Base de dados : MEDLINE
Pesquisa : G02.607 [Categoria DeCS]
Referências encontradas : 2433 [refinar]
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  1 / 2433 MEDLINE  
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[PMID]:29311461
[Au] Autor:Nambu H
[Ad] Endereço:Graduate School of Medicine and Pharmaceutical Sciences, University of Toyama.
[Ti] Título:[Novel Methods for the Synthesis of Heterocycles Using Highly Reactive Spirocyclopropanes].
[So] Source:Yakugaku Zasshi;138(1):19-25, 2018.
[Is] ISSN:1347-5231
[Cp] País de publicação:Japan
[La] Idioma:jpn
[Ab] Resumo:This review describes our recent efforts to develop efficient methods for the synthesis of heterocyclic compounds, such as indoles and benzofurans, employing ring-opening cyclization of cyclohexane-1,3-dione-2-spirocyclopropanes, which were prepared by the reaction of 1,3-cyclohexanediones with sulfonium salts. Ring-opening cyclization of cyclohexane-1,3-dione-2-spirocyclopropanes with primary amines proceeded at room temperature to provide 2-substituted tetrahydroindol-4(5H)-ones in good to excellent yield. The obtained product was readily converted into a 2-substituted 4-hydroxyindole derivative. Furthermore, acid-catalyzed ring-opening cyclization of cyclohexane-1,3-dione-2-spirocyclopropanes proceeded smoothly at room temperature to provide 2-substituted tetrahydrobenzofuran-4(2H)-ones in excellent yield. The obtained product was converted into a 2-substituted 4-hydroxybenzofuran derivative. The synthetic utility of this catalytic protocol was demonstrated by the total synthesis of cuspidan B.
[Mh] Termos MeSH primário: Química Orgânica/métodos
Compostos Heterocíclicos/síntese química
[Mh] Termos MeSH secundário: Aminas/química
Benzofuranos/síntese química
Catálise
Ciclização
Cicloexanos/síntese química
Cicloexanonas/química
Ciclopropanos/síntese química
Indóis/síntese química
Fenômenos de Química Orgânica
Alimentos de Soja
Estilbenos/síntese química
Compostos de Sulfônio/química
[Pt] Tipo de publicação:JOURNAL ARTICLE; REVIEW
[Nm] Nome de substância:
0 (Amines); 0 (Benzofurans); 0 (Cyclohexanes); 0 (Cyclohexanones); 0 (Cyclopropanes); 0 (Heterocyclic Compounds); 0 (Indoles); 0 (Stilbenes); 0 (Sulfonium Compounds); 0 (cuspidan B); 6UK3D2BXJT (1,3-cyclohexanedione)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180226
[Lr] Data última revisão:
180226
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:180110
[St] Status:MEDLINE
[do] DOI:10.1248/yakushi.17-00188


  2 / 2433 MEDLINE  
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[PMID]:29311462
[Au] Autor:Takagi A
[Ad] Endereço:Graduate School of Pharmaceutical Sciences, Osaka University.
[Ti] Título:[Development of Efficient Methods for Benzyne Generation].
[So] Source:Yakugaku Zasshi;138(1):27-35, 2018.
[Is] ISSN:1347-5231
[Cp] País de publicação:Japan
[La] Idioma:jpn
[Ab] Resumo:2-[(Neopentyl glycolato)boryl]phenyl triflates, readily synthesized from 2-iodophenol derivatives via halogen-magnesium exchange or Miyaura borylation, were developed as new benzyne precursors. Benzynes were generated under fluoride-ion-mediated conditions and reacted immediately with various arynophiles. Herein, we describe the generation of benzynes having reactive functional groups, such as methoxycarbonyl, acetyl, bromo, and amino groups, as well as their [4+2], (3+2), and [2+2] cycloaddition reactions which produce corresponding benzo-fused compounds.
[Mh] Termos MeSH primário: Derivados de Benzeno/síntese química
Química Orgânica/métodos
[Mh] Termos MeSH secundário: Reação de Cicloadição
Fluoretos
Halogênios/química
Iodobenzenos/química
Íons
Magnésio/química
Fenômenos de Química Orgânica
[Pt] Tipo de publicação:JOURNAL ARTICLE; REVIEW
[Nm] Nome de substância:
0 (Benzene Derivatives); 0 (Halogens); 0 (Iodobenzenes); 0 (Ions); 0 (benzyne); F27L34A8B9 (2-iodophenol); I38ZP9992A (Magnesium); Q80VPU408O (Fluorides)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180226
[Lr] Data última revisão:
180226
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:180110
[St] Status:MEDLINE
[do] DOI:10.1248/yakushi.17-00157


  3 / 2433 MEDLINE  
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[PMID]:28470628
[Au] Autor:Zhou Y; Liu K; Zhang J; Chu J; He B
[Ad] Endereço:College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, Nanjing, China.
[Ti] Título:Mg -induced stabilization of ß-galactosidase from Bacillus megaterium and its application in the galactosylation of natural products.
[So] Source:Biotechnol Lett;39(8):1175-1181, 2017 Aug.
[Is] ISSN:1573-6776
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:OBJECTIVE: To improve the stability of ß-galactosidase from Bacillus megaterium YZ08 (BMG) in aqueous hydrophilic solvents and promote its application in the galactosylation of natural products. RESULTS: The addition of 5 mM Mg significantly enhanced the stability of BMG in aqueous hydrophilic solvents, and the half-lives of BMG in these solutions reached 56 min to 208 h, while they were only 7 min to 5.9 h without addition of Mg . Studies on the kinetic parameters in buffer solution and 30% dimethyl sulfoxide (DMSO) indicated that the affinity of BMG to 2-nitrophenyl-ß-D-galactopyranoside and its catalytic efficiency (κ /K ) increased with the addition of Mg . Furthermore, the addition of Mg facilitated galactosylation reactions in 30% DMSO and increased product conversions by 24-41% due to the reversal of the thermodynamic equilibrium of hydrolysis. CONCLUSION: A convenient approach was established to improve the stability of BMG in aqueous hydrophilic solvents.
[Mh] Termos MeSH primário: Proteínas de Bactérias/química
Produtos Biológicos/metabolismo
Magnésio/química
beta-Galactosidase/química
[Mh] Termos MeSH secundário: Bacillus megaterium
Proteínas de Bactérias/metabolismo
Produtos Biológicos/química
Dimetil Sulfóxido/química
Estabilidade Enzimática
Temperatura Alta
Fenômenos de Química Orgânica
beta-Galactosidase/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Bacterial Proteins); 0 (Biological Products); EC 3.2.1.23 (beta-Galactosidase); I38ZP9992A (Magnesium); YOW8V9698H (Dimethyl Sulfoxide)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180202
[Lr] Data última revisão:
180202
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170505
[St] Status:MEDLINE
[do] DOI:10.1007/s10529-017-2344-z


  4 / 2433 MEDLINE  
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[PMID]:29199259
[Au] Autor:Nakao M
[Ad] Endereço:Graduate School of Pharmaceutical Sciences, Tokushima University.
[Ti] Título:[Development of Novel Functional Molecules Based on the Molecular Structure Characteristics of Diketopiperazines].
[So] Source:Yakugaku Zasshi;137(12):1505-1516, 2017.
[Is] ISSN:1347-5231
[Cp] País de publicação:Japan
[La] Idioma:jpn
[Ab] Resumo:This article focuses on our investigation of the molecular structure characteristics of diketopiperazines (DKPs), and application of these findings to the development of novel functional molecules. DKPs bearing a benzyl moiety are known to adopt a folded conformation, in which the benzyl moiety is folded over the DKP ring. In order to investigate the driving force behind the folded conformation, we synthesized DKPs bearing a benzyl moiety with different para-substituents, and demonstrated that the folded conformation likely arose from intramolecular CH/π interactions, based on the electronic effects of para-substituents on the benzyl group in H NMR spectroscopy. On the other hand, N4-methylation of DKPs bearing a benzyl moiety was found to change their folded conformation to an extended conformation, based on single crystal X-ray crystallography and H NMR spectroscopy analysis. Next, we attempted to synthesize both hydroxamate-type siderophores containing the DKP ring: rhodotorulic acid and erythrochelin. Facile synthesis of rhodotorulic acid and its N,N'-dimethylated derivative was achieved by microwave-assisted cyclization of the corresponding dipeptide precursors. Interestingly, N,N'-dimethylated rhodotorulic acid was found to be more soluble in various organic solvents than rhodotorulic acid. Moreover, erythrochelin was synthesized for the first time, and its metal-chelating ability with not only Fe(III) but also Mg(II) was confirmed based on electrospray ionization mass spectrometry (ESI-MS) analysis. Finally, we synthesized DKPs bearing a primary amino group, and found that they could catalyze the asymmetric aldol reaction between hydroxyacetone and p-nitrobenzaldehyde.
[Mh] Termos MeSH primário: Dicetopiperazinas/química
Dicetopiperazinas/síntese química
Conformação Molecular
[Mh] Termos MeSH secundário: Aldeídos/química
Catálise
Quelantes
Cristalografia por Raios X
Ciclização
Espectroscopia de Ressonância Magnética
Metilação
Micro-Ondas
Oligopeptídeos/síntese química
Fenômenos de Química Orgânica
Piperazinas/síntese química
Solventes
Espectrometria de Massas por Ionização por Electrospray
[Pt] Tipo de publicação:JOURNAL ARTICLE; REVIEW
[Nm] Nome de substância:
0 (Aldehydes); 0 (Chelating Agents); 0 (Diketopiperazines); 0 (Oligopeptides); 0 (Piperazines); 0 (Solvents); 0 (erythrochelin); 61F3VBQ4G5 (rhodotorulic acid); 8C6G962B53 (3-hydroxybutanal)
[Em] Mês de entrada:1801
[Cu] Atualização por classe:180112
[Lr] Data última revisão:
180112
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171205
[St] Status:MEDLINE
[do] DOI:10.1248/yakushi.17-00176


  5 / 2433 MEDLINE  
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[PMID]:28626134
[Au] Autor:Tsuchida S; Tenma A; Hamaue N; Murai T; Yoshimura T; Aoki T; Kurosawa T
[Ad] Endereço:Department of Molecular Biosciences, School of Pharmaceutical Sciences, Health Sciences University of Hokkaido.
[Ti] Título:Synthesis and Detection by HPLC of 3-Oxohexadecanoyl-CoA for the Study of Peroxisomal Bifunctional Proteins.
[So] Source:J Oleo Sci;66(7):745-751, 2017 Jul 01.
[Is] ISSN:1347-3352
[Cp] País de publicação:Japan
[La] Idioma:eng
[Ab] Resumo:3-oxohexadecanoyl-CoA was synthesized for the study of D-bifunctional protein (EC 4. 2. 1. 107, EC 4. 2. 1. 119, EC 1. 1. 1. n12) and L-bifunctional protein (EC 4. 2. 1. 17, EC 5. 3. 3. 8, EC 1. 1. 1. 35). First, tetradecanal was subjected to the Reformatsky reaction with ethyl bromoacetate, and the product was then converted into ethyl 3-oxohexadecanoate. After acetalization of the 3-oxo ester with ethylene glycol, 3,3-ethlenedioxyhexadecanoic acid was obtained by alkaline hydrolysis. The acid was condensed with coenzyme A (CoA) by the mixed anhydride method, and the resulting CoA ester was deprotected with 4 M HCl to obtain 3-oxohexadecanoyl-CoA. In addition, the behavior of the CoA ester under several conditions of high-performance liquid chromatography (HPLC) was also investigated. We established separation detection of (R)-3-hydroxyhexadecanoyl-CoA, (S)-3-hydroxyhexadecaboyl-CoA, 3-oxohexadecanoyl-CoA, and trans-2-hexadecenoyl-CoA.
[Mh] Termos MeSH primário: Acil Coenzima A/síntese química
Cromatografia Líquida de Alta Pressão
Proteína Multifuncional do Peroxissomo-2
[Mh] Termos MeSH secundário: Acetatos/química
Acil Coenzima A/isolamento & purificação
Aldeídos/química
Etilenoglicol/química
Hidrólise
Fenômenos de Química Orgânica
Oxirredução
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (2-hexadecenoyl-coenzyme A); 0 (Acetates); 0 (Acyl Coenzyme A); 0 (Aldehydes); 35106-50-4 (3-hydroxyhexadecanoyl-coenzyme A); 44AJ2LT15N (tetradecanal); 68-10-0 (bromoacetate); EC 4.2.1.107 (Peroxisomal Multifunctional Protein-2); EC 4.2.1.119 (HSD17B4 protein, human); FC72KVT52F (Ethylene Glycol)
[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:170620
[St] Status:MEDLINE
[do] DOI:10.5650/jos.ess16239


  6 / 2433 MEDLINE  
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[PMID]:28381768
[Au] Autor:Shibuya H; Nakago T; Inoue S; Hoshino Y; Honda K
[Ad] Endereço:Graduate School of Environment and Information Sciences, Yokohama National University.
[Ti] Título:Tandem Brook Rearrangement/Silicon Polonovski Reaction via Oxidative Generation of Ammonium Ylides.
[So] Source:J Oleo Sci;66(8):833-842, 2017 Aug 01.
[Is] ISSN:1347-3352
[Cp] País de publicação:Japan
[La] Idioma:eng
[Ab] Resumo:A tandem Brook rearrangement/silicon Polonovski reaction has been achieved by in situ generation of ammonium ylides via the oxidation of α-silyl-tertiary amines. Furthermore, we found that the oxidation of N-(1-cyano-1-silyl)methyl-tertiary amines with peracids induced the tandem Brook rearrangement/silicon Polonovski reaction/fragmentation to give formamide derivatives in moderate yields.
[Mh] Termos MeSH primário: Aminas/química
Compostos de Amônio/síntese química
Formamidas/síntese química
Silício/química
[Mh] Termos MeSH secundário: Remoção de Radical Alquila
Fenômenos de Química Orgânica
Oxirredução
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Amines); 0 (Ammonium Compounds); 0 (Formamides); 4781T907ZS (formamide); Z4152N8IUI (Silicon)
[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:170407
[St] Status:MEDLINE
[do] DOI:10.5650/jos.ess16022


  7 / 2433 MEDLINE  
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[PMID]:28282905
[Au] Autor:Tanaka H; Hamaya Y; Kotsuki H
[Ad] Endereço:Oceanography Section, Science Research Center, Kochi University, Otsu, Nankoku-shi, Kochi 783-8502, Japan. htanaka@kochi-u.ac.jp.
[Ti] Título:A Direct Method for ß-Selective Glycosylation with an N-Acetylglucosamine Donor Armed by a 4-O-TBDMS Protecting Group.
[So] Source:Molecules;22(3), 2017 Mar 08.
[Is] ISSN:1420-3049
[Cp] País de publicação:Switzerland
[La] Idioma:eng
[Ab] Resumo:A new direct method for ß-selective glycosylation with an -acetylglucosamine (GlcNAc) donor was developed. This substrate, which can be readily prepared from commercially available GlcNAc in two steps, contains a 4- - -butyldimethylsilyl (TBDMS) protecting group as a key component. We found that this functionality could have a favorable effect on the reactivity of the GlcNAc donor. Glycosylation with the armed donor using primary alcohols in the presence of a catalytic amount of trimethylsilyl trifluoromethanesulfonate (TMSOTf) in 1,2-dichloroethane smoothly gave the desired coupling products in good yields with complete ß-selectivity, while sterically hindered acceptors were less efficient.
[Mh] Termos MeSH primário: Acetilglucosamina/química
[Mh] Termos MeSH secundário: Glicosilação
Fenômenos de Química Orgânica
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
V956696549 (Acetylglucosamine)
[Em] Mês de entrada:1705
[Cu] Atualização por classe:170518
[Lr] Data última revisão:
170518
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170312
[St] Status:MEDLINE


  8 / 2433 MEDLINE  
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[PMID]:28257120
[Au] Autor:Lenardão EJ; Borges EL; Stach G; Soares LK; Alves D; Schumacher RF; Bagnoli L; Marini F; Perin G
[Ad] Endereço:Laboratório de Síntese Orgânica Limpa (LASOL), Centrop de Ciências Químicas, Farmacêuticas e de Alimentos (CCQFA), Universidade Federal de Pelotas (UFPel), P.O. Box 354, 96010-900 Pelotas, RS, Brazil. lenardao@ufpel.edu.br.
[Ti] Título:Glycerol as Precursor of Organoselanyl and Organotellanyl Alkynes.
[So] Source:Molecules;22(3), 2017 Mar 02.
[Is] ISSN:1420-3049
[Cp] País de publicação:Switzerland
[La] Idioma:eng
[Ab] Resumo:Herein we describe the synthesis of organoselanyl and organotellanyl alkynes by the addition of lithium alkynylchalcogenolate (Se and Te) to tosyl solketal, easily obtained from glycerol. The alkynylchalcogenolate anions were generated in situ and added to tosyl solketal in short reaction times, furnishing in all cases the respective products of substitution in good yields. Some of the prepared compounds were deprotected using an acidic resin to afford new water-soluble 3-organotellanylpropane-1,2-diols. The synthetic versatility of the new chalcogenyl alkynes was demonstrated in the iodocyclization of 2,2-dimethyl-1,3-dioxolanylmethyl(2-methoxyphenylethynyl)selane , which afforded 3-iodo-2-(2,2-dimethyl-1,3-dioxolanylmethyl) selenanylbenzo[ ]furan in 85% yield, opening a new way to access water-soluble Se-functionalized benzo[ ]furanes.
[Mh] Termos MeSH primário: Alquinos/química
Glicerol/química
Compostos Organometálicos/química
Compostos Organosselênicos/química
[Mh] Termos MeSH secundário: Química Orgânica
Fenômenos de Química Orgânica
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Alkynes); 0 (Organometallic Compounds); 0 (Organoselenium Compounds); PDC6A3C0OX (Glycerol)
[Em] Mês de entrada:1705
[Cu] Atualização por classe:170518
[Lr] Data última revisão:
170518
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170304
[St] Status:MEDLINE


  9 / 2433 MEDLINE  
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[PMID]:28250322
[Au] Autor:Itoh Y; Suzuki T
[Ad] Endereço:Graduate School of Medical Science, Kyoto Prefectural University of Medicine.
[Ti] Título:"Drug" Discovery with the Help of Organic Chemistry.
[So] Source:Yakugaku Zasshi;137(3):283-292, 2017.
[Is] ISSN:1347-5231
[Cp] País de publicação:Japan
[La] Idioma:jpn
[Ab] Resumo:The first step in "drug" discovery is to find compounds binding to a potential drug target. In modern medicinal chemistry, the screening of a chemical library, structure-based drug design, and ligand-based drug design, or a combination of these methods, are generally used for identifying the desired compounds. However, they do not necessarily lead to success and there is no infallible method for drug discovery. Therefore, it is important to explore medicinal chemistry based on not only the conventional methods but also new ideas. So far, we have found various compounds as drug candidates. In these studies, some strategies based on organic chemistry have allowed us to find drug candidates, through 1) construction of a focused library using organic reactions and 2) rational design of enzyme inhibitors based on chemical reactions catalyzed by the target enzyme. Medicinal chemistry based on organic chemical reactions could be expected to supplement the conventional methods. In this review, we present drug discovery with the help of organic chemistry showing examples of our explorative studies on histone deacetylase inhibitors and lysine-specific demethylase 1 inhibitors.
[Mh] Termos MeSH primário: Química Orgânica
Descoberta de Drogas/métodos
Descoberta de Drogas/tendências
[Mh] Termos MeSH secundário: Inibidores Enzimáticos
Inibidores de Histona Desacetilases
Histona Desmetilases/antagonistas & inibidores
Fenômenos de Química Orgânica
[Pt] Tipo de publicação:JOURNAL ARTICLE; REVIEW
[Nm] Nome de substância:
0 (Enzyme Inhibitors); 0 (Histone Deacetylase Inhibitors); EC 1.14.11.- (Histone Demethylases); EC 1.5.- (KDM1A protein, human)
[Em] Mês de entrada:1705
[Cu] Atualização por classe:171016
[Lr] Data última revisão:
171016
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170303
[St] Status:MEDLINE
[do] DOI:10.1248/yakushi.16-00231-1


  10 / 2433 MEDLINE  
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[PMID]:28208825
[Au] Autor:Han YF; Yuan YX; Wang HB
[Ad] Endereço:Key Laboratory of Optoelectronic Chemical Materials and Devices of Ministry of Education, School of Chemical and Environmental Engineering, Jianghan University, Wuhan 430056, Hubei, China. 15200828166@163.com.
[Ti] Título:Porous Hydrogen-Bonded Organic Frameworks.
[So] Source:Molecules;22(2), 2017 Feb 13.
[Is] ISSN:1420-3049
[Cp] País de publicação:Switzerland
[La] Idioma:eng
[Ab] Resumo:Ordered porous solid-state architectures constructed via non-covalent supramolecular self-assembly have attracted increasing interest due to their unique advantages and potential applications. Porous metal-coordination organic frameworks (MOFs) are generated by the assembly of metal coordination centers and organic linkers. Compared to MOFs, porous hydrogen-bonded organic frameworks (HOFs) are readily purified and recovered via simple recrystallization. However, due to lacking of sufficiently ability to orientate self-aggregation of building motifs in predictable manners, rational design and preparation of porous HOFs are still challenging. Herein, we summarize recent developments about porous HOFs and attempt to gain deeper insights into the design strategies of basic building motifs.
[Mh] Termos MeSH primário: Química Orgânica
Ligações de Hidrogênio
Hidrogênio/química
Fenômenos de Química Orgânica
[Mh] Termos MeSH secundário: Modelos Químicos
Modelos Moleculares
[Pt] Tipo de publicação:JOURNAL ARTICLE; REVIEW
[Nm] Nome de substância:
7YNJ3PO35Z (Hydrogen)
[Em] Mês de entrada:1705
[Cu] Atualização por classe:170509
[Lr] Data última revisão:
170509
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170218
[St] Status:MEDLINE



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