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Pesquisa : D12.644.140 [Categoria DeCS]
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[PMID]:28544982
[Au] Autor:Scott FJ; Nichol RJO; Khalaf AI; Giordani F; Gillingwater K; Ramu S; Elliott A; Zuegg J; Duffy P; Rosslee MJ; Hlaka L; Kumar S; Ozturk M; Brombacher F; Barrett M; Guler R; Suckling CJ
[Ad] Endereço:School of Chemistry, University of Lincoln, Brayford Pool, Lincoln, Lincolnshire, LN6 7TS, United Kingdom. Electronic address: fraser.j.scott@strath.ac.uk.
[Ti] Título:An evaluation of Minor Groove Binders as anti-fungal and anti-mycobacterial therapeutics.
[So] Source:Eur J Med Chem;136:561-572, 2017 Aug 18.
[Is] ISSN:1768-3254
[Cp] País de publicação:France
[La] Idioma:eng
[Ab] Resumo:This study details the synthesis and biological evaluation of a collection of 19 structurally related Minor Groove Binders (MGBs), derived from the natural product distamycin, which were designed to probe antifungal and antimycobacterial activity. From this initial set, we report several MGBs that are worth more detailed investigation and optimisation. MGB-4, MGB-317 and MGB-325 have promising MIC s of 2, 4 and 0.25 µg/mL, respectively, against the fungus C. neoformans.MGB-353 and MGB-354 have MIC s of 3.1 µM against the mycobacterium M. tuberculosis. The selectivity and activity of these compounds is related to their physicochemical properties and the cell wall/membrane characteristics of the infective agents.
[Mh] Termos MeSH primário: Antibacterianos/farmacologia
Antifúngicos/farmacologia
Produtos Biológicos/farmacologia
Cryptococcus neoformans/efeitos dos fármacos
Distamicinas/farmacologia
Mycobacterium tuberculosis/efeitos dos fármacos
[Mh] Termos MeSH secundário: Antibacterianos/síntese química
Antibacterianos/química
Antifúngicos/síntese química
Antifúngicos/química
Produtos Biológicos/síntese química
Produtos Biológicos/química
Distamicinas/síntese química
Distamicinas/química
Relação Dose-Resposta a Droga
Testes de Sensibilidade Microbiana
Estrutura Molecular
Relação Estrutura-Atividade
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Anti-Bacterial Agents); 0 (Antifungal Agents); 0 (Biological Products); 0 (Distamycins); 80O63P88IS (stallimycin)
[Em] Mês de entrada:1709
[Cu] Atualização por classe:170926
[Lr] Data última revisão:
170926
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170526
[St] Status:MEDLINE


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[PMID]:27982735
[Au] Autor:Prusov AN; Kolomijtseva GY; Smirnova TA
[Ad] Endereço:a A.N. Belozersky Institute of Physico-Chemical Biology, M.V. Lomonosov Moscow State University , Moscow , Russia.
[Ti] Título:Differential scanning calorimetric study of antibiotic distamycin A binding with chromatin within isolated rat liver nuclei.
[So] Source:Pharm Biol;55(1):687-690, 2017 Dec.
[Is] ISSN:1744-5116
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:CONTEXT: Natural oligopeptide antibiotic distamycin A (Dst) biosynthesized by Streptomyces distallicus is traditionally used in medical practice as an anti-inflammatory and antitumour drug. OBJECTIVE: Dst was investigated for its effect on the structural components of native chromatin directly within isolated rat liver nuclei in the presence of physiologically significant cations (magnesium or spermine and spermidine). MATERIALS AND METHODS: Differential scanning calorimetry (DSC) was used to study the Dst action at molar ratio Dst/DNA = 0.1 and 0.15 mM Dst on the melting profile of nuclei suspension in different conditions. RESULTS: Results showed that the thermodynamic parameters of control nuclei in the presence of polyamines or Mg were different. The incubation of nuclei with Dst raised transition temperatures of relaxed (peak II) and topologically constrained DNA (peak III) by 6-8 °C and decreased by 2-4 °C that of core-histones (peak I). The total excess transition enthalpy (ΔH ) in buffer with polyamines (24.7 kJ/mol DNA nucleotides) increased by1.5 times versus control but in buffer with Mg , the value of ΔH (35.8 kJ/mol DNA nucleotides) remained unchanged. CONCLUSIONS: The association of Dst with chromatin in the nucleus weakens histone-DNA contacts and causes additional strengthening of interaction between two complementary DNA chains. Our results contribute towards validation of DSC to test drug ability to modulate chromatin structure in the physiological environment and to clarify the mechanism of these modulations.
[Mh] Termos MeSH primário: Antibacterianos/metabolismo
Varredura Diferencial de Calorimetria
Núcleo Celular/metabolismo
Cromatina/metabolismo
DNA/metabolismo
Distamicinas/metabolismo
Histonas/metabolismo
Fígado/metabolismo
[Mh] Termos MeSH secundário: Animais
Antibacterianos/farmacologia
Núcleo Celular/efeitos dos fármacos
Cromatina/química
Cromatina/efeitos dos fármacos
Montagem e Desmontagem da Cromatina/efeitos dos fármacos
DNA/química
Distamicinas/farmacologia
Feminino
Histonas/química
Fígado/efeitos dos fármacos
Magnésio/metabolismo
Conformação de Ácido Nucleico
Ligação Proteica
Ratos
Espermidina/metabolismo
Espermina/metabolismo
Temperatura Ambiente
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Anti-Bacterial Agents); 0 (Chromatin); 0 (Distamycins); 0 (Histones); 2FZ7Y3VOQX (Spermine); 80O63P88IS (stallimycin); 9007-49-2 (DNA); I38ZP9992A (Magnesium); U87FK77H25 (Spermidine)
[Em] Mês de entrada:1703
[Cu] Atualização por classe:170313
[Lr] Data última revisão:
170313
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:161217
[St] Status:MEDLINE


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[PMID]:27951486
[Au] Autor:Franco J; Medeiros A; Benítez D; Perelmuter K; Serra G; Comini MA; Scarone L
[Ad] Endereço:Laboratorio de Química Farmacéutica, Departamento de Química Orgánica, Facultad de Química, Universidad de la República, Montevideo, Uruguay; Group Redox Biology of Trypanosomes, Institut Pasteur de Montevideo, Montevideo, Uruguay.
[Ti] Título:In vitro activity and mode of action of distamycin analogues against African trypanosomes.
[So] Source:Eur J Med Chem;126:776-788, 2017 Jan 27.
[Is] ISSN:1768-3254
[Cp] País de publicação:France
[La] Idioma:eng
[Ab] Resumo:Distamycin, a natural polyamide containing three heterocycle rings with a polar end, has inspired several groups to prepare synthetic analogues, which proved to have anti-trypanosomal and anti-tumoral activity. We describe the synthesis of bi and tri thiazoles amides that harbor different substitutions at their ends and the evaluation of their anti-Trypanosoma brucei activity. The most active compound 10b showed better biological activity (EC 310 nM and selectivity index 16) than the control drug nifurtimox (EC 15 µM and selectivity index 10). Studies on the mode of action show that the parasiticidal activity of 10b originates from disruption of lysosomal homeostasis, which is followed by release of redox active iron, an increase in oxidizing species and collapse of cell membrane integrity. In this respect, our study suggests that non-charged lipophylic distamycins destabilize cell membranes.
[Mh] Termos MeSH primário: Distamicinas/farmacologia
Tripanossomicidas/química
Trypanosoma/efeitos dos fármacos
[Mh] Termos MeSH secundário: África
Antineoplásicos/química
Antineoplásicos/farmacologia
Membrana Celular/efeitos dos fármacos
Lisossomos/efeitos dos fármacos
Oxirredução/efeitos dos fármacos
Tiazóis/síntese química
Tripanossomicidas/farmacologia
Trypanosoma brucei brucei/efeitos dos fármacos
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antineoplastic Agents); 0 (Distamycins); 0 (Thiazoles); 0 (Trypanocidal Agents)
[Em] Mês de entrada:1702
[Cu] Atualização por classe:170221
[Lr] Data última revisão:
170221
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:161213
[St] Status:MEDLINE


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[PMID]:28004090
[Au] Autor:Khalaf AI; Al-Kadhimi AA; Ali JH
[Ti] Título:DNA Minor Groove Binders-Inspired by Nature.
[So] Source:Acta Chim Slov;63(4):689-704, 2016 12.
[Is] ISSN:1318-0207
[Cp] País de publicação:Slovenia
[La] Idioma:eng
[Ab] Resumo:The synthesis and biological activity of a variety of analogues to the naturally occurring antibacterial and antifungal Distamycin A were explored by a number of authors. These compounds were subject to a large array of assays. Some of these compounds showed high activity against a range of Gram-positive, Gram-negative bacteria as well as fungi. To explore the anti-parasitic activity of this class of compounds, specific modifications had to be made. A number of these compounds proved to be active against Trypanosoma brucei. The binding of a number of these compounds to short sequences of DNA were also examined using footprinting assays as well as NMR spectroscopy. Computer modelling was employed on selected compounds to understand the way these compounds bind to specific DNA sequences. A large number of variations were made to the standard structure of Distamycin. These changes involved the replacement of the pyrrole moieties as well as the head and tail groups with a number of heterocyclic compounds. Some of these minor groove binders (MGBs) were also investigated for their capability for the treatment of cancer and in particular lung cancer.
[Mh] Termos MeSH primário: DNA/metabolismo
Distamicinas/metabolismo
[Mh] Termos MeSH secundário: Animais
Antibacterianos/química
Antibacterianos/metabolismo
Antibacterianos/farmacologia
Simulação por Computador
DNA/química
Pegada de DNA
Distamicinas/química
Distamicinas/farmacologia
Seres Humanos
Espectroscopia de Ressonância Magnética
Tripanossomicidas/química
Tripanossomicidas/metabolismo
Tripanossomicidas/farmacologia
[Pt] Tipo de publicação:JOURNAL ARTICLE; REVIEW
[Nm] Nome de substância:
0 (Anti-Bacterial Agents); 0 (Distamycins); 0 (Trypanocidal Agents); 80O63P88IS (stallimycin); 9007-49-2 (DNA)
[Em] Mês de entrada:1709
[Cu] Atualização por classe:170907
[Lr] Data última revisão:
170907
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:161223
[St] Status:MEDLINE


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[PMID]:27349332
[Au] Autor:Scott FJ; Puig-Sellart M; Khalaf AI; Henderson CJ; Westrop G; Watson DG; Carter K; Grant MH; Suckling CJ
[Ad] Endereço:WestCHEM, Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, United Kingdom.
[Ti] Título:An evaluation of Minor Groove Binders as anti-lung cancer therapeutics.
[So] Source:Bioorg Med Chem Lett;26(15):3478-86, 2016 08 01.
[Is] ISSN:1464-3405
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:A series of 47 structurally diverse MGBs, derived from the natural product distamycin, was evaluated for anti-lung cancer activity by screening against the melanoma cancer cell line B16-F10. Five compounds have been found to possess significant activity, more so than a standard therapy, Gemcitabine. Moreover, one compound has been found to have an activity around 70-fold that of Gemcitabine and has a favourable selectivity index of greater than 125. Furthermore, initial studies have revealed this compound to be metabolically stable and thus it represents a lead for further optimisation towards a novel treatment for lung cancer.
[Mh] Termos MeSH primário: Antineoplásicos Fitogênicos/farmacologia
Produtos Biológicos/farmacologia
Desoxicitidina/análogos & derivados
Distamicinas/farmacologia
Neoplasias Pulmonares/tratamento farmacológico
[Mh] Termos MeSH secundário: Antineoplásicos Fitogênicos/química
Antineoplásicos Fitogênicos/isolamento & purificação
Produtos Biológicos/química
Produtos Biológicos/isolamento & purificação
Linhagem Celular Tumoral
Proliferação Celular/efeitos dos fármacos
Desoxicitidina/química
Desoxicitidina/isolamento & purificação
Desoxicitidina/farmacologia
Distamicinas/química
Distamicinas/isolamento & purificação
Relação Dose-Resposta a Droga
Ensaios de Seleção de Medicamentos Antitumorais
Seres Humanos
Neoplasias Pulmonares/patologia
Estrutura Molecular
Relação Estrutura-Atividade
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antineoplastic Agents, Phytogenic); 0 (Biological Products); 0 (Distamycins); 0W860991D6 (Deoxycytidine); 80O63P88IS (stallimycin); B76N6SBZ8R (gemcitabine)
[Em] Mês de entrada:1707
[Cu] Atualização por classe:171122
[Lr] Data última revisão:
171122
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:160629
[St] Status:MEDLINE


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[PMID]:27008800
[Au] Autor:Drozdowska D; Rusak M; Miltyk W; Markowska A; Samczuki P
[Ti] Título:ANTIPROLIFERATIVE EFFECTS ON BREAST CANCER CELLS AND SOME INTERACTIONS OF NEW DISTAMYCIN ANALOGUES WITH DNA, ENDONUCLEASES AND DNA TOPOISOMERASES.
[So] Source:Acta Pol Pharm;73(1):47-53, 2016 Jan-Feb.
[Is] ISSN:0001-6837
[Cp] País de publicação:Poland
[La] Idioma:eng
[Ab] Resumo:The evaluation of a new group of distamycin analogues 1-6 as potential minor groove binders for the treatment of cancer were investigated. The activity of the new compounds against several restriction enzymes was examined. The studied compounds did not block GC-rich sequences regions of DNA but inhibited catalytic action of endonucleases in AA, AT, TT and AG restriction sites. Determination of association constants using calf thymus DNA, T4 coliphage DNA, poly(dA-dT)2 and poly(dG-dC)2 have confirmed that the tested compounds bind within minor groove of B-DNA. All of the compounds demonstrated activity against DNA topoisomerases II at the concentration 10 µM, but they did not inhibit activity of topoisomerase I. The studied derivatives were evaluated in human MCF-7 breast cancer cells and showed antiproliferative and cytotoxic effects in the range of 81.70 µM and 200.00 µM.
[Mh] Termos MeSH primário: Antineoplásicos/farmacologia
Neoplasias da Mama/tratamento farmacológico
Proliferação Celular/efeitos dos fármacos
Endonucleases/antagonistas & inibidores
Inibidores da Topoisomerase/farmacologia
[Mh] Termos MeSH secundário: Neoplasias da Mama/patologia
Distamicinas/farmacologia
Feminino
Seres Humanos
Células MCF-7
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Antineoplastic Agents); 0 (Distamycins); 0 (Topoisomerase Inhibitors); 80O63P88IS (stallimycin); EC 3.1.- (Endonucleases)
[Em] Mês de entrada:1604
[Cu] Atualização por classe:160324
[Lr] Data última revisão:
160324
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:160325
[St] Status:MEDLINE


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[PMID]:26183332
[Au] Autor:Chetoni P; Monti D; Tampucci S; Matteoli B; Ceccherini-Nelli L; Subissi A; Burgalassi S
[Ad] Endereço:Department of Pharmacy, University of Pisa, Pisa, Italy. Electronic address: patrizia.chetoni@farm.unipi.it.
[Ti] Título:Liposomes as a potential ocular delivery system of distamycin A.
[So] Source:Int J Pharm;492(1-2):120-6, 2015 Aug 15.
[Is] ISSN:1873-3476
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:Liposomes containing Distamycin A (DA) may be clinically useful in the treatment of ocular HSV infections, especially in acyclovir-resistant HSV keratitis. This study evaluated the in vitro and in vivo performance of a topical controlled release liposomal formulation containing DA (DA-Lipo) aimed at reducing the toxicity of the encapsulated active agent and improving drug uptake by ocular tissues. The bioavailability of DA in the tear fluid and the DA uptake into the cornea were increased after instillation of DA-Lipo in rabbits, reaching the DA corneal concentration corresponding to IC50 values against HSV without any sign of transcorneal permeation of drug. DA-Lipo was definitely less cytotoxic then plain DA in rabbit corneal epithelial cells. These results provide new insights into the correlation between the in vitro data and the drug kinetics following ocular applications of liposomal vesicles.
[Mh] Termos MeSH primário: Antivirais/administração & dosagem
Distamicinas/administração & dosagem
[Mh] Termos MeSH secundário: Administração Oftálmica
Animais
Antivirais/farmacocinética
Humor Aquoso/metabolismo
Disponibilidade Biológica
Linhagem Celular
Sobrevivência Celular/efeitos dos fármacos
Cercopithecus aethiops
Córnea/metabolismo
Distamicinas/farmacocinética
Herpesvirus Humano 1/efeitos dos fármacos
Herpesvirus Humano 2/efeitos dos fármacos
Lipossomos
Masculino
Coelhos
Lágrimas/metabolismo
Células Vero
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antiviral Agents); 0 (Distamycins); 0 (Liposomes); 80O63P88IS (stallimycin)
[Em] Mês de entrada:1605
[Cu] Atualização por classe:150814
[Lr] Data última revisão:
150814
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:150718
[St] Status:MEDLINE


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[PMID]:25921267
[Au] Autor:Brucoli F; Guzman JD; Maitra A; James CH; Fox KR; Bhakta S
[Ad] Endereço:School of Science and Sport, Institute of Biomedical and Environmental Health Research (IBEHR), University of the West of Scotland, Paisley PA1 2BE, UK. Electronic address: federico.brucoli@uws.ac.uk.
[Ti] Título:Synthesis, anti-mycobacterial activity and DNA sequence-selectivity of a library of biaryl-motifs containing polyamides.
[So] Source:Bioorg Med Chem;23(13):3705-11, 2015 Jul 01.
[Is] ISSN:1464-3391
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:The alarming rise of extensively drug-resistant tuberculosis (XDR-TB) strains, compel the development of new molecules with novel modes of action to control this world health emergency. Distamycin analogues containing N-terminal biaryl-motifs 2(1-5)(1-7) were synthesised using a solution-phase approach and evaluated for their anti-mycobacterial activity and DNA-sequence selectivity. Thiophene dimer motif-containing polyamide 2(2,6) exhibited 10-fold higher inhibitory activity against Mycobacterium tuberculosis compared to distamycin and library member 2(5,7) showed high binding affinity for the 5'-ACATAT-3' sequence.
[Mh] Termos MeSH primário: Antituberculosos/síntese química
DNA Bacteriano/antagonistas & inibidores
Distamicinas/síntese química
Nylons/síntese química
Bibliotecas de Moléculas Pequenas/síntese química
[Mh] Termos MeSH secundário: Antituberculosos/farmacologia
Sítios de Ligação
Técnicas de Química Combinatória
Pegada de DNA
DNA Bacteriano/química
Distamicinas/farmacologia
Ligantes
Testes de Sensibilidade Microbiana
Modelos Moleculares
Mycobacterium tuberculosis/química
Mycobacterium tuberculosis/efeitos dos fármacos
Mycobacterium tuberculosis/crescimento & desenvolvimento
Nylons/farmacologia
Bibliotecas de Moléculas Pequenas/farmacologia
Relação Estrutura-Atividade
Tiofenos/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antitubercular Agents); 0 (DNA, Bacterial); 0 (Distamycins); 0 (Ligands); 0 (Nylons); 0 (Small Molecule Libraries); 0 (Thiophenes)
[Em] Mês de entrada:1602
[Cu] Atualização por classe:170922
[Lr] Data última revisão:
170922
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:150430
[St] Status:MEDLINE


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[PMID]:25761689
[Au] Autor:Prusov AN; Smirnova TA; Kolomijtseva GY
[Ad] Endereço:Lomonosov Moscow State University, Belozersky Institute of Physico-Chemical Biology, Moscow, 119991, Russia. prusov@belozersky.msu.ru.
[Ti] Título:Extraction of histone H1 and decondensation of nuclear chromatin with various Mg-dependent organization levels under treatment with polyglutamic acid and distamycin.
[So] Source:Biochemistry (Mosc);80(3):356-65, 2015 Mar.
[Is] ISSN:1608-3040
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Chromatin in rat liver nuclei under conditions of low ionic strength (20-25 mM) and [Mg2+] from 2 to 5 mM has a condensed structure (100-200 nm globules) and gives the same CD signal (320-340 nm) at interaction with the antibiotic distamycin A (DM). Reducing [Mg2+] to 1 mM leads to chromatin decondensation to 30 nm structures and increases the CD signal. Poly-L-glutamic acid (PG) at weight ratio PG/DNA = 6 and in the presence of 5 mM Mg2+ extracts only about 1/8 of nuclear histone H1, preserving a condensed chromatin structure. Removal of about 1/4 of H1 at 3 mM Mg2+ leads to chromatin decondensation to 30 nm fibrils. Extraction of about half of histone H1 at [Mg2+] ≤ 2 mM results in chromatin refolding to nucleosome fibrils. PG-decondensation leads to a significant increase in the CD signal. The main H1 extraction occurs in 1-2 min, but at all Mg2+ concentrations the more slowly PG extracted fraction is found comprising 5-7% of nuclear H1. About 25% of leaving nuclear H1 can be extracted by PG in the presence of saturating DM concentration (molar DM/DNA = 0.1). H1 release depends significantly on the PG concentration. However, even at high weight ratio PG/DNA = 30 and DM/DNA = 0.1, about 5-10% of histone H1 remained in the nuclei. Decondensation of chromatin in the nucleus is not always proportional to the yield of extracted histone H1 and is weakened in the presence of positively charged DM or high concentrations of PG. Our results show that the interaction of DM with chromatin depends primarily on chromatin packaging, while PG extraction depends on [Mg2+] supporting this packaging.
[Mh] Termos MeSH primário: Antibacterianos/farmacologia
Núcleo Celular/metabolismo
Cromatina/metabolismo
Distamicinas/farmacologia
Histonas/metabolismo
Ácido Poliglutâmico/farmacologia
[Mh] Termos MeSH secundário: Animais
Núcleo Celular/química
Núcleo Celular/efeitos dos fármacos
Cromatina/química
Histonas/química
Histonas/isolamento & purificação
Fígado/química
Fígado/metabolismo
Magnésio/análise
Nucleossomos/metabolismo
Concentração Osmolar
Ratos
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Anti-Bacterial Agents); 0 (Chromatin); 0 (Distamycins); 0 (Histones); 0 (Nucleosomes); 25513-46-6 (Polyglutamic Acid); 80O63P88IS (stallimycin); I38ZP9992A (Magnesium)
[Em] Mês de entrada:1512
[Cu] Atualização por classe:150312
[Lr] Data última revisão:
150312
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:150313
[St] Status:MEDLINE
[do] DOI:10.1134/S0006297915030104


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[PMID]:25711379
[Au] Autor:Bruce CD; Ferrara MM; Manka JL; Davis ZS; Register J
[Ad] Endereço:Department of Chemistry, John Carroll University, 1 John Carroll Boulevard, University Heights, OH, 44118, USA.
[Ti] Título:Dynamic hydrogen bonding and DNA flexibility in minor groove binders: molecular dynamics simulation of the polyamide f-ImPyIm bound to the Mlu1 (MCB) sequence 5'-ACGCGT-3' in 2:1 motif.
[So] Source:J Mol Recognit;28(5):325-37, 2015 May.
[Is] ISSN:1099-1352
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Molecular dynamics simulations of the DNA 10-mer 5'-CCACGCGTGG-3' alone and complexed with the formamido-imidazole-pyrrole-imidazole (f-ImPyIm) polyamide minor groove binder in a 2:1 fashion were conducted for 50 ns using the pbsc0 parameters within the AMBER 12 software package. The change in DNA structure upon binding of f-ImPyIm was evaluated via minor groove width and depth, base pair parameters of Slide, Twist, Roll, Stretch, Stagger, Opening, Propeller, and x-displacement, dihedral angle distributions of ζ, ε, α, and γ determined using the Curves+ software program, and hydrogen bond formation. The dynamic hydrogen bonding between the f-ImPyIm and its cognate DNA sequence was compared to the static image used to predict sequence recognition by polyamide minor groove binders. Many of the predicted hydrogen bonds were present in less than 50% of the simulation; however, persistent hydrogen bonds between G5/15 and the formamido group of f-ImPyIm were observed. It was determined that the DNA is wider in the Complex than without the polyamide binder; however, there is flexibility in this particular sequence, even in the presence of the f-ImPyIm as evidenced by the range of minor groove widths the DNA exhibits and the dynamics of the hydrogen bonding that binds the two f-ImPyIm ions to the minor groove. The Complex consisting of the DNA and the 2 f-ImPyIm binders shows slight fraying of the 5' end of the 10-mer at the end of the simulation, but the portion of the oligomer responsible for recognition and binding is stable throughout the simulation. Several structural changes in the Complex indicate that minor groove binders may have a more active role in inhibiting transcription than just preventing binding of important transcription factors.
[Mh] Termos MeSH primário: Distamicinas/química
Imidazóis/química
Oligodesoxirribonucleotídeos/química
[Mh] Termos MeSH secundário: Proteínas de Bactérias/química
Pareamento de Bases
Sequência de Bases
Sítios de Ligação
Desoxirribonucleases de Sítio Específico do Tipo II/química
Ligações de Hidrogênio
Simulação de Dinâmica Molecular
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Bacterial Proteins); 0 (Distamycins); 0 (Imidazoles); 0 (N-(2-(diethylamino)ethyl)-1-methyl-4-(1-methyl-4-(4-formamido-1-methylimidazole-2-carboxamido)pyrrole-2-carboxamido)imidazole-2-carboxamide); 0 (Oligodeoxyribonucleotides); EC 3.1.21.- (endodeoxyribonuclease MluI); EC 3.1.21.4 (Deoxyribonucleases, Type II Site-Specific)
[Em] Mês de entrada:1601
[Cu] Atualização por classe:150415
[Lr] Data última revisão:
150415
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:150226
[St] Status:MEDLINE
[do] DOI:10.1002/jmr.2448



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