Base de dados : MEDLINE
Pesquisa : D02.065.589 [Categoria DeCS]
Referências encontradas : 3770 [refinar]
Mostrando: 1 .. 10   no formato [Detalhado]

página 1 de 377 ir para página                         

  1 / 3770 MEDLINE  
              next record last record
seleciona
para imprimir
Fotocópia
Texto completo
[PMID]:29291440
[Au] Autor:Vágvölgyi M; Martins A; Kulmány Á; Zupkó I; Gáti T; Simon A; Tóth G; Hunyadi A
[Ad] Endereço:Institute of Pharmacognosy, Faculty of Pharmacy, University of Szeged, Szeged, Hungary.
[Ti] Título:Nitrogen-containing ecdysteroid derivatives vs. multi-drug resistance in cancer: Preparation and antitumor activity of oximes, oxime ethers and a lactam.
[So] Source:Eur J Med Chem;144:730-739, 2018 Jan 20.
[Is] ISSN:1768-3254
[Cp] País de publicação:France
[La] Idioma:eng
[Ab] Resumo:Multidrug resistance is a widespread problem among various diseases and cancer is no exception. We had previously described the chemo-sensitizing activity of ecdysteroid derivatives with low polarity on drug susceptible and multi-drug resistant (MDR) cancer cells. We have also shown that these molecules have a marked selectivity towards the MDR cells. Recent studies on the oximation of various steroid derivatives indicated remarkable increase in their antitumor activity, but there is no related bioactivity data on ecdysteroid oximes. In our present study, 13 novel ecdysteroid derivatives (oximes, oxime ethers and a lactam) and one known compound were synthesized from 20-hydroxyecdysone 2,3;20,22-diacetonide and fully characterized by comprehensive NMR techniques revealing their complete H and C signal assignments. The compounds exerted moderate to strong in vitro antiproliferative activity on HeLa, SiHa, MCF-7 and MDA-MB-231 cell lines. Oxime and particularly oxime ether formation strongly increased their inhibitory activity on the efflux of rhodamine 123 by P-glycoprotein (P-gp), while the new ecdysteroid lactam did not interfere with the efflux function. All compounds exerted potent chemo-sensitizing activity towards doxorubicin on a mouse lymphoma cell line and on its MDR counterpart, and, on the latter, the lactam was found the most active. Because of its MDR-selective chemo-sensitizing activity with no functional effect on P-gp, this lactam is of high potential interest as a new lead for further antitumor studies.
[Mh] Termos MeSH primário: Antineoplásicos/farmacologia
Ecdisteroides/farmacologia
Éteres/farmacologia
Lactamas/farmacologia
Neoplasias/tratamento farmacológico
Nitrogênio/farmacologia
Oximas/farmacologia
[Mh] Termos MeSH secundário: Antineoplásicos/síntese química
Antineoplásicos/química
Proliferação Celular/efeitos dos fármacos
Relação Dose-Resposta a Droga
Resistência a Múltiplos Medicamentos/efeitos dos fármacos
Resistência a Medicamentos Antineoplásicos/efeitos dos fármacos
Ensaios de Seleção de Medicamentos Antitumorais
Ecdisteroides/síntese química
Ecdisteroides/química
Éteres/síntese química
Éteres/química
Seres Humanos
Lactamas/síntese química
Lactamas/química
Estrutura Molecular
Neoplasias/patologia
Nitrogênio/química
Oximas/síntese química
Oximas/química
Relação Estrutura-Atividade
Células Tumorais Cultivadas
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antineoplastic Agents); 0 (Ecdysteroids); 0 (Ethers); 0 (Lactams); 0 (Oximes); N762921K75 (Nitrogen)
[Em] Mês de entrada:1803
[Cu] Atualização por classe:180302
[Lr] Data última revisão:
180302
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:180102
[St] Status:MEDLINE


  2 / 3770 MEDLINE  
              first record previous record next record last record
seleciona
para imprimir
Fotocópia
Texto completo
[PMID]:29269255
[Au] Autor:Bakas NA; Schultz CR; Yco LP; Roberts CC; Chang CA; Bachmann AS; Pirrung MC
[Ad] Endereço:Department of Chemistry, University of California, Riverside, CA 92521, USA.
[Ti] Título:Immunoproteasome inhibition and bioactivity of thiasyrbactins.
[So] Source:Bioorg Med Chem;26(2):401-412, 2018 01 15.
[Is] ISSN:1464-3391
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:A family of macrodilactam natural products, the syrbactins, are known proteasome inhibitors. A small group of syrbactin analogs was prepared with a sulfur-for-carbon substitution to enhance synthetic accessibility and facilitate modulation of their solubility. Two of these compounds surprisingly proved to be inhibitors of the trypsin-like catalytic site, including of the immunoproteasome. Their bound and free conformations suggest special properties of the thiasyrbactin ring are responsible for this unusual preference, which may be exploited to develop drug-like immunoproteasome inhibitors. These compounds show greater selectivity than earlier compounds used to infer phenotypes of immunoproteasome inhibition, like ONX-0914.
[Mh] Termos MeSH primário: Produtos Biológicos/farmacologia
Lactamas/farmacologia
Complexo de Endopeptidases do Proteassoma/metabolismo
Inibidores de Proteassoma/farmacologia
[Mh] Termos MeSH secundário: Produtos Biológicos/síntese química
Produtos Biológicos/química
Linhagem Celular Tumoral
Sobrevivência Celular/efeitos dos fármacos
Relação Dose-Resposta a Droga
Seres Humanos
Lactamas/síntese química
Lactamas/química
Estrutura Molecular
Inibidores de Proteassoma/síntese química
Inibidores de Proteassoma/química
Relação Estrutura-Atividade
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T; RESEARCH SUPPORT, U.S. GOV'T, NON-P.H.S.
[Nm] Nome de substância:
0 (Biological Products); 0 (Lactams); 0 (Proteasome Inhibitors); EC 3.4.25.1 (Proteasome Endopeptidase Complex)
[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:171223
[St] Status:MEDLINE


  3 / 3770 MEDLINE  
              first record previous record next record last record
seleciona
para imprimir
Fotocópia
Texto completo
[PMID]:29174508
[Au] Autor:Janssen GV; van den Heuvel JAC; Megens RP; Benningshof JCJ; Ovaa H
[Ad] Endereço:Department of Chemical Immunology, Leiden University Medical Center, Albinusdreef 2, NL-2333 ZA Leiden, The Netherlands; Division of Cell Biology, Netherlands Cancer Institute, Plesmanlaan 121, NL-1066 CX Amsterdam, The Netherlands.
[Ti] Título:Microwave-assisted diastereoselective two-step three-component synthesis for rapid access to drug-like libraries of substituted 3-amino-ß-lactams.
[So] Source:Bioorg Med Chem;26(1):41-49, 2018 01 01.
[Is] ISSN:1464-3391
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Large, diverse compound libraries are an essential requisite in target-based drug development. In this work, a robust microwave-assisted synthesis for the diastereoselective generation of 3-saccharinyl-trans-ß-lactams is reported. The method is optimised for combinatorial library synthesis in which decoration of the scaffold is varied on both the ß-lactam and the saccharine moiety. Within the European Lead Factory (ELF) consortium, a library of 263 compounds was efficiently produced using the developed methodology.
[Mh] Termos MeSH primário: Técnicas de Química Combinatória
Lactamas/síntese química
Micro-Ondas
Bibliotecas de Moléculas Pequenas/síntese química
[Mh] Termos MeSH secundário: Relação Dose-Resposta a Droga
Lactamas/química
Estrutura Molecular
Bibliotecas de Moléculas Pequenas/química
Estereoisomerismo
Relação Estrutura-Atividade
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Lactams); 0 (Small Molecule Libraries)
[Em] Mês de entrada:1801
[Cu] Atualização por classe:180106
[Lr] Data última revisão:
180106
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171128
[St] Status:MEDLINE


  4 / 3770 MEDLINE  
              first record previous record next record last record
seleciona
para imprimir
Fotocópia
Texto completo
[PMID]:27779338
[Au] Autor:Annese C; D'Accolti L; Fusco C; Licini G; Zonta C
[Ad] Endereço:CNR-ICCOM, UOS Bari, Via Orabona 4, 70126, Bari, Italy.
[Ti] Título:Heterolytic (2 e) vs Homolytic (1 e) Oxidation Reactivity: N-H versus C-H Switch in the Oxidation of Lactams by Dioxirans.
[So] Source:Chemistry;23(2):259-262, 2017 01 05.
[Is] ISSN:1521-3765
[Cp] País de publicação:Germany
[La] Idioma:eng
[Ab] Resumo:Dioxiranes are powerful oxidants that can act via two different mechanisms: 1) homolytic (H abstraction and oxygen rebound) and 2) heterolytic (electrophilic oxidation). So far, it has been reported that the nature of the substrate dictates the reaction mode independently from the dioxirane employed. Herein, we report an unprecedented case in which the nature of the dioxirane rules the oxidation chemoselectivity. In particular, a switch from C-H to N-H oxidation is observed in the oxidation of lactams moving from dimethyl dioxirane (DDO) to methyl(trifluoromethyl)dioxirane (TFDO). A physical organic chemistry study, which combines the oxidation with two other dioxiranes methyl(fluoromethyl)dioxirane, MFDO, and methyl(difluoromethyl)dioxirane, DFDO, with computational studies, points to a diverse ability of the dioxiranes to either stabilize the homo or the heterolytic pathway.
[Mh] Termos MeSH primário: Compostos de Epóxi/química
Lactamas/química
Oxidantes/química
[Mh] Termos MeSH secundário: Halogenação
Metilação
Oxirredução
Termodinâmica
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Epoxy Compounds); 0 (Lactams); 0 (Oxidants); 157-26-6 (dioxirane)
[Em] Mês de entrada:1712
[Cu] Atualização por classe:171212
[Lr] Data última revisão:
171212
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:161026
[St] Status:MEDLINE
[do] DOI:10.1002/chem.201604507


  5 / 3770 MEDLINE  
              first record previous record next record last record
seleciona
para imprimir
Fotocópia
Texto completo
[PMID]:28921993
[Au] Autor:Klein MJ; Schmidt S; Wadhwani P; Bürck J; Reichert J; Afonin S; Berditsch M; Schober T; Brock R; Kansy M; Ulrich AS
[Ad] Endereço:Institute of Biological Interfaces, Karlsruhe Institute of Technology , POB 3640, 76021 Karlsruhe, Germany.
[Ti] Título:Lactam-Stapled Cell-Penetrating Peptides: Cell Uptake and Membrane Binding Properties.
[So] Source:J Med Chem;60(19):8071-8082, 2017 Oct 12.
[Is] ISSN:1520-4804
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Stapling of side chains to stabilize an α-helical structure has been generally associated with an increased uptake of CPPs. Here, we compare four amphiphilic stapled peptides with their linear counterparts in terms of their membrane binding and conformational features in order to correlate these with uptake efficiency and toxicological effects. The impact of lactam stapling was found to vary strongly with regard to the different aspects of peptide-membrane interactions. Nearly all stapled peptides caused less membrane perturbation (vesicle leakage, hemolysis, bacterial lysis) than their linear counterparts. In one case (MAP-1) where stapling enhanced α-helicity in aqueous and lipid environments, leakage was eliminated while cell uptake in HEK293 and HeLa cells remained high, which improved the overall characteristics. The other systems (DRIM, WWSP, KFGF) did not improve, however. The data suggest that cell uptake of amphipathic CPPs correlates with their adopted α-helix content in membranes rather than their helicity in solution.
[Mh] Termos MeSH primário: Antibacterianos/síntese química
Antibacterianos/farmacologia
Membrana Celular/metabolismo
Lactamas/síntese química
Lactamas/farmacologia
[Mh] Termos MeSH secundário: Antibacterianos/metabolismo
Bactérias/efeitos dos fármacos
Células HEK293
Células HeLa
Hemólise/efeitos dos fármacos
Seres Humanos
Lactamas/metabolismo
Membranas Artificiais
Testes de Sensibilidade Microbiana
Modelos Moleculares
Peptídeos/síntese química
Peptídeos/farmacologia
Ligação Proteica
Relação Estrutura-Atividade
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Anti-Bacterial Agents); 0 (Lactams); 0 (Membranes, Artificial); 0 (Peptides)
[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:170919
[St] Status:MEDLINE
[do] DOI:10.1021/acs.jmedchem.7b00813


  6 / 3770 MEDLINE  
              first record previous record next record last record
seleciona
para imprimir
Fotocópia
Texto completo
[PMID]:28627048
[Au] Autor:Ding H; Wang JN; Zhang DS; Ma ZJ
[Ad] Endereço:Institute of Marine Biology, Ocean College, Zhejiang University, Zhoushan Campus, No. 1 Zheda Road, Zhoushan, 316021, P. R. China.
[Ti] Título:Derivatives of Holomycin and Cyclopropaneacetic Acid from Streptomyces sp. DT-A37.
[So] Source:Chem Biodivers;14(9), 2017 Sep.
[Is] ISSN:1612-1880
[Cp] País de publicação:Switzerland
[La] Idioma:eng
[Ab] Resumo:On the basis of the one strain-many compounds strategy, five compounds including two new holomycin derivatives 2 - 3, two new cyclopropaneacetic acid derivatives 4 - 5, together with one known compound holomycin (1) were isolated from a marine-derived bacterium Streptomyces sp. DT-A37. Their structures were elucidated using NMR and HR-ESI-MS analyses. All these compounds were evaluated for their antimicrobial activity, cytotoxic activity, and inhibitory activity against BRD4 protein. Compound 1 exhibited potent cytotoxicity against H1975 cells with IC value of 1 µm, and its minimal inhibitory concentration values against Escherichia coli and Staphylococcus aureus were both 64 µm.
[Mh] Termos MeSH primário: Ciclopropanos/química
Ciclopropanos/farmacologia
Lactamas/química
Lactamas/farmacologia
Streptomyces/química
[Mh] Termos MeSH secundário: Anti-Infecciosos/química
Anti-Infecciosos/farmacologia
Bactérias/efeitos dos fármacos
Infecções Bacterianas/tratamento farmacológico
Candida/efeitos dos fármacos
Candidíase/tratamento farmacológico
Linhagem Celular
Seres Humanos
Espectroscopia de Ressonância Magnética
Proteínas Nucleares/antagonistas & inibidores
Espectrometria de Massas por Ionização por Electrospray
Fatores de Transcrição/antagonistas & inibidores
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Anti-Infective Agents); 0 (BRD4 protein, human); 0 (Cyclopropanes); 0 (Lactams); 0 (Nuclear Proteins); 0 (Transcription Factors); 0 (cyclopropaneacetic acid); 44CF65YLF8 (holomycin)
[Em] Mês de entrada:1710
[Cu] Atualização por classe:171006
[Lr] Data última revisão:
171006
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170620
[St] Status:MEDLINE
[do] DOI:10.1002/cbdv.201700140


  7 / 3770 MEDLINE  
              first record previous record next record last record
seleciona
para imprimir
Fotocópia
Texto completo
[PMID]:28598634
[Au] Autor:Davoren JE; Garnsey M; Pettersen B; Brodney MA; Edgerton JR; Fortin JP; Grimwood S; Harris AR; Jenkinson S; Kenakin T; Lazzaro JT; Lee CW; Lotarski SM; Nottebaum L; O'Neil SV; Popiolek M; Ramsey S; Steyn SJ; Thorn CA; Zhang L; Webb D
[Ti] Título:Design and Synthesis of γ- and δ-Lactam M Positive Allosteric Modulators (PAMs): Convulsion and Cholinergic Toxicity of an M -Selective PAM with Weak Agonist Activity.
[So] Source:J Med Chem;60(15):6649-6663, 2017 Aug 10.
[Is] ISSN:1520-4804
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Recent data demonstrated that activation of the muscarinic M receptor by a subtype-selective positive allosteric modulator (PAM) contributes to the gastrointestinal (GI) and cardiovascular (CV) cholinergic adverse events (AEs) previously attributed to M and M activation. These studies were conducted using PAMs that also exhibited allosteric agonist activity, leaving open the possibility that direct activation by allosteric agonism, rather than allosteric modulation, could be responsible for the adverse effects. This article describes the design and synthesis of lactam-derived M PAMs that address this hypothesis. The lead molecule from this series, compound 1 (PF-06827443), is a potent, low-clearance, orally bioavailable, and CNS-penetrant M -selective PAM with minimal agonist activity. Compound 1 was tested in dose escalation studies in rats and dogs and was found to induce cholinergic AEs and convulsion at therapeutic indices similar to previous compounds with more agonist activity. These findings provide preliminary evidence that positive allosteric modulation of M is sufficient to elicit cholinergic AEs.
[Mh] Termos MeSH primário: Isoindóis/farmacologia
Lactamas/farmacologia
Oxazóis/farmacologia
Receptor Muscarínico M1/agonistas
Convulsões/induzido quimicamente
[Mh] Termos MeSH secundário: Regulação Alostérica
Anfetamina/farmacologia
Animais
Ataxia/induzido quimicamente
Diarreia/induzido quimicamente
Cães
Desenho de Drogas
Feminino
Seres Humanos
Indanos/farmacologia
Isoindóis/administração & dosagem
Isoindóis/síntese química
Isoindóis/toxicidade
Lactamas/administração & dosagem
Lactamas/síntese química
Lactamas/toxicidade
Masculino
Camundongos Endogâmicos C57BL
Microssomos Hepáticos/metabolismo
Oxazóis/administração & dosagem
Oxazóis/síntese química
Oxazóis/toxicidade
Piperidinas/farmacologia
Ratos Wistar
Receptor Muscarínico M1/antagonistas & inibidores
Hidrobrometo de Escopolamina/farmacologia
Relação Estrutura-Atividade
Sulfonamidas/farmacologia
Tiadiazóis/farmacologia
Vômito/induzido quimicamente
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Indans); 0 (Isoindoles); 0 (Lactams); 0 (N-(3-oxo-3-(4-(pyridin-4-yl)piperazin-1-yl)propyl)benzo(c)(1,2,5)thiadiazole-4-sulfonamide); 0 (Oxazoles); 0 (PF-06827443); 0 (Piperidines); 0 (Receptor, Muscarinic M1); 0 (Sulfonamides); 0 (Thiadiazoles); 451IFR0GXB (Scopolamine Hydrobromide); 8SSC91326P (donepezil); CK833KGX7E (Amphetamine)
[Em] Mês de entrada:1709
[Cu] Atualização por classe:170906
[Lr] Data última revisão:
170906
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170610
[St] Status:MEDLINE
[do] DOI:10.1021/acs.jmedchem.7b00597


  8 / 3770 MEDLINE  
              first record previous record next record last record
seleciona
para imprimir
Fotocópia
Texto completo
[PMID]:28578648
[Au] Autor:Eberle AN; Rout B; Qi MB; Bigliardi PL
[Ad] Endereço:Department of Biomedicine, University of Basel, Switzerland.
[Ti] Título:Synthetic Peptide Drugs for Targeting Skin Cancer: Malignant Melanoma and Melanotic Lesions.
[So] Source:Curr Med Chem;24(17):1797-1826, 2017.
[Is] ISSN:1875-533X
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:BACKGROUND: Peptides play decisive roles in the skin, ranging from host defense responses to various forms of neuroendocrine regulation of cell and organelle function. Synthetic peptides conjugated to radionuclides or photosensitizers may serve to identify and treat skin tumors and their metastatic forms in other organs of the body. In the introductory part of this review, the role and interplay of the different peptides in the skin are briefly summarized, including their potential application for the management of frequently occurring skin cancers. Special emphasis is given to different targeting options for the treatment of melanoma and melanotic lesions. Radionuclide Targeting: α-Melanocyte-stimulating hormone (α-MSH) is the most prominent peptide for targeting of melanoma tumors via the G protein-coupled melanocortin-1 receptor that is (over-)expressed by melanoma cells and melanocytes. More than 100 different linear and cyclic analogs of α-MSH containing chelators for 111In, 67/68Ga, 64Cu, 90Y, 212Pb, 99mTc, 188Re were synthesized and examined with experimental animals and in a few clinical studies. Linear Ac-Nle-Asp-His-D-Phe-Arg-Trp-Gly-Lys-NH2 (NAP-amide) and Re-cyclized Cys- Cys-Glu-His-D-Phe-Arg-Trp-Cys-Arg-Pro-Val-NH2 (Re[Arg11]CCMSH) containing different chelators at the N- or C-terminus served as lead compounds for peptide drugs with further optimized characteristics. Alternatively, melanoma may be targeted with radiopeptides that bind to melanin granules occurring extracellularly in these tumors. Photosensitizer targeting: A more recent approach is the application of photosensitizers attached to the MSH molecule for targeted photodynamic therapy using LED or coherent laser light that specifically activates the photosensitizer. Experimental studies have demonstrated the feasibility of this approach as a more gentle and convenient alternative compared to radionuclides.
[Mh] Termos MeSH primário: Melanoma/tratamento farmacológico
Peptídeos/uso terapêutico
Neoplasias Cutâneas/tratamento farmacológico
[Mh] Termos MeSH secundário: Animais
Quelantes/química
Seres Humanos
Lactamas/química
Hormônios Estimuladores de Melanócitos/química
Hormônios Estimuladores de Melanócitos/metabolismo
Melanoma/radioterapia
Metais/química
Peptídeos/síntese química
Peptídeos/química
Fármacos Fotossensibilizantes/síntese química
Fármacos Fotossensibilizantes/química
Fármacos Fotossensibilizantes/uso terapêutico
Compostos Radiofarmacêuticos/síntese química
Compostos Radiofarmacêuticos/química
Compostos Radiofarmacêuticos/uso terapêutico
Neoplasias Cutâneas/metabolismo
Neoplasias Cutâneas/patologia
[Pt] Tipo de publicação:JOURNAL ARTICLE; REVIEW
[Nm] Nome de substância:
0 (Chelating Agents); 0 (Lactams); 0 (Metals); 0 (Peptides); 0 (Photosensitizing Agents); 0 (Radiopharmaceuticals); 9002-79-3 (Melanocyte-Stimulating Hormones)
[Em] Mês de entrada:1709
[Cu] Atualização por classe:170908
[Lr] Data última revisão:
170908
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170606
[St] Status:MEDLINE
[do] DOI:10.2174/0929867324666170605105942


  9 / 3770 MEDLINE  
              first record previous record next record last record
seleciona
para imprimir
Fotocópia
Texto completo
[PMID]:28562046
[Au] Autor:Zheng Y; Zhang J; Wei L; Shi M; Wang J; Huang J
[Ad] Endereço:Engineering Research Center of Industrial Microbiology, College of Life Sciences, Fujian Normal University , Fuzhou 350117, People's Republic of China.
[Ti] Título:Gunnilactams A-C, Macrocyclic Tetralactams from the Mycelial Culture of the Entomogenous Fungus Paecilomyces gunnii.
[So] Source:J Nat Prod;80(6):1935-1938, 2017 Jun 23.
[Is] ISSN:1520-6025
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Three novel macrocyclic tetralactams, gunnilactam A (1), gunnilactam B (2), and gunnilactam C (3), were isolated from the submerged fermentation broth of Paecilomyces gunnii, an entomogenous fungus identified as the anamorph of Cordyceps gunnii. Their structures were determined using NMR data, HREIMS, and single-crystal X-ray crystallography. Gunnilactam A exhibited selective cytotoxic activity against human prostate cancer C42B cells with an IC value of 5.4 µM.
[Mh] Termos MeSH primário: Lactamas Macrocíclicas/isolamento & purificação
Paecilomyces/química
[Mh] Termos MeSH secundário: Cordyceps/química
Cristalografia por Raios X
Seres Humanos
Lactamas
Lactamas Macrocíclicas/química
Compostos Macrocíclicos
Estrutura Molecular
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Lactams); 0 (Lactams, Macrocyclic); 0 (Macrocyclic Compounds); 0 (gunnilactam A); 0 (gunnilactam B); 0 (gunnilactam C); 0 (tetralactam macrocycle)
[Em] Mês de entrada:1708
[Cu] Atualização por classe:170830
[Lr] Data última revisão:
170830
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170601
[St] Status:MEDLINE
[do] DOI:10.1021/acs.jnatprod.7b00060


  10 / 3770 MEDLINE  
              first record previous record
seleciona
para imprimir
Fotocópia
Texto completo
[PMID]:28520425
[Au] Autor:Forget SM; Robertson AW; Overy DP; Kerr RG; Jakeman DL
[Ti] Título:Furan and Lactam Jadomycin Biosynthetic Congeners Isolated from Streptomyces venezuelae ISP5230 Cultured with N -Trifluoroacetyl-l-lysine.
[So] Source:J Nat Prod;80(6):1860-1866, 2017 Jun 23.
[Is] ISSN:1520-6025
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Angucycline antibiotics are composed of a classical four-ring angularly linked polyaromatic backbone. Differential cyclization chemistry of the A- and B-rings in jadomycin biosynthesis led to the discovery of two new furan analogues, while oxidation led to a ring-opened form of the jadomycin N -trifluoroacetyl-l-lysine (TFAL) congener. The compounds were isolated from Streptomyces venezuelae ISP5230 cultures grown with TFAL. Biosynthetic incorporation using d-[1- C]-glucose in cultures enabled the unambiguous assignment of the aldehyde, alcohol, and amide functionalities present in these new congeners through NMR spectroscopy. Tandem mass spectrometry analysis of cultures grown with N - or N -lysine demonstrated the incorporation of N exclusively into the angucycline backbone, contrasting results with ornithine [J. Am. Chem. Soc. 2015, 137, 3271]. Compounds were evaluated against antimicrobial and cancer cell panels and found to possess good activity against Gram-positive bacteria.
[Mh] Termos MeSH primário: Antibacterianos/química
Furanos/química
Isoquinolinas/química
Lactamas/química
Lisina/análogos & derivados
Naftoquinonas/química
Streptomyces/química
[Mh] Termos MeSH secundário: Sequência de Aminoácidos
Ciclização
Bactérias Gram-Positivas
Lisina/química
Lisina/metabolismo
Staphylococcus aureus Resistente à Meticilina/efeitos dos fármacos
Estrutura Molecular
Pseudomonas aeruginosa/efeitos dos fármacos
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Anti-Bacterial Agents); 0 (Furans); 0 (Isoquinolines); 0 (Lactams); 0 (N-epsilon-trifluoro-lysine); 0 (Naphthoquinones); 0 (jadomycin A); K3Z4F929H6 (Lysine)
[Em] Mês de entrada:1708
[Cu] Atualização por classe:170830
[Lr] Data última revisão:
170830
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170519
[St] Status:MEDLINE
[do] DOI:10.1021/acs.jnatprod.7b00152



página 1 de 377 ir para página                         
   


Refinar a pesquisa
  Base de dados : MEDLINE Formulário avançado   

    Pesquisar no campo  
1  
2
3
 
           



Search engine: iAH v2.6 powered by WWWISIS

BIREME/OPAS/OMS - Centro Latino-Americano e do Caribe de Informação em Ciências da Saúde