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[PMID]:29223397
[Au] Autor:Cao B; Ni HY; Li J; Zhou Y; Bian XL; Tao Y; Cai CY; Qin C; Wu HY; Chang L; Luo CX; Zhu DY
[Ad] Endereço:Department of Pharmacology, School of Pharmacy, Nanjing Medical University, Nanjing 211166, China.
[Ti] Título:(+)-Borneol suppresses conditioned fear recall and anxiety-like behaviors in mice.
[So] Source:Biochem Biophys Res Commun;495(2):1588-1593, 2018 01 08.
[Is] ISSN:1090-2104
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Fear- and anxiety-related psychiatric disorders have been one of the major chronic diseases afflicting patients for decades, and new compounds for treating such disorders remain to be developed. (+)-Borneol, a bicyclic monoterpene found in several species of Artemisia and Dipterocarpaceae, is widely used for anxiety, pain and anesthesia in Chinese medicine. Meanwhile, it can potentiate GABA (γ-aminobutyric acid) activity directly in recombinant GABAA receptors. The present study was to investigate the effects of (+)-Borneol on both contextual and cued fear recall. Interestingly, microinjection of (+)-Borneol into the dorsal hippocampus inhibited 24 h and 7 d contextual fear, whereas its infusion into ventral hippocampus only reduced 24 h cued fear responses. Moreover, microinjection of (+)-Borneol into dorsal but not ventral hippocampus suppressed anxiety-like behaviors in the open field test, light/dark exploration and the elevated plus maze test. As selective GABA receptor antagonist bicuculline reversed the effect of (+)-Borneol on contextual fear paradigm and the drug potentiated GABA-evoked currents in acute hippocampus slices, modulation of the GABAergic neurotransmission may explain the effects of (+)-Borneol. Our findings suggest that (+)-Borneol can serve as a new therapeutic in fear- and anxiety-related disorders.
[Mh] Termos MeSH primário: Ansiedade/tratamento farmacológico
Bornanos/farmacologia
Medo/efeitos dos fármacos
[Mh] Termos MeSH secundário: Animais
Ansiedade/fisiopatologia
Ansiedade/psicologia
Condicionamento (Psicologia)/efeitos dos fármacos
Medicamentos de Ervas Chinesas/farmacologia
Medo/fisiologia
Agonistas de Receptores de GABA-A/farmacologia
Hipocampo/anatomia & histologia
Hipocampo/efeitos dos fármacos
Hipocampo/fisiologia
Masculino
Aprendizagem em Labirinto/efeitos dos fármacos
Rememoração Mental/efeitos dos fármacos
Camundongos
Camundongos Endogâmicos C57BL
Plantas Medicinais
Transmissão Sináptica/efeitos dos fármacos
Ácido gama-Aminobutírico/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Bornanes); 0 (Drugs, Chinese Herbal); 0 (GABA-A Receptor Agonists); 56-12-2 (gamma-Aminobutyric Acid); L88RA8N5EG (isoborneol)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180220
[Lr] Data última revisão:
180220
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171211
[St] Status:MEDLINE


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[PMID]:28934264
[Au] Autor:Asahi H; Inoue SI; Niikura M; Kunigo K; Suzuki Y; Kobayashi F; Sendo F
[Ad] Endereço:Department of Infectious Diseases, Division of Tropical Diseases and Parasitology, Kyorin University School of Medicine, Tokyo, Japan.
[Ti] Título:Profiling molecular factors associated with pyknosis and developmental arrest induced by an opioid receptor antagonist and dihydroartemisinin in Plasmodium falciparum.
[So] Source:PLoS One;12(9):e0184874, 2017.
[Is] ISSN:1932-6203
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Malaria continues to be a devastating disease, largely caused by Plasmodium falciparum infection. We investigated the effects of opioid and cannabinoid receptor antagonists on the growth of intraerythrocytic P. falciparum. The delta opioid receptor antagonist 7-benzylidenenaltrexone (BNTX) and the cannabinoid receptor antagonists rimonaband and SR144528 caused growth arrest of the parasite. Notably BNTX and the established antimalarial drug dihydroartemisinin induced prominent pyknosis in parasite cells after a short period of incubation. We compared genome-wide transcriptome profiles in P. falciparum with different degrees of pyknosis in response to drug treatment, and identified 11 transcripts potentially associated with the evoking of pyknosis, of which three, including glutathione reductase (PfGR), triose phosphate transporter (PfoTPT), and a conserved Plasmodium membrane protein, showed markedly different gene expression levels in accordance with the degree of pyknosis. Furthermore, the use of specific inhibitors confirmed PfGR but not PfoTPT as a possible factor contributing to the development of pyknosis. A reduction in total glutathione levels was also detected in association with increased pyknosis. These results further our understanding of the mechanisms responsible for P. falciparum development and the antimalarial activity of dihydroartemisinin, and provide useful information for the development of novel antimalarial agents.
[Mh] Termos MeSH primário: Antimaláricos/farmacologia
Artemisininas/farmacologia
Antagonistas de Receptores de Canabinoides/farmacologia
Antagonistas de Entorpecentes/farmacologia
Plasmodium falciparum/efeitos dos fármacos
Plasmodium falciparum/metabolismo
[Mh] Termos MeSH secundário: Compostos de Benzilideno/farmacologia
Bornanos/farmacologia
Morte Celular/efeitos dos fármacos
Morte Celular/fisiologia
Cromatina/efeitos dos fármacos
Cromatina/metabolismo
Relação Dose-Resposta a Droga
Perfilação da Expressão Gênica
Glutationa/metabolismo
Naltrexona/análogos & derivados
Naltrexona/farmacologia
Oxirredução
Piperidinas/farmacologia
Plasmodium falciparum/crescimento & desenvolvimento
Pirazóis/farmacologia
Transcriptoma/efeitos dos fármacos
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antimalarials); 0 (Artemisinins); 0 (Benzylidene Compounds); 0 (Bornanes); 0 (Cannabinoid Receptor Antagonists); 0 (Chromatin); 0 (Narcotic Antagonists); 0 (Piperidines); 0 (Pyrazoles); 0 (SR 144528); 129468-28-6 (7-benzylidenenaltrexone); 5S6W795CQM (Naltrexone); 6A9O50735X (dihydroartemisinin); GAN16C9B8O (Glutathione); RML78EN3XE (rimonabant)
[Em] Mês de entrada:1710
[Cu] Atualização por classe:171024
[Lr] Data última revisão:
171024
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170922
[St] Status:MEDLINE
[do] DOI:10.1371/journal.pone.0184874


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[PMID]:28772002
[Au] Autor:Roth S; Funk I; Hofer M; Sieber V
[Ad] Endereço:Technical University of Munich, Chair of Chemistry of Biogenic Resources, Schulgasse 16, 94315, Straubing, Germany.
[Ti] Título:Chemoenzymatic Synthesis of a Novel Borneol-Based Polyester.
[So] Source:ChemSusChem;10(18):3574-3580, 2017 Sep 22.
[Is] ISSN:1864-564X
[Cp] País de publicação:Germany
[La] Idioma:eng
[Ab] Resumo:Terpenes are a class of natural compounds that have recently moved into the focus as a bio-based resource for chemical production, owing to their abundance, their mostly cyclic structures, and the presence of olefin or single hydroxy groups. To apply this raw material in new industrial fields, a second hydroxy group is inserted into borneol by cytochrome P450cam (CYP101) enzymes in a whole-cell catalytic biotransformation with Pseudomonas putida KT2440. Next, a semi-continuous batch system was developed to produce 5-exo-hydroxyborneol with a final concentration of 0.54 g L . The bifunctional terpene was then used for the synthesis of a bio-based polyester by a solvent-free polycondensation reaction. The resulting polymer showed a glass transition temperature of around 70 °C and a molecular weight in the range of 2000-4000 g mol (M ). These results show that whole-cell catalytic biotransformation of terpenes could lead to bio-based, higher-functionalized monomers, which might be basic raw materials for different fields of application, such as biopolymers.
[Mh] Termos MeSH primário: Bornanos/química
Cânfora 5-Mono-Oxigenase/metabolismo
Poliésteres/química
Poliésteres/metabolismo
[Mh] Termos MeSH secundário: Biocatálise
Biotransformação
Engenharia Genética
Polimerização
Pseudomonas putida/citologia
Pseudomonas putida/enzimologia
Pseudomonas putida/genética
Pseudomonas putida/metabolismo
Temperatura Ambiente
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Bornanes); 0 (Polyesters); EC 1.14.15.1 (Camphor 5-Monooxygenase); L88RA8N5EG (isoborneol)
[Em] Mês de entrada:1710
[Cu] Atualização por classe:171017
[Lr] Data última revisão:
171017
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170804
[St] Status:MEDLINE
[do] DOI:10.1002/cssc.201701146


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[PMID]:28499206
[Au] Autor:Mao Z; Wang X; Liu Y; Huang Y; Liu Y; Di X
[Ad] Endereço:Laboratory of Drug Metabolism and Pharmacokinetics, School of Pharmacy, Shenyang Pharmaceutical University, 103 Wenhua Road, Shenyang 110016, PR China.
[Ti] Título:Simultaneous determination of seven alkaloids from Rhizoma Corydalis Decumbentis in rabbit aqueous humor by LC-MS/MS: Application to ocular pharmacokinetic studies.
[So] Source:J Chromatogr B Analyt Technol Biomed Life Sci;1057:46-53, 2017 Jul 01.
[Is] ISSN:1873-376X
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:This study aims to establish a fast and sensitive LC-MS/MS method for simultaneous determination of seven alkaloids from Rhizoma Corydalis Decumbentis in rabbit aqueous humor. Aqueous humor samples were processed by protein precipitation and then separated on a Thermo Syncronis C column (50mm×2.1mm, 5µm) with a mobile phase using acetonitrile-0.05% formic acid (28:72, v/v). Detection of the analytes and the internal standard (coptisine) were performed in positive electrospray ionization with selected reaction monitoring. The method showed good linearity (r>0.9931) for all the seven alkaloids. This fully validated method was applied to the studies of aqueous humor pharmacokinetics of seven alkaloids from Rhizoma Corydalis Decumbentis and the effects of borneol on corneal penetration of these alkaloids into aqueous humor. This is the first work that presents a reliable LC-MS/MS method for simultaneous determination of seven alkaloids in rabbit aqueous humor and its application of ocular pharmacokinetics of seven alkaloids from Rhizoma Corydalis Decumbentis.
[Mh] Termos MeSH primário: Alcaloides/análise
Alcaloides/farmacocinética
Humor Aquoso/química
Humor Aquoso/metabolismo
Corydalis/química
Medicamentos de Ervas Chinesas/farmacocinética
[Mh] Termos MeSH secundário: Animais
Bornanos/farmacologia
Cromatografia Líquida de Alta Pressão
Medicamentos de Ervas Chinesas/química
Absorção Ocular
Coelhos
Rizoma/química
Sensibilidade e Especificidade
Espectrometria de Massas em Tandem/métodos
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Alkaloids); 0 (Bornanes); 0 (Drugs, Chinese Herbal); L88RA8N5EG (isoborneol)
[Em] Mês de entrada:1707
[Cu] Atualização por classe:170718
[Lr] Data última revisão:
170718
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170513
[St] Status:MEDLINE


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[PMID]:28374576
[Au] Autor:Stavrakov G; Philipova I; Zheleva-Dimitrova D; Valkova I; Salamanova E; Konstantinov S; Doytchinova I
[Ad] Endereço:Faculty of Pharmacy, Medical University of Sofia, Sofia, Bulgaria.
[Ti] Título:Docking-based design and synthesis of galantamine-camphane hybrids as inhibitors of acetylcholinesterase.
[So] Source:Chem Biol Drug Des;90(5):709-718, 2017 Nov.
[Is] ISSN:1747-0285
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Galantamine (GAL) as an acetylcholinesterase inhibitor (AChEI) is among the main drugs approved for the treatment of Alzheimer's disease. It fits perfectly into acetylcholinesterase (AChE) binding gorge, but it is too short to fill it. The amyloid beta (Aß) peptide binds in the peripheral anionic site (PAS) at the entrance of the binding gorge of AChE and initiates the formation of amyloid plaques. The blockade of PAS prevents from AChE-induced Aß aggregation. In this study, we describe the design of a series of galantamine-camphane hybrids as AChEIs. Camphane (CAM) is a bulky fragment that disposes well on the wide gorge entrance. The designed hybrids have linkers of different length. They were docked into AChE, and the highest scored compounds were synthesized and tested for AChE inhibitory activity. Some of the novel hybrids showed 191- and 369-fold better inhibition than GAL. The CAM fragment of the best binders fits in the same region, proximal to PAS, where the Ω-loop of Aß binds to AChE. The hybrids cross blood-brain barrier by passive diffusion and are non-neurotoxic at the inhibitory concentrations.
[Mh] Termos MeSH primário: Acetilcolinesterase/metabolismo
Inibidores da Colinesterase/química
Inibidores da Colinesterase/farmacologia
Galantamina/química
Galantamina/farmacologia
[Mh] Termos MeSH secundário: Acetilcolinesterase/química
Animais
Barreira Hematoencefálica/metabolismo
Bornanos/química
Bornanos/farmacocinética
Bornanos/farmacologia
Linhagem Celular
Inibidores da Colinesterase/farmacocinética
Electrophorus
Galantamina/farmacocinética
Seres Humanos
Camundongos
Simulação de Acoplamento Molecular
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Bornanes); 0 (Cholinesterase Inhibitors); 0D3Q044KCA (Galantamine); 464-15-3 (camphane); EC 3.1.1.7 (Acetylcholinesterase)
[Em] Mês de entrada:1711
[Cu] Atualização por classe:171113
[Lr] Data última revisão:
171113
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170405
[St] Status:MEDLINE
[do] DOI:10.1111/cbdd.12991


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[PMID]:28278672
[Au] Autor:Garcia G; Garcia A; Gibernau M; Bighelli A; Tomi F
[Ad] Endereço:a UMR 6134 SPE , Équipe Chimie et Biomasse, Université de Corse-CNRS , Ajaccio , France.
[Ti] Título:Chemical compositions of essential oils of five introduced conifers in Corsica.
[So] Source:Nat Prod Res;31(14):1697-1703, 2017 Jul.
[Is] ISSN:1478-6427
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:The aim of this survey was to determine the chemical composition of essential oils (EO) of five conifers acclimated in Corsica by GC(RI), GC-MS and C NMR. L. decidua needle and wood EOs contained as majors components: α- and ß-pinenes, germacrene D (needles) and bornyl acetate (wood). The EOs of needles, wood and cones of P. menziesii were characterised by ß- and α-pinenes, terpinen-4-ol, sabinene, terpinolene (needles and wood), Δ-3-carene (wood) and limonene (cones). Needles and wood EOs of P. ponderosa contained as major components: ß- and α-pinenes, Δ-3-carene (wood) and estragole (needles). S. giganteum EOs of foliage and wood were rather similar and dominated by α-pinene, and safrole. The EOs of leaf, wood and cones from C. japonica were very similar, and exhibited α-pinene, sabinene, ß-elemol and kaurene as major constituents. It appeared that EO compositions of some species were different from reported literature data.
[Mh] Termos MeSH primário: Coniferophyta/química
Óleos Voláteis/química
[Mh] Termos MeSH secundário: Bornanos
Compostos Bicíclicos com Pontes/análise
Compostos Bicíclicos com Pontes/isolamento & purificação
Cicloexenos/análise
Cicloexenos/isolamento & purificação
França
Cromatografia Gasosa-Espectrometria de Massas
Monoterpenos/análise
Monoterpenos/isolamento & purificação
Folhas de Planta/química
Sesquiterpenos/análise
Sesquiterpenos/isolamento & purificação
Terpenos/análise
Terpenos/isolamento & purificação
Madeira
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Bornanes); 0 (Bridged Bicyclo Compounds); 0 (Cyclohexenes); 0 (Monoterpenes); 0 (Oils, Volatile); 0 (Sesquiterpenes); 0 (Terpenes); 213431586X (bornyl acetate); 4MS8VHZ1HJ (beta-pinene); 562-74-3 (terpinenol-4); 7D1TL44GPC (sabinene); 9MC3I34447 (limonene); H2M15SNR6N (3-carene); JPF3YI7O34 (alpha-pinene); L92AJ7G06I (elemol); N9830X5KSL (terpinolene)
[Em] Mês de entrada:1709
[Cu] Atualização por classe:170922
[Lr] Data última revisão:
170922
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170311
[St] Status:MEDLINE
[do] DOI:10.1080/14786419.2017.1285299


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[PMID]:28263826
[Au] Autor:Hou T; Li X; Peng C
[Ad] Endereço:School of Pharmacy, Shanghai Jiao Tong University, Shanghai 200240, PR China. Electronic address: houtianheng@sjtu.edu.cn.
[Ti] Título:Borneol enhances the antidepressant effects of asiaticoside by promoting its distribution into the brain.
[So] Source:Neurosci Lett;646:56-61, 2017 Apr 12.
[Is] ISSN:1872-7972
[Cp] País de publicação:Ireland
[La] Idioma:eng
[Ab] Resumo:Asiaticoside (AS) has antidepressant effects, with poor druggability characterized with inaccessibility into the brain. Here, we assessed AS distribution in the asiaticoside-borneol formula (FAB), with AS administrated orally. High performance liquid chromatography (HPLC) was applied for AS detection. The antidepressant effects of both FAB and AS were evaluated. Rats were subjected to behavioral despair paradigms and chronic unpredictable stress model (CUS) after acute and chronic drug administration, respectively. Hippocampal 5-HT, NE, BDNF, and TNF-α levels were detected, and pathological changes were observed by H&E staining. AS was detected in rat brain tissues after FAB administration, while AS was not detected when administered alone, indicating that borneol (BOR) promoted its distribution into the rat brain. Interestingly, FAB significantly reduced the immobility time in modified forced swimming test (FST) unlike AS used as a single therapy, also reversing sucrose intake more significantly compared with AS. Furthermore, FAB upregulated BDNF and 5-HT more significantly compared with AS, which revealed a possible multi-mechanism of action.
[Mh] Termos MeSH primário: Antidepressivos/farmacologia
Encéfalo/efeitos dos fármacos
Triterpenos/farmacologia
[Mh] Termos MeSH secundário: Animais
Bornanos/farmacologia
Depressão/tratamento farmacológico
Hipocampo/efeitos dos fármacos
Masculino
Ratos Sprague-Dawley
Estresse Psicológico/tratamento farmacológico
Fator de Necrose Tumoral alfa/farmacologia
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antidepressive Agents); 0 (Bornanes); 0 (Triterpenes); 0 (Tumor Necrosis Factor-alpha); L88RA8N5EG (isoborneol); PKO39VY215 (asiaticoside)
[Em] Mês de entrada:1710
[Cu] Atualização por classe:171010
[Lr] Data última revisão:
171010
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170307
[St] Status:MEDLINE


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[PMID]:28260319
[Au] Autor:Wang X; Yang J; Yuan H; Liu XL; Li Y; Jia P; Zheng XH; Zheng XP
[Ad] Endereço:Department of Cardiovascular Surgery, First Affiliated Hospital, Medical School of Xi'an Jiaotong University, Xi'an 710061, China.
[Ti] Título:[Protective effect and related mechanism of tanshinol borneol ester on homocysteine induced rat bone marrow mesenchymal stem cells damage].
[So] Source:Zhonghua Xin Xue Guan Bing Za Zhi;45(2):130-136, 2017 Feb 24.
[Is] ISSN:0253-3758
[Cp] País de publicação:China
[La] Idioma:chi
[Ab] Resumo:To investigate the protective effect and potential mechanism of tanshinol borneol ester (TBE) on homocysteine(Hcy) induced rat bone marrow mesenchymal stem cells (BMSCs) damage. BMSCs were isolated and cultured in vitro by density gradient centrifugation and adherent culture method. BMSCs were divided into the control (normal isolation and culture), TBE-1(10 µmol/L TBE-1 solution with 100 µl), TBE-2 (10 µmol/L TBE-2 solution with 100 µl), Hcy (0.5 mmol/L Hcy solution with 100 µl), Hcy + TBE-1(0.5 mmol/L Hcy solution with 100 µl, and 10 µmol/L TBE-1 solution with 100 µl), Hcy + TBE-2 (0.5 mmol/L Hcy solution with 100 µl, and 10 µmol/L TBE-2 solution with 100 µl), Hcy+ TBE-1+ inhibitor group(0.5 mmol/L Hcy solution with 100 µl, 10 µmol/L TBE-1 solution with 100 µl, and 25 µmol/L LY294002(specific blocker of phosphatidylinositol 3 kinase) solution with 100 µl), Hcy+ TBE-2+ inhibitor group(0.5 mmol/L Hcy solution with 100 µl, 10 µmol/L TBE-2 solution with 100 µl, and 25 µmol/L LY294002 solution with 100 µl). Cell proliferation activity was detected by MTT assay. The T-SOD activity and malonaldehyde level of cells were measured by anthineoxidase method and TBA method, respectively, to evaluate cell oxidative and antioxidative activities. The ultrastructure of cells was observed under transmission electron microscope. The expression level of PKB and NF-κB of cells in various groups were detected with the immunocytochemical method. (1)Cell proliferation activity in TBE-1 group and TBE-2 group was significantly increased compared with the control group (both <0.01), and was similar between TBE-1 group and TBE-2 groups after 1, 12, 24 and 48 hours treatment.(2)The T-SOD activity in TBE-1 group and TBE-2 group was significantly higher than in control group (both <0.01), while it was significantly lower in Hcy group, Hcy+ TBE-1 group, and Hcy+ TBE-2 group than in control group(all <0.01), and was similar between control group, Hcy+ TBE-1+ inhibitor group, and Hcy+ TBE-2+ inhibitor group(all >0.05). The T-SOD activity was higher in Hcy+ TBE-1 group and Hcy+ TBE-2 group than in Hcy group(both <0.01), and was higher in Hcy+ TBE-1+ inhibitor group than in Hcy+ TBE-1 group( <0.05) and was higher in Hcy+ TBE-2+ inhibitor group than in Hcy+ TBE-2 group( <0.05). The malonaldehyde level was lower in TBE-1 group and TBE-2 group than in control group(both <0.01), was higher in Hcy group, Hcy+ TBE-1 group, Hcy+ TBE-2 group, Hcy+ TBE-1+ inhibitor group, and Hcy+ TBE-2+ inhibitor group than in control group(all <0.01), was lower in Hcy+ TBE-1 group and Hcy+ TBE-2 group than in Hcy group(both <0.01), was higher in Hcy+ TBE-1+ inhibitor group than in Hcy+ TBE-1 group( <0.05), was higher in Hcy+ TBE-2+ inhibitor group than in Hcy+ TBE-2 group( <0.05). (3)Under electron microscope, BMSCs showed profound swelling, senescence and apoptosis of cells increased significantly in Hcy group, Hcy+ TBE-1+ inhibitor group, and Hcy+ TBE-2+ inhibitor group when compared with control group. BMSCs in the TBE-1 and TBE-2 groups presented with abundant rough endoplasmic reticulum, and very active cell metabolism signs. Compared with Hcy group, BMSCs edema, the number of aging and apoptotic cells, and cell injury severity were significantly less in TBE-1+ Hcy group and TBE-2+ Hcy. (4)The PKB level was higher in TBE-1 group and TBE-2 group than in control group(both <0.01), was lower in Hcy group, Hcy+ TBE-2 group, Hcy+ TBE-1+ inhibitor group, and Hcy+ TBE-2+ inhibitor group than in control group(all <0.01), was similar between control group and Hcy+ TBE-1 group( >0.05), was higher in Hcy+ TBE-1 group and Hcy+ TBE-2 group than in Hcy group(both <0.05), was lower in Hcy+ TBE-1+ inhibitor group than in Hcy+ TBE-1 group( <0.05), and was lower in Hcy+ TBE-2+ inhibitor group than in Hcy+ TBE-2 group( <0.05). The NF-κB level was higher in TBE-1 group and TBE-2 group than in control group(both <0.01), was lower in Hcy group, Hcy+ TBE-1 group, Hcy+ TBE-2 group, Hcy+ TBE-1+ inhibitor group, and Hcy+ TBE-2+ inhibitor group than in control group( <0.01 or 0.05), was higher in Hcy+ TBE-1 group and Hcy+ TBE-2 group than in Hcy group(both <0.05), was lower in Hcy+ TBE-1+ inhibitor group than in Hcy+ TBE-1 group( <0.05) and was lower in Hcy+ TBE-2+ inhibitor group than in Hcy+ TBE-2 group( <0.05). Tanshinol borneol ester can promote the proliferation of BMSC, and attenuate the homocysteine induced rat BMSCs damage possibly through activation of phosphatidylinositol 3 kinase/PKB signal transduction and its downstream signal pathway protein NF-κB.
[Mh] Termos MeSH primário: Bornanos
Homocisteína
Lactatos
Células Mesenquimais Estromais
[Mh] Termos MeSH secundário: Animais
Apoptose
Células da Medula Óssea
Células Cultivadas
Cromonas
Células-Tronco Hematopoéticas
Malondialdeído
Morfolinas
NF-kappa B
Ratos
Transdução de Sinais
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (1,7,7-trimethylbicyclo(2.2.1)heptan-2-yl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate); 0 (Bornanes); 0 (Chromones); 0 (Lactates); 0 (Morpholines); 0 (NF-kappa B); 0LVT1QZ0BA (Homocysteine); 31M2U1DVID (2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one); 4Y8F71G49Q (Malondialdehyde)
[Em] Mês de entrada:1707
[Cu] Atualização por classe:170727
[Lr] Data última revisão:
170727
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170306
[St] Status:MEDLINE
[do] DOI:10.3760/cma.j.issn.0253-3758.2017.02.012


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[PMID]:28246382
[Au] Autor:Chou WK; Gould CA; Cane DE
[Ad] Endereço:Department of Chemistry, Box H, Brown University, Providence, RI, USA.
[Ti] Título:Incubation of 2-methylisoborneol synthase with the intermediate analog 2-methylneryl diphosphate.
[So] Source:J Antibiot (Tokyo);70(5):625-631, 2017 May.
[Is] ISSN:0021-8820
[Cp] País de publicação:Japan
[La] Idioma:eng
[Ab] Resumo:Incubation of synthetic 2-methylneryl diphosphate (2-MeNPP, 10) with 2-methylisoborneol synthase (MIBS) gave a mixture of products that differed significantly from that derived from the natural substrate (E)-2-methylgeranyl diphosphate (3, 2-MeGPP). The proportion of (-)-2-methylisoborneol (1) decreased from 89 to 17% while that of 2-methylenebornane (4) increased from 10 to 26%, with the relative yields of the isomeric homo-monoterpenes 2-methyl-2-bornene (5) and 1-methylcamphene (6) remaining essentially unchanged (<1% each), as determined by chiral GC-MS analysis. The majority of the product mixture resulting from the MIBS-catalyzed cyclization of 2-MeNPP (10) consisted of the anomalous monocyclic homo-monoterpenes (±)-2-methylllimonene (15, 39%) and 2-methyl-α-terpineol (13, 10%), as well as the acylic derivatives 2-methylnerol (11, 7%) and 2-methyllinalool (14, <1%). The steady-state kinetic parameters of the MIBS-catalyzed reaction, determined using [1- H]-2-methylneryl diphosphate (2-MeNPP), were k 0.0046±0.0003 s , K 18±6 µm and k /K 2.55 × 10 M s . In comparison, the natural substrate 2-MeGPP had a k 0.105±0.007 s , K 95±49 µm and k /K 1.11 × 10 M s . Taken together with earlier X-ray crystallographic studies of MIBS, as well as previous investigations of the mechanistically related plant monoterpene cyclase, bornyl diphosphate synthase, these results provide important insights into the binding and cyclization of both native substrates and intermediates and their analogs.
[Mh] Termos MeSH primário: Alcenos/química
Bornanos/química
Cromatografia Gasosa-Espectrometria de Massas/métodos
Monoterpenos/química
Compostos Organofosforados/química
[Mh] Termos MeSH secundário: Cristalografia por Raios X
Ciclização
Cinética
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (2-methylneryl diphosphate); 0 (Alkenes); 0 (Bornanes); 0 (Monoterpenes); 0 (Organophosphorus Compounds); 2371-42-8 (2-methylisoborneol)
[Em] Mês de entrada:1706
[Cu] Atualização por classe:170902
[Lr] Data última revisão:
170902
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170302
[St] Status:MEDLINE
[do] DOI:10.1038/ja.2017.24


  10 / 990 MEDLINE  
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[PMID]:28190677
[Au] Autor:Despinasse Y; Fiorucci S; Antonczak S; Moja S; Bony A; Nicolè F; Baudino S; Magnard JL; Jullien F
[Ad] Endereço:Université de Lyon, F-42023, Saint-Etienne, France; Université de Saint-Etienne, Jean Monnet, F-42000, Saint-Etienne, France; Laboratoire de Biotechnologies Végétales Appliquées aux Plantes Aromatiques et Médicinales, EA 3061, 23 Rue du Dr Michelon, F-42000, Saint-Etienne, France.
[Ti] Título:Bornyl-diphosphate synthase from Lavandula angustifolia: A major monoterpene synthase involved in essential oil quality.
[So] Source:Phytochemistry;137:24-33, 2017 May.
[Is] ISSN:1873-3700
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Lavender essential oils (EOs) of higher quality are produced by a few Lavandula angustifolia cultivars and mainly used in the perfume industry. Undesirable compounds such as camphor and borneol are also synthesized by lavender leading to a depreciated EO. Here, we report the cloning of bornyl diphosphate synthase of lavender (LaBPPS), an enzyme that catalyzes the production of bornyl diphosphate (BPP) and then by-products such as borneol or camphor, from an EST library. Compared to the BPPS of Salvia officinalis, the functional characterization of LaBPPS showed several differences in amino acid sequence, and the distribution of catalyzed products. Molecular modeling of the enzyme's active site suggests that the carbocation intermediates are more stable in LaBPPS than in SoBPPS leading probably to a lower efficiency of LaBPPS to convert GPP into BPP. Quantitative RT-PCR performed from leaves and flowers at different development stages of L. angustifolia samples show a clear correlation between transcript level of LaBPPS and accumulation of borneol/camphor, suggesting that LaBPPS is mainly responsible of in vivo biosynthesis of borneol/camphor in fine lavender. A phylogenetic analysis of terpene synthases (TPS) pointed out the basal position of LaBPPS in the TPSb clade, suggesting that LaBPPS could be an ancestor of others lavender TPSb. Finally, borneol could be one of the first monoterpenes to be synthesized in the Lavandula subgenus. Knowledge gained from these experiments will facilitate future studies to improve the lavender oils through metabolic engineering or plant breeding. Accession numbers: LaBPPS: KM015221.
[Mh] Termos MeSH primário: Liases Intramoleculares/metabolismo
Lavandula/enzimologia
Óleos Voláteis/química
Óleos Vegetais/química
Proteínas de Plantas/metabolismo
[Mh] Termos MeSH secundário: Alquil e Aril Transferases/genética
Alquil e Aril Transferases/metabolismo
Sequência de Aminoácidos
Bornanos/química
Cânfora/química
Domínio Catalítico
Clonagem Molecular
Flores/enzimologia
Liases Intramoleculares/genética
Modelos Moleculares
Filogenia
Folhas de Planta/enzimologia
Proteínas de Plantas/genética
Salvia officinalis/enzimologia
Relação Estrutura-Atividade
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Bornanes); 0 (Oils, Volatile); 0 (Plant Oils); 0 (Plant Proteins); 76-22-2 (Camphor); EC 2.5.- (Alkyl and Aryl Transferases); EC 2.5.1.- (terpene synthase); EC 5.5.- (Intramolecular Lyases); EC 5.5.- (pinene cyclase I); EC 5.5.1.8 (geranyl-diphosphate cyclase); ZBP1YXW0H8 (lavender oil)
[Em] Mês de entrada:1704
[Cu] Atualização por classe:170407
[Lr] Data última revisão:
170407
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170214
[St] Status:MEDLINE



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