steroids on mammalian cell biology is currently of interest. Feedback inhibition of HMGCoA reductase (HMGCR) catalytic activity in the transformation of HMG-CoA to mevalonate is a significant regulatory step in sterol biosynthetic pathway. To assess the role of dietary steroids in this biochemical transformation, the phytosteroid isoform 28-homobrassinolide (28-HB), 90 % pure, obtained from Godrej Agrovet (India) was used to determine its effect on mammalian HMG-CoA reductase. Photometric assay of pure human and select rat tissue HMGCR post 28-HB oral feed, PCR-HMGCR gene expression, and in silico docking of 28-HB and HMGCoA on HMGCR protein template were carried out. Using an oral feed regimen of pure 28-HB, we noted a decrease of 16 % in liver, 17.1 % in kidney and 9.3 % in testicular HMGCR enzyme activity, 25 % in HMGCR gene expression and 44 % in the activity of pure human HMGCR due to this plant oxysterol. In silico docking studies yielded binding metrics for 28-HB-HMGCR lower than for HMGCoA-HMGCR, indicating stronger binding of HMGCR by this ligand. 28-HB exerts differential effects on rat tissue HMGCR, down regulates liver HMGCR gene expression and significantly inhibits HMGCR activity.
[Mh] Termos MeSH primário: Colestanonas/administração & dosagem
Regulação para Baixo
Hidroximetilglutaril-CoA Redutases/metabolismo
Rim/enzimologia
Fígado/enzimologia
Testículo/enzimologia
[Mh] Termos MeSH secundário: Acil Coenzima A/metabolismo
Animais
Colestanonas/farmacologia
Seres Humanos
Hidroximetilglutaril-CoA Redutases/química
Hidroximetilglutaril-CoA Redutases/genética
Masculino
Ácido Mevalônico/metabolismo
Simulação de Acoplamento Molecular
Ratos
Estereoisomerismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Acyl Coenzyme A); 0 (Cholestanones); 1553-55-5 (3-hydroxy-3-methylglutaryl-coenzyme A); 74174-44-0 (homobrassinolide); EC 1.1.1.- (HMGCR protein, human); EC 1.1.1.- (Hydroxymethylglutaryl CoA Reductases); S5UOB36OCZ (Mevalonic Acid)
[Em] Mês de entrada:1703
[Cu] Atualização por classe:171030
[Lr] Data última revisão:
171030
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:160903
[St] Status:MEDLINE
[do] DOI:10.1007/s11033-016-4052-5


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[PMID]:27567032
[Au] Autor:Phutdhawong WS; Ruensamran W; Phutdhawong W
[Ad] Endereço:Department of Chemistry, Faculty of Science, Silpakorn University, Nakorn Pathom 73000, Thailand.
[Ti] Título:Synthesis and preliminary evaluation of dimeric-28-homobrassinosteroids for plant growth regulators.
[So] Source:Steroids;116:38-44, 2016 Dec.
[Is] ISSN:1878-5867
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Preparation of synthetic analogues of 28-homobrassinosteroids is reported. Also, the addition of the 28-homocastasterone at the C6 carbonyl group via allyl Gringard reagent followed by olefin cross metathesis resulted in dimeric analogues. Rice lamina inclination assay showed that the replacement of the C6 carbonyl group by 6α-allyl and 6ß hydroxyl groups led to a decrease in bioactivity, whereas the dimeric analogues showed a reduced but significant bioactivity when compared to the 28-homocastasterone.
[Mh] Termos MeSH primário: Reguladores de Crescimento de Planta/síntese química
Reguladores de Crescimento de Planta/farmacologia
[Mh] Termos MeSH secundário: Brassinosteroides/síntese química
Brassinosteroides/química
Brassinosteroides/farmacologia
Colestanonas/química
Dimerização
Oryza/efeitos dos fármacos
Oryza/crescimento & desenvolvimento
Reguladores de Crescimento de Planta/química
Relação Estrutura-Atividade
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Brassinosteroids); 0 (Cholestanones); 0 (Plant Growth Regulators); 83509-42-6 (homocastasterone)
[Em] Mês de entrada:1706
[Cu] Atualização por classe:170626
[Lr] Data última revisão:
170626
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:161105
[St] Status:MEDLINE


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[PMID]:27017303
[Au] Autor:Tsukagoshi Y; Ohyama K; Seki H; Akashi T; Muranaka T; Suzuki H; Fujimoto Y
[Ad] Endereço:Department of Chemistry and Materials Science, Tokyo Institute of Technology, O-okayama, Meguro, Tokyo 152-8551, Japan.
[Ti] Título:Functional characterization of CYP71D443, a cytochrome P450 catalyzing C-22 hydroxylation in the 20-hydroxyecdysone biosynthesis of Ajuga hairy roots.
[So] Source:Phytochemistry;127:23-8, 2016 Jul.
[Is] ISSN:1873-3700
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:20-Hydroxyecdysone (20HE), a molting hormone of insects, is also distributed among a variety of plant families. 20HE is thought to play a role in protecting plants from insect herbivores. In insects, biosynthesis of 20HE from cholesterol proceeds via 7-dehydrocholesterol and 3ß,14α-dihydroxy-5ß-cholest-7-en-6-one (5ß-ketodiol), the latter being converted to 20HE through sequential hydroxylation catalyzed by four P450 enzymes, which have been cloned and identified. In contrast, little is known about plant 20HE biosynthesis, and no biosynthetic 20HE gene has been reported thus far. We recently proposed involvement of 3ß-hydroxy-5ß-cholestan-6-one (5ß-ketone) in 20HE biosynthesis in the hairy roots of Ajuga reptans var. atropurpurea (Lamiaceae). In this study, an Ajuga EST library was generated from the hairy roots and P450 genes were deduced from the library. Five genes with a high expression level (CYP71D443, CYP76AH19, CYP76AH20, CYP76AH21 and CYP716D27) were screened for a possible involvement in 20HE biosynthesis. As a result, CYP71D443 was shown to have C-22 hydroxylation activity for the 5ß-ketone substrate using a yeast expression system. The hydroxylated product, 22-hydroxy-5ß-ketone, had a 22R configuration in agreement with that of 20HE. Furthermore, labeling experiments indicated that (22R)-22-hydroxy-5ß-ketone was converted to 20HE in Ajuga hairy roots. Based on the present results, a possible 20HE biosynthetic pathway in Ajuga plants involved CYP71D443 is proposed.
[Mh] Termos MeSH primário: Ajuga/química
Sistema Enzimático do Citocromo P-450/metabolismo
Ecdisterona/biossíntese
Ecdisterona/metabolismo
Lamiaceae/química
[Mh] Termos MeSH secundário: Ajuga/genética
Colestanonas/metabolismo
Colesterol/química
Citocromo P-450 CYP1A1/metabolismo
Sistema Enzimático do Citocromo P-450/genética
Desidrocolesteróis/metabolismo
Ecdisteroides/química
Lamiaceae/metabolismo
Estrutura Molecular
Raízes de Plantas/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (3beta-hydroxy-5beta-cholestan-6-one); 0 (Cholestanones); 0 (Dehydrocholesterols); 0 (Ecdysteroids); 5289-74-7 (Ecdysterone); 9035-51-2 (Cytochrome P-450 Enzyme System); 97C5T2UQ7J (Cholesterol); BK1IU07GKF (7-dehydrocholesterol); EC 1.14.14.1 (CYP1A1 protein, human); EC 1.14.14.1 (Cytochrome P-450 CYP1A1)
[Em] Mês de entrada:1702
[Cu] Atualização por classe:170213
[Lr] Data última revisão:
170213
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:160328
[St] Status:MEDLINE


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[PMID]:25966887
[Au] Autor:Khan TA; Fariduddin Q; Yusuf M
[Ad] Endereço:Plant Physiology and Biochemistry Section, Department of Botany, Aligarh Muslim University, Aligarh, 202002, India.
[Ti] Título:Lycopersicon esculentum under low temperature stress: an approach toward enhanced antioxidants and yield.
[So] Source:Environ Sci Pollut Res Int;22(18):14178-88, 2015 Sep.
[Is] ISSN:1614-7499
[Cp] País de publicação:Germany
[La] Idioma:eng
[Ab] Resumo:Brassinosteroids (BRs) have been implicated to overcome various abiotic stresses, and low temperature stress poses a serious threat to productivity of various horticultural crops like tomato. Therefore, a study was conducted to unravel the possible role of BRs in conferring alleviation to low temperature stress in Lycopersicon esculentum. Twenty-day-old seedlings of tomato var. S-22 (chilling tolerant) and PKM-1 (chilling sensitive) were sown in earthen pots, and at 40 days stage of growth, plants were exposed to varied levels of low temperatures (10/3, 12/7, 20/14, or 25/18 °C) for 24 h in a growth chamber. At 50 days stage of growth, the foliage of plants were sprayed with 0 or 10(-8) M of BRs (28-homobrassinolide or 24-epibrassinolide), and 60-day-old plants were harvested to assess various physiological and biochemical parameters. Low temperatures induced a significant reduction in growth traits, chlorophyll content, and rate of photosynthesis in both the varieties differentially. Activities of antioxidant enzymes (catalase, peroxidase, and superoxide dismutase) and leaf proline content also increased substantially in both the varieties with decreasing temperature. On the other hand, treatment of BRs under stress and stress-free conditions significantly increased the aforesaid growth traits and biochemical parameters. Moreover, BRs further accelerated the antioxidative enzymes and proline content, which were already enhanced by the low temperature stress. Out of the two analogues of BRs tested, 24-epibrassinolide (EBL) was found more effective for both the varieties of tomato. EBL was found more potent stress alleviator against low temperature in both varieties of tomato.
[Mh] Termos MeSH primário: Antioxidantes/metabolismo
Resposta ao Choque Frio
Lycopersicon esculentum/metabolismo
[Mh] Termos MeSH secundário: Brassinosteroides/farmacologia
Clorofila/metabolismo
Colestanonas/farmacologia
Resposta ao Choque Frio/efeitos dos fármacos
Lycopersicon esculentum/efeitos dos fármacos
Lycopersicon esculentum/enzimologia
Lycopersicon esculentum/fisiologia
Fotossíntese/efeitos dos fármacos
Folhas de Planta/efeitos dos fármacos
Folhas de Planta/metabolismo
Plântulas/efeitos dos fármacos
Plântulas/metabolismo
Esteroides Heterocíclicos/farmacologia
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Antioxidants); 0 (Brassinosteroids); 0 (Cholestanones); 0 (Steroids, Heterocyclic); 1406-65-1 (Chlorophyll); 74174-44-0 (homobrassinolide); Y9IQ1L53OX (brassinolide)
[Em] Mês de entrada:1604
[Cu] Atualização por classe:171103
[Lr] Data última revisão:
171103
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:150514
[St] Status:MEDLINE
[do] DOI:10.1007/s11356-015-4658-5


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[PMID]:25593010
[Au] Autor:Fujimoto Y; Maeda I; Ohyama K; Hikiba J; Kataoka H
[Ad] Endereço:Department of Chemistry and Materials Science, Tokyo Institute of Technology, Meguro, Tokyo 152-8551, Japan. Electronic address: fujimoto.y.aa@m.titech.ac.jp.
[Ti] Título:Biosynthesis of 20-hydroxyecdysone in plants: 3ß-hydroxy-5ß-cholestan-6-one as an intermediate immediately after cholesterol in Ajuga hairy roots.
[So] Source:Phytochemistry;111:59-64, 2015 Mar.
[Is] ISSN:1873-3700
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:3ß-Hydroxy-5ß-cholestan-6-one was identified in the EtOAc extract of Ajuga hairy roots by micro-analysis using LC-MS/MS in the multiple reaction mode (MRM). Furthermore, administration of (2,2,4,4,7,7-(2)H6)- and (2,2,4,4,6,7,7-(2)H7)-cholesterols to the hairy roots followed by LC-MS/MS analysis of the EtOAc extract of the hairy roots indicated that cholesterol was converted to the 5ß-ketone with hydrogen migration from the C-6 to the C-5 position. These findings, in conjunction with the previous observation that the ketone was efficiently converted to 20-hydroxyecdysone, strongly suggest that the 5ß-ketone is an intermediate immediately formed after cholesterol during 20-hydroxyecdysone biosynthesis in Ajuga sp. In addition, the mechanism of the 5ß-ketone formation from cholesterol is discussed.
[Mh] Termos MeSH primário: Ajuga/química
Colestanonas/isolamento & purificação
Colesterol
Ecdisterona/biossíntese
[Mh] Termos MeSH secundário: Colestanonas/química
Colestanonas/metabolismo
Colesterol/administração & dosagem
Colesterol/análogos & derivados
Colesterol/química
Colesterol/metabolismo
Cromatografia Líquida de Alta Pressão
Cromatografia Líquida
Cetonas/metabolismo
Estrutura Molecular
Ressonância Magnética Nuclear Biomolecular
Raízes de Plantas/química
Raízes de Plantas/metabolismo
Espectrometria de Massas em Tandem
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (3beta-hydroxy-5beta-cholestan-6-one); 0 (Cholestanones); 0 (Ketones); 5289-74-7 (Ecdysterone); 97C5T2UQ7J (Cholesterol)
[Em] Mês de entrada:1505
[Cu] Atualização por classe:150217
[Lr] Data última revisão:
150217
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:150117
[St] Status:MEDLINE


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[PMID]:25433632
[Au] Autor:Joo SH; Jang MS; Kim MK; Lee JE; Kim SK
[Ad] Endereço:Department of Life Science, Chung-Ang University, Seoul 156-756, Republic of Korea.
[Ti] Título:Biosynthetic relationship between C28-brassinosteroids and C29-brassinosteroids in rice (Oryza sativa) seedlings.
[So] Source:Phytochemistry;111:84-90, 2015 Mar.
[Is] ISSN:1873-3700
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:A crude enzyme solution was prepared from young rice seedlings, and the metabolism of C29-brassinosteroids identified from the seedlings was examined. When 28-homoteasterone was added as a substrate, 28-homotyphasterol, teasterone, and 26-nor-28-homoteasterone were characterized as enzyme products by GC-MS/SIM analysis. With 28-homotyphasterol, 28-homoteasterone, typhasterol, 28-homocastasterone, and 26-nor-28-homotyphasterol were formed and identified as products. When 28-homocastasterone was used, castasterone and 26-nor-28-homocastasterone were identified as products. Together with the reduced biological activity of C29-brassinosteroids and their metabolites in the rice lamina inclination assay, these metabolic studies suggest a biosynthetic sequence, 28-homoteasterone↔28-homotyphasterol→28-homocastasterone for C29-brassinosteroid biosynthesis is connected to the biosynthetic sequence teasterone↔typhasterol→castasterone for C28-brassinosteroids by C-28 demethylation, i.e., in order to increase biological activity in the rice plant. Additionally, the C29-brassinosteroids seem to bio-degrade their C-26 demethylated C28-brassinosteroid analogs to reduce brassinosteroid activity in planta. In conclusion, the biosynthesis of C29-brassinosteroids is a likely alternative route to the biologically-active brassinosteroid, castasterone, in rice.
[Mh] Termos MeSH primário: Brassinosteroides
Oryza/química
Plântulas/química
[Mh] Termos MeSH secundário: Brassinosteroides/análise
Brassinosteroides/química
Brassinosteroides/isolamento & purificação
Brassinosteroides/metabolismo
Colestanóis/química
Colestanóis/metabolismo
Colestanonas/química
Colestanonas/metabolismo
Estrutura Molecular
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Brassinosteroids); 0 (Cholestanols); 0 (Cholestanones); 80736-41-0 (castasterone); 83509-42-6 (homocastasterone)
[Em] Mês de entrada:1505
[Cu] Atualização por classe:151119
[Lr] Data última revisão:
151119
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:141201
[St] Status:MEDLINE


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[PMID]:25147828
[Au] Autor:Petrera E; Níttolo AG; Alché LE
[Ad] Endereço:Laboratorio de Virología, Departamento de Química Biológica, IQUIBICEN, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, 4to. Piso, Intendente Güiraldes 2160, Ciudad Universitaria, C1428EGA Buenos Aires, Argentina.
[Ti] Título:Antiviral action of synthetic stigmasterol derivatives on herpes simplex virus replication in nervous cells in vitro.
[So] Source:Biomed Res Int;2014:947560, 2014.
[Is] ISSN:2314-6141
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Polyfunctionalized stigmasterol derivatives, (22S,23S)-22,23-dihydroxystigmast-4-en-3-one (compound 1) and (22S,23S)-3ß-bromo-5α,22,23-trihydroxystigmastan-6-one (compound 2), inhibit herpes simplex virus type 1 (HSV-1) replication and spreading in human epithelial cells derived from ocular tissues. Both compounds reduce the incidence and severity of lesions in a murine model of herpetic stromal keratitis when administered in different treatment modalities. Since encephalitis caused by HSV-1 is another immunopathology of viral origin, we evaluate here the antiviral effect of both compounds on HSV-1 infected nervous cell lines as well as their anti-inflammatory action. We found that both stigmasterol derivatives presented low cytotoxicity in the three nervous cell lines assayed. Regarding the antiviral activity, in all cases both compounds prevented HSV-1 multiplication when added after infection, as well as virus propagation. Additionally, both compounds were able to hinder interleukin-6 and Interferon-gamma secretion induced by HSV-1 infection in Neuro-2a cells. We conclude that compounds 1 and 2 have exerted a dual antiviral and anti-inflammatory effect in HSV-1 infected nervous cell lines, which makes them interesting molecules to be further studied.
[Mh] Termos MeSH primário: Antivirais/farmacologia
Colestanonas/farmacologia
Herpesvirus Humano 1/efeitos dos fármacos
Estigmasterol/análogos & derivados
Estigmasterol/farmacologia
Replicação Viral/efeitos dos fármacos
[Mh] Termos MeSH secundário: Animais
Anti-Inflamatórios/farmacologia
Linhagem Celular
Cercopithecus aethiops
Células Epiteliais/efeitos dos fármacos
Células Epiteliais/metabolismo
Herpesvirus Humano 1/metabolismo
Seres Humanos
Inflamação/tratamento farmacológico
Inflamação/metabolismo
Interferon gama/metabolismo
Interleucina-6/metabolismo
Camundongos
Células Vero/efeitos dos fármacos
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (22,23-dihydroxystigmast-4-en-3-one); 0 (3-bromo-5,22,23-trihydroxystigmastan-6-one); 0 (Anti-Inflammatory Agents); 0 (Antiviral Agents); 0 (Cholestanones); 0 (Interleukin-6); 82115-62-6 (Interferon-gamma); 99WUK5D0Y8 (Stigmasterol)
[Em] Mês de entrada:1509
[Cu] Atualização por classe:140822
[Lr] Data última revisão:
140822
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:140823
[St] Status:MEDLINE
[do] DOI:10.1155/2014/947560


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[PMID]:25091941
[Au] Autor:Premalatha R; Srikumar K; Vijayalaksmi D; Kumar GN; Mathur PP
[Ad] Endereço:Department of Biochemistry & Molecular Biology, Pondicherry University, Pondicherry, 605014, India, prema.srikumar@gmail.com.
[Ti] Título:28-Homobrassinolide: a novel oxysterol transactivating LXR gene expression.
[So] Source:Mol Biol Rep;41(11):7447-61, 2014 Nov.
[Is] ISSN:1573-4978
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:Cholesterol is the template for steroid hormone biosynthesis. Cholesterol homeostasis is regulated by Cyt-P450 oxygenated cholesterols acting as ligands on LXR-α and LXR-ß transcription factors that are now emerging as drug targets. Heterodimerization of LXRs with retinoic acid receptor is considered a prerequisite for target gene activation. Dietary plant oxysterol 28-homobrassinolide (28-HB) is a proven antihyperglycemic and a pro-steroidogenic agent in the rat. Whether 28-HB has a role in LXR gene expression was therefore investigated using oral gavage (15 days) of 28-HB (333 µg/kg b w) to normal and diabetic rat. PCR amplified LXR-α and ß mRNA transcripts from treated rat liver and testis exhibited quantitative differences in their expression. Conformational differences in 28-HB docking to LXR-α and ß binding domains were also noted through in silico studies, LXR-ß adopting lesser specificity. We report that 28-HB transactivates LXR genes in the rat tissues.
[Mh] Termos MeSH primário: Colestanonas/farmacologia
Receptores Nucleares Órfãos/metabolismo
Reguladores de Crescimento de Planta/farmacologia
Ativação Transcricional/efeitos dos fármacos
[Mh] Termos MeSH secundário: Análise de Variância
Animais
Colestanonas/química
Primers do DNA/genética
DNA Complementar/biossíntese
Ensaio de Imunoadsorção Enzimática
Receptores X do Fígado
Masculino
Reguladores de Crescimento de Planta/química
Ligação Proteica
Conformação Proteica
Ratos
Ratos Wistar
Reação em Cadeia da Polimerase Via Transcriptase Reversa
Testículo/metabolismo
Testosterona/metabolismo
Ativação Transcricional/fisiologia
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Cholestanones); 0 (DNA Primers); 0 (DNA, Complementary); 0 (Liver X Receptors); 0 (Nr1h3 protein, rat); 0 (Orphan Nuclear Receptors); 0 (Plant Growth Regulators); 3XMK78S47O (Testosterone); 74174-44-0 (homobrassinolide)
[Em] Mês de entrada:1506
[Cu] Atualização por classe:171030
[Lr] Data última revisão:
171030
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:140806
[St] Status:MEDLINE
[do] DOI:10.1007/s11033-014-3632-5


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[PMID]:24911542
[Au] Autor:He WF; Yao LG; Liu HL; Guo YW
[Ad] Endereço:a School of Pharmacy, Wenzhou Medical University , Wenzhou 325035 , China.
[Ti] Título:Thunberol, a new sterol from the Chinese brown alga Sargassum thunbergii.
[So] Source:J Asian Nat Prod Res;16(6):685-9, 2014.
[Is] ISSN:1477-2213
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:A new sterol, named thunberol (1), along with four known analogs, 24-ethylcholesta-4,24(28)-dien-3-one (2), stigmasta-5,28-dien-3ß-ol (3), cholesta-5,14-dien-3ß-ol (4), and cholesta-5,23-dien-3ß,25-diol (5), were isolated from the brown alga Sargassum thunbergii collected from East China Sea. The structures of these metabolites were elucidated on the basis of detailed spectroscopic analysis and by comparison with the literature data. Thunberol (1) exhibited significant inhibitory activity against protein tyrosine phosphatase 1B, a potential drug target for the treatment of Type-II diabetes and obesity, with an IC50 value of 2.24 µg/ml.
[Mh] Termos MeSH primário: Colestanonas/isolamento & purificação
Sargassum/química
Esteróis/isolamento & purificação
[Mh] Termos MeSH secundário: China
Colestanonas/farmacologia
Diabetes Mellitus/tratamento farmacológico
Seres Humanos
Concentração Inibidora 50
Estrutura Molecular
Oceanos e Mares
Proteína Tirosina Fosfatase não Receptora Tipo 1/antagonistas & inibidores
Estereoisomerismo
Esteróis/química
Esteróis/farmacologia
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Cholestanones); 0 (Sterols); 0 (thunberol); EC 3.1.3.48 (Protein Tyrosine Phosphatase, Non-Receptor Type 1)
[Em] Mês de entrada:1409
[Cu] Atualização por classe:140731
[Lr] Data última revisão:
140731
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:140610
[St] Status:MEDLINE
[do] DOI:10.1080/10286020.2014.924511



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