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Pesquisa : D02.355.601.536 [Categoria DeCS]
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[PMID]:29289488
[Au] Autor:Lee W; Hwang MH; Lee Y; Bae JS
[Ad] Endereço:College of Pharmacy, CMRI, Research Institute of Pharmaceutical Sciences, BK21 Plus KNU Multi-Omics Based Creative Drug Research Team, Kyungpook National University, Daegu, 41566, Republic of Korea; Aging Research Center, Korea Research Institute of Bioscience and Biotechnology, Daejeon, 34141, Repu
[Ti] Título:Protective effects of zingerone on lipopolysaccharide-induced hepatic failure through the modulation of inflammatory pathways.
[So] Source:Chem Biol Interact;281:106-110, 2018 Feb 01.
[Is] ISSN:1872-7786
[Cp] País de publicação:Ireland
[La] Idioma:eng
[Ab] Resumo:The aim of this study was to investigate the effects of zingerone (ZGR) on lipopolysaccharide (LPS)-induced liver failure in mice, and to elucidate underlying mechanisms. ZGR is a phenolic alkanone isolated from ginger, and has potential health benefits. Mice were treated intravenously with ZGR at 12 h after LPS treatment. LPS significantly increased mortality, serum levels of alanine transaminase, aspartate transaminase, and inflammatory cytokines, and toll-like receptor 4 (TLR4) protein expression; these effects of LPS were inhibited by ZGR. It also attenuated the LPS-induced activation of myeloid differentiation primary response gene 88 and TLR-associated activator of interferon-dependent signaling pathways of the TLR system. Our results suggest that ZGR protects against LPS-induced liver damage by inhibiting the TLR-mediated inflammatory pathway, indicating its potential to treat liver diseases.
[Mh] Termos MeSH primário: Guaiacol/análogos & derivados
Falência Hepática Aguda/prevenção & controle
Fígado/efeitos dos fármacos
Substâncias Protetoras/farmacologia
Transdução de Sinais/efeitos dos fármacos
[Mh] Termos MeSH secundário: Alanina Transaminase/sangue
Animais
Aspartato Aminotransferases/sangue
Citocinas/sangue
Ensaio de Imunoadsorção Enzimática
Guaiacol/administração & dosagem
Guaiacol/farmacologia
Injeções Intravenosas
Lipopolissacarídeos/toxicidade
Fígado/metabolismo
Fígado/patologia
Falência Hepática Aguda/induzido quimicamente
Falência Hepática Aguda/patologia
Masculino
Camundongos
Camundongos Endogâmicos C57BL
Proteínas Quinases Ativadas por Mitógeno/metabolismo
Fator 88 de Diferenciação Mieloide/metabolismo
Substâncias Protetoras/administração & dosagem
Receptor 4 Toll-Like/sangue
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Cytokines); 0 (Lipopolysaccharides); 0 (Myeloid Differentiation Factor 88); 0 (Protective Agents); 0 (Toll-Like Receptor 4); 4MMW850892 (zingerone); 6JKA7MAH9C (Guaiacol); EC 2.6.1.1 (Aspartate Aminotransferases); EC 2.6.1.2 (Alanine Transaminase); EC 2.7.11.24 (Mitogen-Activated Protein Kinases)
[Em] Mês de entrada:1801
[Cu] Atualização por classe:180129
[Lr] Data última revisão:
180129
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:180101
[St] Status:MEDLINE


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[PMID]:29206854
[Au] Autor:El-Bassossy HM; Al-Thubiani WS; Elberry AA; Mujallid MI; Ghareib SA; Azhar AS; Banjar ZM; Watson ML
[Ad] Endereço:Department of Pharmacology and Toxicology, Faculty of Pharmacy, King Abdulaziz University, Jeddah, Saudi Arabia and Faculty of Pharmacy, Zagazig University, Zagazig, Egypt.
[Ti] Título:Zingerone alleviates the delayed ventricular repolarization and AV conduction in diabetes: Effect on cardiac fibrosis and inflammation.
[So] Source:PLoS One;12(12):e0189074, 2017.
[Is] ISSN:1932-6203
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:BACKGROUND: The study aims to analyse the action of zingerone in diabetes-related cardiac arrhythmias. METHODS: Diabetes was induced by streptozocin while treatment groups received 20 mg/kg zingerone daily. Following extra seven weeks, electrocardiography, extraction of blood, urine and heart for biochemical analysis, histopathology and immunofluorescence were undertaken. RESULTS: The suppression of QT and QTc prolongation in diabetic rats was indicative of prolonged cardiac repolarisation that was greatly reduced by zingerone treatment. In addition, the reduction in PR interval attested that zingerone improved AV delay in diabetic rats. The fibrogenic transforming growth factor ß1 upregulation in diabetic hearts was suppressed by zingerone. The marked glycogen deposition and muscle degeneration seen in diabetic heart sections were also alleviated by zingerone. Furthermore, zingerone prevented the decrease in of the serum anti-inflammatory cytokine adiponectin in diabetics. The heightened levels of oxidative stress markers 8-isoprostane and uric acid in diabetic rats were suppressed. In the diabetic heart, the reduced catalase activity was improved and the excessive expression of angiotensin receptor 1 was inhibited by zingerone. CONCLUSION: Cardiac delayed repolarisation and AV conduction in rats with diabetes were halted by zingerone. It appears that inhibition of cardiac fibrosis and associated inflammation-oxidative stress signalling underpins the zingerone effect.
[Mh] Termos MeSH primário: Diabetes Mellitus Experimental/fisiopatologia
Guaiacol/análogos & derivados
Sistema de Condução Cardíaco/efeitos dos fármacos
Ventrículos do Coração/efeitos dos fármacos
Inflamação/complicações
[Mh] Termos MeSH secundário: Animais
Glicemia/metabolismo
Diabetes Mellitus Experimental/complicações
Eletrocardiografia
Fibrose
Guaiacol/farmacologia
Ventrículos do Coração/fisiopatologia
Lipídeos/sangue
Masculino
Estresse Oxidativo/efeitos dos fármacos
Ratos
Ratos Wistar
Ganho de Peso
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Blood Glucose); 0 (Lipids); 4MMW850892 (zingerone); 6JKA7MAH9C (Guaiacol)
[Em] Mês de entrada:1712
[Cu] Atualização por classe:171229
[Lr] Data última revisão:
171229
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171206
[St] Status:MEDLINE
[do] DOI:10.1371/journal.pone.0189074


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[PMID]:28844400
[Au] Autor:Reyes-Melo K; García A; Romo-Mancillas A; Garza-González E; Rivas-Galindo VM; Miranda LD; Vargas-Villarreal J; Favela-Hernández JMJ; Camacho-Corona MDR
[Ad] Endereço:Universidad Autónoma de Nuevo León, Facultad de Ciencias Químicas, Av. Universidad s/n, Ciudad Universitaria, C.P. 66455 San Nicolás de los Garza, Nuevo León, Mexico.
[Ti] Título:meso-Dihydroguaiaretic acid derivatives with antibacterial and antimycobacterial activity.
[So] Source:Bioorg Med Chem;25(20):5247-5259, 2017 Oct 15.
[Is] ISSN:1464-3391
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Thirty-three meso-dihydroguaiaretic acid (meso-DGA) derivatives bearing esters, ethers, and amino-ethers were synthesized. All derivatives were tested against twelve drug-resistant clinical isolates of Gram-positive and Gram-negative bacteria, including sensitive (H37Rv) and multidrug-resistant Mycobacterium tuberculosis strains. Among the tested compounds, four esters (7, 11, 13, and 17), one ether (23), and three amino-ethers (30, 31, and 33) exhibited moderate activity against methicillin-resistant Staphylococcus aureus, whereas 30 and 31 showed better results than levofloxacin against vancomycin-resistant Enterococcus faecium. Additionally, nineteen meso-DGA derivatives displayed moderate to potent activity against M. tuberculosis H37Rv with minimum inhibitory concentration (MIC) values ranging from 3.125 to 50µg/mL. Seven meso-DGA derivatives bearing amino-ethers (26-31 and 33) exhibited the lowest MICs against M. tuberculosis H37Rv and G122 strains, with 31 being as potent as ethambutol (MICs of 3.125 and 6.25µg/mL). The presence of positively charged group precursors possessing steric and hydrophobic features (e.g. N-ethylpiperidine moieties in meso-31) resulted essential to significantly increase the antimycobacterial properties of parent meso-DGA as supported by the R-group pharmacophoric and field-based QSAR analyses. To investigate the safety profile of the antimycobacterial compounds, cytotoxicity on Vero cells was determined. The amino-ether 31 exhibited a selectivity index value of 23, which indicate it was more toxic to M. tuberculosis than to mammalian cells. Therefore, 31 can be considered as a promising antitubercular agent for further studies.
[Mh] Termos MeSH primário: Antibacterianos/farmacologia
Bactérias Gram-Negativas/efeitos dos fármacos
Bactérias Gram-Positivas/efeitos dos fármacos
Guaiacol/análogos & derivados
Lignanas/farmacologia
[Mh] Termos MeSH secundário: Animais
Antibacterianos/síntese química
Antibacterianos/química
Sobrevivência Celular/efeitos dos fármacos
Cercopithecus aethiops
Relação Dose-Resposta a Droga
Guaiacol/síntese química
Guaiacol/química
Guaiacol/farmacologia
Lignanas/síntese química
Lignanas/química
Testes de Sensibilidade Microbiana
Estrutura Molecular
Relação Quantitativa Estrutura-Atividade
Células Vero
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Anti-Bacterial Agents); 0 (Lignans); 36469-60-0 (dihydroguaiaretic acid); 6JKA7MAH9C (Guaiacol)
[Em] Mês de entrada:1711
[Cu] Atualização por classe:171107
[Lr] Data última revisão:
171107
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170829
[St] Status:MEDLINE


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[PMID]:28681599
[Au] Autor:Nishiwaki H; Nakazaki S; Akiyama K; Yamauchi S
[Ad] Endereço:Graduate School of Agriculture, Ehime University , 3-5-7 Tarumi, Matsuyama, Ehime 790-8566, Japan.
[Ti] Título:Structure-Antifungal Activity Relationship of Fluorinated Dihydroguaiaretic Acid Derivatives and Preventive Activity against Alternaria alternata Japanese Pear Pathotype.
[So] Source:J Agric Food Chem;65(31):6701-6707, 2017 Aug 09.
[Is] ISSN:1520-5118
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:The structure-activity relationship of the antifungal fluorinated dihydroguaiaretic acid derivatives was evaluated. Some of the newly synthesized lignan compounds were found to show higher antifungal activity against phytopathogenic fungi such as Alternaria alternata (Japanese pear and apple pathotypes) and A. citri than the lead compound, 3-fluoro-3'-methoxylignan-4'-ol (3). The broad antifungal spectrum of 3'-hydroxyphenyl derivative 16 was observed, and the 3'-fluoro-4'-hydroxyphenyl derivative 38 was found to show the highest activity against the A. alternata Japanese pear pathotype, with an EC value of 11 µM. The preventive effect of the potent lignan on the infection of A. alternata in the Japanese pear's leaves was also shown.
[Mh] Termos MeSH primário: Alternaria/efeitos dos fármacos
Fungicidas Industriais/química
Fungicidas Industriais/farmacologia
Guaiacol/análogos & derivados
Lignanas/química
Lignanas/farmacologia
Doenças das Plantas/microbiologia
Pyrus/microbiologia
[Mh] Termos MeSH secundário: Alternaria/crescimento & desenvolvimento
Guaiacol/química
Guaiacol/farmacologia
Doenças das Plantas/prevenção & controle
Relação Estrutura-Atividade
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Fungicides, Industrial); 0 (Lignans); 36469-60-0 (dihydroguaiaretic acid); 6JKA7MAH9C (Guaiacol)
[Em] Mês de entrada:1708
[Cu] Atualização por classe:170818
[Lr] Data última revisão:
170818
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170707
[St] Status:MEDLINE
[do] DOI:10.1021/acs.jafc.7b01896


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[PMID]:28656763
[Au] Autor:Härtl K; Huang FC; Giri AP; Franz-Oberdorf K; Frotscher J; Shao Y; Hoffmann T; Schwab W
[Ad] Endereço:Biotechnology of Natural Products, Technische Universität München , Liesel-Beckmann-Strasse 1, 85354 Freising, Germany.
[Ti] Título:Glucosylation of Smoke-Derived Volatiles in Grapevine (Vitis vinifera) is Catalyzed by a Promiscuous Resveratrol/Guaiacol Glucosyltransferase.
[So] Source:J Agric Food Chem;65(28):5681-5689, 2017 Jul 19.
[Is] ISSN:1520-5118
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Vinification of grapes (Vitis vinifera) exposed to forest fire smoke can yield unpalatable wine due to the presence of taint compounds from smoke and the release of smoke derived volatiles from their respective glycosides during the fermentation process or in-mouth during consumption. To identify glycosyltransferases (GTs) involved in the formation of glycosidically bound smoke-derived volatiles we performed gene expression analysis of candidate GTs in different grapevine tissues. Second, substrates derived from bushfire smoke or naturally occurring in grapes were screened with the candidate recombinant GTs. A resveratrol GT (UGT72B27) gene, highly expressed in grapevine leaves and berries was identified to be responsible for the production of the phenolic glucosides. UGT72B27 converted the stilbene trans-resveratrol mainly to the 3-O-glucoside. Kinetic analyses yielded specificity constants (k /K ) of 114, 17, 9, 8, and 2 mM s for guaiacol, trans-resveratrol, syringol, methylsyringol, and methylguaiacol, respectively. This knowledge will help to design strategies for managing the risk of producing smoke-affected wines.
[Mh] Termos MeSH primário: Glucosiltransferases/metabolismo
Guaiacol/metabolismo
Proteínas de Plantas/metabolismo
Fumaça/efeitos adversos
Estilbenos/metabolismo
Vitis/enzimologia
Compostos Orgânicos Voláteis/metabolismo
[Mh] Termos MeSH secundário: Biocatálise
Glucosiltransferases/química
Glicosilação
Guaiacol/química
Cinética
Proteínas de Plantas/química
Fumaça/análise
Vitis/química
Vitis/metabolismo
Compostos Orgânicos Voláteis/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Plant Proteins); 0 (Smoke); 0 (Stilbenes); 0 (Volatile Organic Compounds); 6JKA7MAH9C (Guaiacol); EC 2.4.1.- (Glucosyltransferases); Q369O8926L (resveratrol)
[Em] Mês de entrada:1707
[Cu] Atualização por classe:170728
[Lr] Data última revisão:
170728
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170629
[St] Status:MEDLINE
[do] DOI:10.1021/acs.jafc.7b01886


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[PMID]:28641388
[Au] Autor:Frank ME; Fletcher DB; Hettinger TP
[Ad] Endereço:Oral Health & Diagnostic Sciences, School of Dental Medicine, UConn Health, MC 1715, 263 Farmington Avenue, Farmington, CT 06030, USA.
[Ti] Título:Recognition of the Component Odors in Mixtures.
[So] Source:Chem Senses;42(7):537-546, 2017 Sep 01.
[Is] ISSN:1464-3553
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Natural olfactory stimuli are volatile-chemical mixtures in which relative perceptual saliencies determine which odor-components are identified. Odor identification also depends on rapid selective adaptation, as shown for 4 odor stimuli in an earlier experimental simulation of natural conditions. Adapt-test pairs of mixtures of water-soluble, distinct odor stimuli with chemical features in common were studied. Identification decreased for adapted components but increased for unadapted mixture-suppressed components, showing compound identities were retained, not degraded to individual molecular features. Four additional odor stimuli, 1 with 2 perceptible odor notes, and an added "water-adapted" control tested whether this finding would generalize to other 4-compound sets. Selective adaptation of mixtures of the compounds (odors): 3 mM benzaldehyde (cherry), 5 mM maltol (caramel), 1 mM guaiacol (smoke), and 4 mM methyl anthranilate (grape-smoke) again reciprocally unmasked odors of mixture-suppressed components in 2-, 3-, and 4-component mixtures with 2 exceptions. The cherry note of "benzaldehyde" (itself) and the shared note of "methyl anthranilate and guaiacol" (together) were more readily identified. The pervasive mixture-component dominance and dynamic perceptual salience may be mediated through peripheral adaptation and central mutual inhibition of neural responses. Originating in individual olfactory receptor variants, it limits odor identification and provides analytic properties for momentary recognition of a few remaining mixture-components.
[Mh] Termos MeSH primário: Limiar Sensorial
Olfato
[Mh] Termos MeSH secundário: Benzaldeídos/farmacologia
Feminino
Guaiacol/farmacologia
Seres Humanos
Masculino
Pironas/farmacologia
Limiar Sensorial/efeitos dos fármacos
Adulto Jovem
ortoaminobenzoatos/farmacologia
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Benzaldehydes); 0 (Pyrones); 0 (ortho-Aminobenzoates); 3A9RD92BS4 (maltol); 6JKA7MAH9C (Guaiacol); 981I0C1E5W (methyl anthranilate); TA269SD04T (benzaldehyde)
[Em] Mês de entrada:1709
[Cu] Atualização por classe:170920
[Lr] Data última revisão:
170920
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170624
[St] Status:MEDLINE
[do] DOI:10.1093/chemse/bjx031


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[PMID]:28610995
[Au] Autor:Lee W; Ku SK; Bae JS
[Ad] Endereço:College of Pharmacy, CMRI, Research Institute of Pharmaceutical Sciences, BK21 Plus KNU Multi-Omics based Creative Drug Research Team, Kyungpook National University, Daegu 41566, Republic of Korea.
[Ti] Título:Zingerone reduces HMGB1-mediated septic responses and improves survival in septic mice.
[So] Source:Toxicol Appl Pharmacol;329:202-211, 2017 Aug 15.
[Is] ISSN:1096-0333
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:High mobility group box 1 (HMGB1) is considered a late mediator of sepsis and the inhibition of HMGB1-mediated severe inflammatory responses and restoration of endothelial integrity have emerged as attractive therapeutic strategies for the management of sepsis. Zingerone (ZGR), a phenolic alkanone isolated from ginger, has been reported to possess various pharmacological activities. We examined the effects of ZGR on HMGB1-mediated septic responses and survival rate in a mouse model of sepsis. ZGR was administered after HMGB1 challenge. The antiseptic activity of ZGR was determined from the measurements of permeability, leukocyte adhesion and migration, activation of pro-inflammatory proteins, and the production of tissue injury markers in HMGB1-activated HUVECs and mice. ZGR significantly reduced HMGB1 release in LPS-activated HUVECs via the SIRT1-mediated deacetylation of HMGB1. And, ZGR suppressed the production of TNF-α and IL-6 and the activation of NF-κB and ERK 1/2 by HMGB1. ZGR also inhibited HMGB1-mediated hyperpermeability and leukocyte migration in mice. In addition, treatment with ZGR reduced the CLP-induced release of HMGB1, sepsis-related mortality, and tissue injury in vivo. Our results indicated that ZGR might be useful in the treatment of sepsis by targeting HMGB1.
[Mh] Termos MeSH primário: Anti-Inflamatórios/farmacologia
Células Endoteliais/efeitos dos fármacos
Guaiacol/análogos & derivados
Proteína HMGB1/metabolismo
Lesão Pulmonar/prevenção & controle
Sepse/tratamento farmacológico
[Mh] Termos MeSH secundário: Acetilação
Animais
Permeabilidade Capilar/efeitos dos fármacos
Moléculas de Adesão Celular/metabolismo
Células Cultivadas
Técnicas de Cocultura
Citocinas/metabolismo
Modelos Animais de Doenças
Relação Dose-Resposta a Droga
Células Endoteliais/metabolismo
Endotoxinas/farmacologia
Guaiacol/farmacologia
Células Endoteliais da Veia Umbilical Humana/efeitos dos fármacos
Células Endoteliais da Veia Umbilical Humana/metabolismo
Seres Humanos
Mediadores da Inflamação/metabolismo
Lesão Pulmonar/metabolismo
Lesão Pulmonar/patologia
Masculino
Camundongos Endogâmicos C57BL
Neutrófilos/efeitos dos fármacos
Neutrófilos/metabolismo
Sepse/metabolismo
Sepse/microbiologia
Transdução de Sinais/efeitos dos fármacos
Sirtuína 1/metabolismo
Fatores de Tempo
Migração Transendotelial e Transepitelial/efeitos dos fármacos
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Anti-Inflammatory Agents); 0 (Cell Adhesion Molecules); 0 (Cytokines); 0 (Endotoxins); 0 (HMGB1 Protein); 0 (HMGB1 protein, human); 0 (HMGB1 protein, mouse); 0 (Inflammation Mediators); 4MMW850892 (zingerone); 67924-63-4 (endotoxin, Escherichia coli); 6JKA7MAH9C (Guaiacol); EC 3.5.1.- (SIRT1 protein, human); EC 3.5.1.- (Sirtuin 1)
[Em] Mês de entrada:1707
[Cu] Atualização por classe:170731
[Lr] Data última revisão:
170731
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170615
[St] Status:MEDLINE


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[PMID]:28603981
[Au] Autor:Hsieh CH; Huang X; Amaya JA; Rutland CD; Keys CL; Groves JT; Austin RN; Makris TM
[Ad] Endereço:Department of Chemistry and Biochemistry, University of South Carolina , Columbia, South Carolina 29208, United States.
[Ti] Título:The Enigmatic P450 Decarboxylase OleT Is Capable of, but Evolved To Frustrate, Oxygen Rebound Chemistry.
[So] Source:Biochemistry;56(26):3347-3357, 2017 Jul 05.
[Is] ISSN:1520-4995
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:OleT is a cytochrome P450 enzyme that catalyzes the removal of carbon dioxide from variable chain length fatty acids to form 1-alkenes. In this work, we examine the binding and metabolic profile of OleT with shorter chain length (n ≤ 12) fatty acids that can form liquid transportation fuels. Transient kinetics and product analyses confirm that OleT capably activates hydrogen peroxide with shorter substrates to form the high-valent intermediate Compound I and largely performs C-C bond scission. However, the enzyme also produces fatty alcohol side products using the high-valent iron oxo chemistry commonly associated with insertion of oxygen into hydrocarbons. When presented with a short chain fatty acid that can initiate the formation of Compound I, OleT oxidizes the diagnostic probe molecules norcarane and methylcyclopropane in a manner that is reminiscent of reactions of many CYP hydroxylases with radical clock substrates. These data are consistent with a decarboxylation mechanism in which Compound I abstracts a substrate hydrogen atom in the initial step. Positioning of the incipient substrate radical is a crucial element in controlling the efficiency of activated OH rebound.
[Mh] Termos MeSH primário: Proteínas de Bactérias/metabolismo
Caproatos/metabolismo
Caprilatos/metabolismo
Sistema Enzimático do Citocromo P-450/metabolismo
Ácidos Decanoicos/metabolismo
Ácidos Láuricos/metabolismo
Micrococcus/enzimologia
Modelos Moleculares
[Mh] Termos MeSH secundário: Proteínas de Bactérias/química
Proteínas de Bactérias/genética
Biocatálise
Biocombustíveis/análise
Caprilatos/química
Carboxiliases/química
Carboxiliases/genética
Carboxiliases/metabolismo
Domínio Catalítico
Ciclopropanos/química
Ciclopropanos/metabolismo
Sistema Enzimático do Citocromo P-450/química
Sistema Enzimático do Citocromo P-450/genética
Ácidos Decanoicos/química
Descarboxilação
Guaiacol/metabolismo
Peróxido de Hidrogênio/química
Peróxido de Hidrogênio/metabolismo
Ácidos Láuricos/química
Conformação Molecular
Oxirredução
Especificidade por Substrato
Terpenos/química
Terpenos/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Bacterial Proteins); 0 (Biofuels); 0 (Caproates); 0 (Caprylates); 0 (Cyclopropanes); 0 (Decanoic Acids); 0 (Lauric Acids); 0 (Terpenes); 1F8SN134MX (hexanoic acid); 4G9EDB6V73 (decanoic acid); 594-11-6 (1-methylcyclopropane); 6JKA7MAH9C (Guaiacol); 9035-51-2 (Cytochrome P-450 Enzyme System); BBX060AN9V (Hydrogen Peroxide); EC 4.1.1.- (Carboxy-Lyases); OBL58JN025 (octanoic acid); ZGC3T0R48Q (norcarane)
[Em] Mês de entrada:1707
[Cu] Atualização por classe:171029
[Lr] Data última revisão:
171029
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170613
[St] Status:MEDLINE
[do] DOI:10.1021/acs.biochem.7b00338


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[PMID]:28490144
[Au] Autor:Schranz M; Lorber K; Klos K; Kerschbaumer J; Buettner A
[Ad] Endereço:Professorship of Aroma Research, Department of Chemistry and Pharmacy, Emil Fischer Center, Friedrich-Alexander-Universität Erlangen-Nürnberg (FAU), Henkestr. 9, 91054 Erlangen, Germany. Electronic address: maria.schranz@fau.de.
[Ti] Título:Influence of the chemical structure on the odor qualities and odor thresholds of guaiacol-derived odorants, Part 1: Alkylated, alkenylated and methoxylated derivatives.
[So] Source:Food Chem;232:808-819, 2017 Oct 01.
[Is] ISSN:0308-8146
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Guaiacol and its derivatives are commonly found in nature and are known for their characteristic smoky, clove-like and vanilla-like smells. However, there is no systematic investigation of the smell properties of structurally related guaiacol derivatives. In order to establish a comprehensive database on this olfactorily interesting substance class, odor thresholds in air and odor qualities of guaiacol and its alkylated, alkenylated, and methoxylated derivatives were determined by means of gas chromatography-olfactometry. All compounds elicited characteristic smoky/smoked ham-like, vanilla-like/sweet and/or clove-like smell impressions. The odor thresholds of the compounds were generally very low, ranging from 0.00018 to 111ng/L . The lowest thresholds were determined for 5-methoxyguaiacol and guaiacol, followed by 4-ethyl- and 4-vinylguaiacol. Some inter-individual differences in the threshold values between panelists were observed, with highest variation in the individual values of cis-6-propenyl-, trans-6-propenyl- and 3-vinylguaiacol. The smell impressions, on the other hand, were quite consistent.
[Mh] Termos MeSH primário: Guaiacol
Odorantes
[Mh] Termos MeSH secundário: Cromatografia Gasosa
Olfatometria
Olfato
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
6JKA7MAH9C (Guaiacol)
[Em] Mês de entrada:1708
[Cu] Atualização por classe:170809
[Lr] Data última revisão:
170809
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170512
[St] Status:MEDLINE


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[PMID]:28485213
[Au] Autor:Kitajima S; Imamura T; Iibushi J; Ikenaga M; Tachibana Y; Andoh N; Oyabu H; Hirooka K; Shiina T; Ishizaki Y
[Ad] Endereço:a Department of Applied Biology , Kyoto Institute of Technology , Kyoto , Japan.
[Ti] Título:Ferritin 2 domain-containing protein found in lacquer tree (Toxicodendron vernicifluum) sap has negative effects on laccase and peroxidase reactions.
[So] Source:Biosci Biotechnol Biochem;81(6):1165-1175, 2017 Jun.
[Is] ISSN:1347-6947
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Lacquer tree sap, a raw material of traditional paints in East Asia, is hardened through laccase-catalyzed oxidation and the following polymerization of phenolic compound urushiol. In the sap's water-insoluble fraction, we found two plantacyanins and a ferritin 2 domain-containing protein (TvFe2D, a homolog of Arabidopsis AT1G47980 and AT3G62730). The recombinant TvFe2D protein suppressed the accumulation of laccase-catalyzed oxidation products of a model substrate syringaldazine without decreasing oxygen consumption, the second substrate of laccase. The suppression was also observed when another substrate guaiacol or another oxidizing enzyme peroxidase was used. The functional domain of the suppression was the C-terminal half, downstream of the ferritin 2 domain. The results suggest that this protein may be involved in regulating the sap polymerization/hardening. We also discuss the possibility that homologous proteins of TvFe2D in other plants might be involved in the laccase- or peroxidase-mediated polymerization of phenolic compounds, such as lignin and flavonoids.
[Mh] Termos MeSH primário: Regulação da Expressão Gênica de Plantas
Lacase/metabolismo
Laca/análise
Metaloproteínas/metabolismo
Peroxidases/metabolismo
Proteínas de Plantas/metabolismo
Toxicodendron/metabolismo
[Mh] Termos MeSH secundário: Sequência de Aminoácidos
Biocatálise
Catecóis/metabolismo
Clonagem Molecular
Escherichia coli/genética
Escherichia coli/metabolismo
Ferritinas/química
Guaiacol/metabolismo
Hidrazonas/metabolismo
Cinética
Lacase/genética
Lignina/metabolismo
Metaloproteínas/genética
Oxirredução
Consumo de Oxigênio
Peroxidases/genética
Proteínas de Plantas/genética
Polimerização
Domínios Proteicos
Proteínas Recombinantes/genética
Proteínas Recombinantes/metabolismo
Alinhamento de Sequência
Homologia de Sequência de Aminoácidos
Especificidade por Substrato
Toxicodendron/química
Árvores
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Catechols); 0 (Hydrazones); 0 (Metalloproteins); 0 (Plant Proteins); 0 (Recombinant Proteins); 14414-32-5 (syringaldazine); 53237-59-5 (urushiol); 6JKA7MAH9C (Guaiacol); 9005-53-2 (Lignin); 9007-73-2 (Ferritins); EC 1.10.3.2 (Laccase); EC 1.11.1.- (Peroxidases)
[Em] Mês de entrada:1707
[Cu] Atualização por classe:170703
[Lr] Data última revisão:
170703
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170510
[St] Status:MEDLINE
[do] DOI:10.1080/09168451.2017.1289814



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