Base de dados : MEDLINE
Pesquisa : G02.111.180 [Categoria DeCS]
Referências encontradas : 13133 [refinar]
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  1 / 13133 MEDLINE  
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[PMID]:29318298
[Au] Autor:Jukic M; Grabrijan K; Kadic S; Lera Garrido FJ; Sosic I; Gobec S; Obreza A
[Ti] Título:Chlorocarbonylsulfenyl Chloride Cyclizations Towards Piperidin-3-yl-oxathiazol-2-ones as Potential Covalent Inhibitors of Threonine Proteases.
[So] Source:Acta Chim Slov;64(4):771-781, 2017 Dec.
[Is] ISSN:1318-0207
[Cp] País de publicação:Slovenia
[La] Idioma:eng
[Ab] Resumo:Using rescaffolding approach, we designed piperidine compounds decorated with an electrophilic oxathiazol-2-one moiety that is known to confer selectivity towards threonine proteases. Our efforts to prepare products according to the published procedures were not successful. Furthermore we identified major side products containing nitrile functional group, resulting from carboxamide dehydration. We systematically optimized reaction conditions towards our desired products to identify heating of carboxamides with chlorocarbonylsulfenyl chloride and sodium carbonate as base in dioxane at 100 °C. Our efforts culminated in the preparation of a small series of piperidin-3-yl-oxathiazol-2-ones that are suitable for further biological evaluation.
[Mh] Termos MeSH primário: Piperidinas/química
Inibidores de Proteases/síntese química
Tiazóis/química
Treonina/metabolismo
[Mh] Termos MeSH secundário: Ciclização
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Piperidines); 0 (Protease Inhibitors); 0 (Thiazoles); 2ZD004190S (Threonine)
[Em] Mês de entrada:1803
[Cu] Atualização por classe:180306
[Lr] Data última revisão:
180306
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:180111
[St] Status:MEDLINE


  2 / 13133 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


  3 / 13133 MEDLINE  
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[PMID]:28748237
[Au] Autor:Suzuki J; Miyano N; Yashiro S; Umezawa T; Matsuda F
[Ad] Endereço:Graduate School of Environmental Science, Hokkaido University, N10 W5, Sapporo 060-0810, Japan. umezawa@ees.hokudai.ac.jp fmatsuda@ees.hokudai.ac.jp.
[Ti] Título:Total synthesis of (-)-kainic acid and (+)-allo-kainic acid through SmI -mediated intramolecular coupling between allyl chloride and an α,ß-unsaturated ester.
[So] Source:Org Biomol Chem;15(31):6557-6566, 2017 Aug 09.
[Is] ISSN:1477-0539
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:A 3,4-disubstituted pyrrolidine ring was effectively cyclized through SmI -mediated reductive coupling between allyl chloride and an α,ß-unsaturated ester, although little has been reported about SmI -promoted C-C bond formation of an allyl chloride with an α,ß-unsaturated ester. Selection of either the 3,4-cis- or 3,4-trans-selective cyclization can be accomplished simply by changing the additives from NiI to HMPA during reductive cyclization conducted in H O-THF. Total synthesis of (-)-kainic acid and (+)-allo-kainic acid, which are pyrrolidine alkaloids used in neuroscience and neuropharmacology as useful molecular probes, was successfully achieved by using the stereo-complementary ring closure reactions promoted by SmI for the construction of the 2,3,4-trisubsituted pyrrolidine scaffold of kainoids.
[Mh] Termos MeSH primário: Compostos Alílicos/química
Iodetos/química
Ácido Caínico/análogos & derivados
Ácido Caínico/síntese química
Samário/química
[Mh] Termos MeSH secundário: Compostos Alílicos/síntese química
Ciclização
Ésteres/síntese química
Ésteres/química
Iodetos/síntese química
Oxirredução
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Allyl Compounds); 0 (Esters); 0 (Iodides); 0 (samarium diiodide); 42OD65L39F (Samarium); SIV03811UC (Kainic Acid); V2RFT0R50S (allyl chloride)
[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:170728
[St] Status:MEDLINE
[do] DOI:10.1039/c7ob01427a


  4 / 13133 MEDLINE  
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[PMID]:27779269
[Au] Autor:Liu Y; Zhou CJ; Li Q; Wang H
[Ad] Endereço:School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006, China.
[Ti] Título:Total synthesis of (±)-ganocins B and C.
[So] Source:Org Biomol Chem;14(44):10362-10365, 2016 Nov 08.
[Is] ISSN:1477-0539
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:The first total synthesis of structurally unique polycyclic phenolic meroterpenoids, ganocins B and C is reported. The synthesis features gold-catalyzed intramolecular cascade cyclization to construct the C/D ring bearing an angular methyl group, diastereoselective Michael addition, and acid-mediated one-pot Robinson cyclization/deprotection/isomerization.
[Mh] Termos MeSH primário: Terpenos/química
Terpenos/síntese química
[Mh] Termos MeSH secundário: Catálise
Técnicas de Química Sintética
Ciclização
Estereoisomerismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Terpenes)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180206
[Lr] Data última revisão:
180206
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:161026
[St] Status:MEDLINE


  5 / 13133 MEDLINE  
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[PMID]:28463490
[Au] Autor:Tomita T; Kim SY; Teramoto K; Meguro A; Ozaki T; Yoshida A; Motoyoshi Y; Mori N; Ishigami K; Watanabe H; Nishiyama M; Kuzuyama T
[Ti] Título:Structural Insights into the CotB2-Catalyzed Cyclization of Geranylgeranyl Diphosphate to the Diterpene Cyclooctat-9-en-7-ol.
[So] Source:ACS Chem Biol;12(6):1621-1628, 2017 06 16.
[Is] ISSN:1554-8937
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:The diterpene cyclase CotB2 catalyzes the cyclization of geranylgeranyl diphosphate (GGPP) to the tricyclic cyclooctat-9-en-7-ol, which is characterized by a 5-8-5-fused ring skeleton. We have previously proposed a cyclization cascade involving a unique carbon-carbon bond rearrangement combined with multiple hydride shifts, all occurring at a single active site. Here, we report the first high-resolution X-ray crystal structure of CotB2 with bound substrate analog geranylgeranyl thiodiphosphate (GGSPP). In the GGSPP-bound form, GGSPP folds into a unique S-shaped conformation that probably reflects the substrate-bound state prior to ionization of the substrate GGPP. The folded framework of GGSPP is surrounded by hydrophobic residues and several aromatic and asparagine residues that are well-positioned to stabilize a series of reactive carbocation intermediates through a combination of cation-π and dipole charge interactions. The combined crystal structures and mutagenesis-based biochemical assays provide a structural basis for exquisite control of ring formation and stereochemistry during CotB2 catalysis.
[Mh] Termos MeSH primário: Proteínas de Bactérias/metabolismo
Biocatálise
Diterpenos/química
Oxirredutases Intramoleculares/metabolismo
Fosfatos de Poli-Isoprenil/química
[Mh] Termos MeSH secundário: Proteínas de Bactérias/química
Cristalografia por Raios X
Ciclização
Ciclo-Octanos/química
Ciclo-Octanos/metabolismo
Enzimas/química
Enzimas/metabolismo
Mutagênese Sítio-Dirigida
Streptomyces/enzimologia
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Bacterial Proteins); 0 (Cyclooctanes); 0 (Diterpenes); 0 (Enzymes); 0 (Polyisoprenyl Phosphates); EC 5.3.- (Intramolecular Oxidoreductases); N21T0D88LX (geranylgeranyl pyrophosphate)
[Em] Mês de entrada:1709
[Cu] Atualização por classe:180201
[Lr] Data última revisão:
180201
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170503
[St] Status:MEDLINE
[do] DOI:10.1021/acschembio.7b00154


  6 / 13133 MEDLINE  
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[PMID]:29281679
[Au] Autor:Loeschcke A; Dienst D; Wewer V; Hage-Hülsmann J; Dietsch M; Kranz-Finger S; Hüren V; Metzger S; Urlacher VB; Gigolashvili T; Kopriva S; Axmann IM; Drepper T; Jaeger KE
[Ad] Endereço:Institute of Molecular Enzyme Technology, Heinrich Heine University Düsseldorf, Forschungszentrum Jülich, Jülich, Germany.
[Ti] Título:The photosynthetic bacteria Rhodobacter capsulatus and Synechocystis sp. PCC 6803 as new hosts for cyclic plant triterpene biosynthesis.
[So] Source:PLoS One;12(12):e0189816, 2017.
[Is] ISSN:1932-6203
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Cyclic triterpenes constitute one of the most diverse groups of plant natural products. Besides the intriguing biochemistry of their biosynthetic pathways, plant triterpenes exhibit versatile bioactivities, including antimicrobial effects against plant and human pathogens. While prokaryotes have been extensively used for the heterologous production of other classes of terpenes, the synthesis of cyclic triterpenes, which inherently includes the two-step catalytic formation of the universal linear precursor 2,3-oxidosqualene, is still a major challenge. We thus explored the suitability of the metabolically versatile photosynthetic α-proteobacterium Rhodobacter capsulatus SB1003 and cyanobacterium Synechocystis sp. PCC 6803 as alternative hosts for biosynthesis of cyclic plant triterpenes. Therefore, 2,3-oxidosqualene production was implemented and subsequently combined with different cyclization reactions catalyzed by the representative oxidosqualene cyclases CAS1 (cycloartenol synthase), LUP1 (lupeol synthase), THAS1 (thalianol synthase) and MRN1 (marneral synthase) derived from model plant Arabidopsis thaliana. While successful accumulation of 2,3-oxidosqualene could be detected by LC-MS analysis in both hosts, cyclase expression resulted in differential production profiles. CAS1 catalyzed conversion to only cycloartenol, but expression of LUP1 yielded lupeol and a triterpenoid matching an oxidation product of lupeol, in both hosts. In contrast, THAS1 expression did not lead to cyclic product formation in either host, whereas MRN1-dependent production of marnerol and hydroxymarnerol was observed in Synechocystis but not in R. capsulatus. Our findings thus indicate that 2,3-oxidosqualene cyclization in heterologous phototrophic bacteria is basically feasible but efficient conversion depends on both the respective cyclase enzyme and individual host properties. Therefore, photosynthetic α-proteo- and cyanobacteria are promising alternative candidates for providing new bacterial access to the broad class of triterpenes for biotechnological applications.
[Mh] Termos MeSH primário: Rhodobacter capsulatus/metabolismo
Synechocystis/metabolismo
Triterpenos/metabolismo
[Mh] Termos MeSH secundário: Ciclização
Regulação Bacteriana da Expressão Gênica
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Triterpenes)
[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:171228
[St] Status:MEDLINE
[do] DOI:10.1371/journal.pone.0189816


  7 / 13133 MEDLINE  
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[PMID]:28471522
[Au] Autor:Chen SY; Li Q; Liu XG; Wu JQ; Zhang SS; Wang H
[Ad] Endereço:School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006, P. R. China.
[Ti] Título:Polycyclization Enabled by Relay Catalysis: One-Pot Manganese-Catalyzed C-H Allylation and Silver-Catalyzed Povarov Reaction.
[So] Source:ChemSusChem;10(11):2360-2364, 2017 06 09.
[Is] ISSN:1864-564X
[Cp] País de publicação:Germany
[La] Idioma:eng
[Ab] Resumo:In this study, a Mn /Ag -based relay catalysis process is described for the one-pot synthesis of polycyclic products by a formal [3+2] and [4+2] cycloaddition reaction cascade. A manganese(I) complex catalyzed the first example of directed C-H allylation with allenes, setting the stage for an in situ Povarov cyclization catalyzed by silver(I). The reaction proceeds with high bond-forming efficiency (three C-C bonds), broad substrate scope, high regio- and stereoselectivity, and 100 % atom economy.
[Mh] Termos MeSH primário: Compostos Alílicos/química
Reação de Cicloadição/métodos
Manganês/química
Prata/química
[Mh] Termos MeSH secundário: Catálise
Ciclização
Estereoisomerismo
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Allyl Compounds); 3M4G523W1G (Silver); 42Z2K6ZL8P (Manganese)
[Em] Mês de entrada:1708
[Cu] Atualização por classe:180117
[Lr] Data última revisão:
180117
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170505
[St] Status:MEDLINE
[do] DOI:10.1002/cssc.201700452


  8 / 13133 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


  9 / 13133 MEDLINE  
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[PMID]:28454673
[Au] Autor:Becker B; Butler MS; Hansford KA; Gallardo-Godoy A; Elliott AG; Huang JX; Edwards DJ; Blaskovich MAT; Cooper MA
[Ad] Endereço:Institute of Molecular Bioscience, University of Queensland, Brisbane 4072, Australia.
[Ti] Título:Synthesis of octapeptin C4 and biological profiling against NDM-1 and polymyxin-resistant bacteria.
[So] Source:Bioorg Med Chem Lett;27(11):2407-2409, 2017 06 01.
[Is] ISSN:1464-3405
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:The first synthesis of octapeptin C4 was achieved using a combination of solid phase synthesis and off-resin cyclisation. Octapeptin C4 displayed antibiotic activity against multi-drug resistant, NDM-1 and polymyxin-resistant Gram-negative bacteria, with moderate activity against Staphylococcus aureus. The linear analogue of octapeptin C4 was also prepared, which showed reduced activity.
[Mh] Termos MeSH primário: Antibacterianos/farmacologia
Lipopeptídeos/farmacologia
Peptídeos Cíclicos/farmacologia
[Mh] Termos MeSH secundário: Antibacterianos/síntese química
Antibacterianos/toxicidade
Ciclização
Farmacorresistência Bacteriana
Bactérias Gram-Negativas/efeitos dos fármacos
Lipopeptídeos/síntese química
Lipopeptídeos/toxicidade
Peptídeos Cíclicos/síntese química
Peptídeos Cíclicos/toxicidade
Polimixina B/farmacologia
Técnicas de Síntese em Fase Sólida
Staphylococcus aureus/efeitos dos fármacos
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, N.I.H., EXTRAMURAL; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Anti-Bacterial Agents); 0 (Lipopeptides); 0 (Peptides, Cyclic); 0 (octapeptin C4); 1404-26-8 (Polymyxin B)
[Em] Mês de entrada:1712
[Cu] Atualização por classe:180105
[Lr] Data última revisão:
180105
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170430
[St] Status:MEDLINE


  10 / 13133 MEDLINE  
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[PMID]:28966276
[Au] Autor:Ishikawa K; Karaki F; Tayama K; Higashi E; Hirayama S; Itoh K; Fujii H
[Ad] Endereço:Laboratory of Medicinal Chemistry, School of Pharmacy, Kitasato University.
[Ti] Título:C-Homomorphinan Derivatives as Lead Compounds to Obtain Safer and More Clinically Useful Analgesics.
[So] Source:Chem Pharm Bull (Tokyo);65(10):920-929, 2017.
[Is] ISSN:1347-5223
[Cp] País de publicação:Japan
[La] Idioma:eng
[Ab] Resumo:Buprenorphine shows strong analgesic effects on moderate to severe pain. Although buprenorphine can be used more safely than other opioid analgesics, it has room for improvement in clinical utility. Investigation of compounds structurally related to buprenorphine should be an approach to obtain novel analgesics with safer and improved profiles compared to buprenorphine. In the course of our previous studies, we observed that derivatives obtained by cyclizing C-homomorphinans were structurally related to buprenorphine. Hence, we synthesized cyclized C-homomorphinan derivatives with various oxygen functionalities on the side chains and evaluated their in vitro pharmacological profiles for the opioid receptors. Among the tested compounds, methyl ketone 2a with an N-methyl group showed full agonistic activities for the µ and the δ receptors and partial agonistic activity for the κ receptor. These properties were similar to those of norbuprenorphine, a major metabolite of buprenorphine, which reportedly contributes to the antinociceptive effect of buprenorphine. From these results, we concluded that cyclized C-homomorphinan would be a possible lead compound to obtain novel analgesics with buprenorphine-like properties.
[Mh] Termos MeSH primário: Analgésicos Opioides/química
Morfinanos/química
[Mh] Termos MeSH secundário: Analgésicos Opioides/síntese química
Animais
Buprenorfina/análogos & derivados
Buprenorfina/química
Células CHO
Cricetinae
Cricetulus
Ciclização
Seres Humanos
Cinética
Conformação Molecular
Morfinanos/síntese química
Ligação Proteica
Receptores Opioides/química
Receptores Opioides/genética
Receptores Opioides/metabolismo
Proteínas Recombinantes/biossíntese
Proteínas Recombinantes/química
Proteínas Recombinantes/isolamento & purificação
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Analgesics, Opioid); 0 (Morphinans); 0 (Receptors, Opioid); 0 (Recombinant Proteins); 40D3SCR4GZ (Buprenorphine); 7E53B4O073 (norbuprenorphine)
[Em] Mês de entrada:1710
[Cu] Atualização por classe:171030
[Lr] Data última revisão:
171030
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171003
[St] Status:MEDLINE
[do] DOI:10.1248/cpb.c17-00385



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