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[PMID]:29172467
[Au] Autor:Casini A; Woods B; Wenzel M
[Ad] Endereço:School of Chemistry, Cardiff University , Main Building, Park Place, CF10 3AT Cardiff, United Kingdom.
[Ti] Título:The Promise of Self-Assembled 3D Supramolecular Coordination Complexes for Biomedical Applications.
[So] Source:Inorg Chem;56(24):14715-14729, 2017 Dec 18.
[Is] ISSN:1520-510X
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:In the supramolecular chemistry field, coordination-driven self-assembly has provided the basis for tremendous growth across many subdisciplines, spanning from fundamental investigations regarding the design and synthesis of new architectures to defining different practical applications. Within this framework, supramolecular coordination complexes (SCCs), defined as large chemical entities formed from smaller precursor building blocks of ionic metal nodes and organic multidentate ligands, resulting in intricate and well-defined supramolecular structures, hold great promise. Notably, interest in the construction of discrete 3D molecular architectures, such as those offered by SCCs, has experienced extraordinary progress because of their potential application as sensors, catalysts, probes, and containers and in basic host-guest chemistry. Despite numerous synthetic efforts and a number of inherent favorable properties, the field of 3D SCCs for biomedical applications is still in its infancy. This Viewpoint focuses on 3D SCCs, specifically metallacages and helicates, first briefly presenting the fundamentals in terms of the synthesis and characterization of their host-guest properties, followed by an overview of the possible biological applications with representative examples. Thus, emphasis will be given in particular to metallacages as drug delivery systems and to chiral helicates as DNA recognition domains. Overall, we will provide an update on the state-of-the-art literature and will define the challenges in this fascinating research area at the interface of different disciplines.
[Mh] Termos MeSH primário: Complexos de Coordenação/química
Portadores de Fármacos/química
Metais/química
[Mh] Termos MeSH secundário: Animais
DNA/análise
Sistemas de Liberação de Medicamentos/métodos
Corantes Fluorescentes/química
Seres Humanos
Substâncias Intercalantes/química
Ligantes
Modelos Moleculares
Conformação Molecular
Conformação de Ácido Nucleico
RNA/análise
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Coordination Complexes); 0 (Drug Carriers); 0 (Fluorescent Dyes); 0 (Intercalating Agents); 0 (Ligands); 0 (Metals); 63231-63-0 (RNA); 9007-49-2 (DNA)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180228
[Lr] Data última revisão:
180228
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171128
[St] Status:MEDLINE
[do] DOI:10.1021/acs.inorgchem.7b02599


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[PMID]:29207341
[Au] Autor:Varrica MG; Zagni C; Mineo PG; Floresta G; Monciino G; Pistarà V; Abbadessa A; Nicosia A; Castilho RM; Amata E; Rescifina A
[Ad] Endereço:Dipartimento di Scienze del Farmaco, Università degli Studi di Catania, V.le A. Doria, 95125, Catania, Italy.
[Ti] Título:DNA intercalators based on (1,10-phenanthrolin-2-yl)isoxazolidin-5-yl core with better growth inhibition and selectivity than cisplatin upon head and neck squamous cells carcinoma.
[So] Source:Eur J Med Chem;143:583-590, 2018 Jan 01.
[Is] ISSN:1768-3254
[Cp] País de publicação:France
[La] Idioma:eng
[Ab] Resumo:((3RS,5SR)- and ((3RS,5RS)-2-(2-methoxybenzyl)-3-(1,10-phenanthrolin-2-yl)isoxazolidin-5-yl)methanol have been synthesized, according to 1,3-dipolar cycloaddition methodology, as DNA intercalating agents and evaluated for their anticancer activity against human cervical carcinoma HeLa and head and neck squamous cells carcinoma cell lines. The synthesized compounds exhibited good cytotoxic activity with IC better than cisplatin, used as the main and effective treatment for HNSCC, and a 24.3-72.0-fold selectivity respect to the 184B5 non-cancerous immortalized breast epithelial cell lines. Unwinding assay, circular dichroism data, and Uv-vis melting experiments confirmed that these compounds act as DNA intercalators with a binding constant in the order of 10 M . Docking studies showed that both compounds can interact as intercalating agent with both poly-d(AT) and poly-d(GC) , preferring an entrance by the minor groove of the poly-d(AT) .
[Mh] Termos MeSH primário: Antineoplásicos/farmacologia
Carcinoma de Células Escamosas/tratamento farmacológico
Cisplatino/farmacologia
DNA de Neoplasias/efeitos dos fármacos
Neoplasias de Cabeça e Pescoço/tratamento farmacológico
Substâncias Intercalantes/farmacologia
Isoxazóis/farmacologia
[Mh] Termos MeSH secundário: Antineoplásicos/síntese química
Antineoplásicos/química
Carcinoma de Células Escamosas/patologia
Linhagem Celular Tumoral
Proliferação Celular/efeitos dos fármacos
Sobrevivência Celular/efeitos dos fármacos
Cisplatino/química
DNA de Neoplasias/química
Relação Dose-Resposta a Droga
Ensaios de Seleção de Medicamentos Antitumorais
Neoplasias de Cabeça e Pescoço/patologia
Seres Humanos
Substâncias Intercalantes/síntese química
Substâncias Intercalantes/química
Isoxazóis/síntese química
Isoxazóis/química
Modelos Moleculares
Estrutura Molecular
Relação Estrutura-Atividade
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (2-(2-methoxybenzyl)-3-(1,10-phenanthrolin-2-yl)isoxazolidin-5-yl)methanol); 0 (Antineoplastic Agents); 0 (DNA, Neoplasm); 0 (Intercalating Agents); 0 (Isoxazoles); Q20Q21Q62J (Cisplatin)
[Em] Mês de entrada:1801
[Cu] Atualização por classe:180110
[Lr] Data última revisão:
180110
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171206
[St] Status:MEDLINE


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[PMID]:29185900
[Au] Autor:Shahabadi N; Asadian AA; Mahdavi M
[Ad] Endereço:a Inorganic Chemistry Department, Faculty of Chemistry , Razi University , Kermanshah , Iran.
[Ti] Título:Intercalation of a Zn(II) complex containing ciprofloxacin drug between DNA base pairs.
[So] Source:Nucleosides Nucleotides Nucleic Acids;36(11):676-689, 2017 Nov 02.
[Is] ISSN:1532-2335
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:In this study, an attempt has been made to study the interaction of a Zn(II) complex containing an antibiotic drug, ciprofloxacin, with calf thymus DNA using spectroscopic methods. It was found that Zn(II) complex could bind with DNA via intercalation mode as evidenced by: hyperchromism in UV-Vis spectrum; these spectral characteristics suggest that the Zn(II) complex interacts with DNA most likely through a mode that involves a stacking interaction between the aromatic chromophore and the base pairs of DNA. DNA binding constant (K = 1.4 × 10 M ) from spectrophotometric studies of the interaction of Zn(II) complex with DNA is comparable to those of some DNA intercalative polypyridyl Ru(II) complexes 1.0 -4.8 × 10 M . CD study showed stabilization of the right-handed B form of DNA in the presence of Zn(II) complex as observed for the classical intercalator methylene blue. Thermodynamic parameters (ΔH < 0 and ΔS < 0) indicated that hydrogen bond and Van der Waals play main roles in this binding prose. Competitive fluorimetric studies with methylene blue (MB) dye have shown that Zn(II) complex exhibits the ability of this complex to displace with DNA-MB, indicating that it binds to DNA in strong competition with MB for the intercalation.
[Mh] Termos MeSH primário: Pareamento de Bases
Ciprofloxacino/química
Complexos de Coordenação/química
Complexos de Coordenação/farmacologia
DNA/química
Zinco/química
[Mh] Termos MeSH secundário: Animais
Ligação Competitiva
Bovinos
Complexos de Coordenação/metabolismo
DNA/metabolismo
Substâncias Intercalantes/química
Substâncias Intercalantes/metabolismo
Substâncias Intercalantes/farmacologia
Azul de Metileno/metabolismo
Termodinâmica
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Coordination Complexes); 0 (Intercalating Agents); 5E8K9I0O4U (Ciprofloxacin); 9007-49-2 (DNA); 91080-16-9 (calf thymus DNA); J41CSQ7QDS (Zinc); T42P99266K (Methylene Blue)
[Em] Mês de entrada:1801
[Cu] Atualização por classe:180101
[Lr] Data última revisão:
180101
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171130
[St] Status:MEDLINE
[do] DOI:10.1080/15257770.2017.1388394


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[PMID]:28933851
[Au] Autor:Gavande NS; VanderVere-Carozza P; Mishra AK; Vernon TL; Pawelczak KS; Turchi JJ
[Ad] Endereço:Department of Medicine, Indiana University School of Medicine , Indianapolis, Indiana 46202, United States.
[Ti] Título:Design and Structure-Guided Development of Novel Inhibitors of the Xeroderma Pigmentosum Group A (XPA) Protein-DNA Interaction.
[So] Source:J Med Chem;60(19):8055-8070, 2017 Oct 12.
[Is] ISSN:1520-4804
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:XPA is a unique and essential protein required for the nucleotide excision DNA repair pathway and represents a therapeutic target in oncology. Herein, we are the first to develop novel inhibitors of the XPA-DNA interaction through structure-guided drug design efforts. Ester derivatives of the compounds 1 (X80), 22, and 24 displayed excellent inhibitory activity (IC of 0.82 ± 0.18 µM and 1.3 ± 0.22 µM, respectively) but poor solubility. We have synthesized novel amide derivatives that retain potency and have much improved solubility. Furthermore, compound 1 analogs exhibited good specificity for XPA over RPA (replication protein A), another DNA-binding protein that participates in the nucleotide excision repair (NER) pathway. Importantly, there were no significant interactions observed by the X80 class of compounds directly with DNA. Molecular docking studies revealed a mechanistic model for the interaction, and these studies could serve as the basis for continued analysis of structure-activity relationships and drug development efforts of this novel target.
[Mh] Termos MeSH primário: Antineoplásicos/síntese química
Antineoplásicos/farmacologia
DNA/efeitos dos fármacos
Substâncias Intercalantes/síntese química
Substâncias Intercalantes/farmacologia
Proteína de Xeroderma Pigmentoso Grupo A/antagonistas & inibidores
[Mh] Termos MeSH secundário: Antineoplásicos/química
Simulação por Computador
Reparo do DNA/efeitos dos fármacos
Desenho de Drogas
Avaliação Pré-Clínica de Medicamentos
Seres Humanos
Substâncias Intercalantes/química
Modelos Moleculares
Simulação de Acoplamento Molecular
Solubilidade
Relação Estrutura-Atividade
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antineoplastic Agents); 0 (Intercalating Agents); 0 (Xeroderma Pigmentosum Group A Protein); 9007-49-2 (DNA)
[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:170922
[St] Status:MEDLINE
[do] DOI:10.1021/acs.jmedchem.7b00780


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[PMID]:28887044
[Au] Autor:Liu Y; Berrido AM; Hua ZC; Tse-Dinh YC; Leng F
[Ad] Endereço:Biomolecular Sciences Institute, Florida International University, Miami, FL 33199, United States; Department of Chemistry & Biochemistry, Florida International University, Miami, FL 33199, United States; School of Life Sciences, Nanjing University, Nanjing 210023, Jiangsu Province, PR China.
[Ti] Título:Biochemical and biophysical properties of positively supercoiled DNA.
[So] Source:Biophys Chem;230:68-73, 2017 Nov.
[Is] ISSN:1873-4200
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:In this paper we successfully developed a procedure to generate the (+) supercoiled (sc) plasmid DNA template pZXX6 in the milligram range. With the availability of the (+) sc DNA, we are able to characterize and compare certain biochemical and biophysical properties of (+) sc, (-) sc, and relaxed (rx) DNA molecules using different techniques, such as UV melting, circular dichroism, and fluorescence spectrometry. Our results show that (+) sc, (-) sc, and rx DNA templates can only be partially melted due to the fact that these DNA templates are closed circular DNA molecules and the two DNA strands cannot be completely separated upon denaturation at high temperatures. We also find that the fluorescence intensity of a DNA-binding dye SYTO12 upon binding to the (-) sc DNA is significantly higher than that of its binding to the (+) sc DNA. This unique property may be used to differentiate the (-) sc DNA from the (+) sc DNA. Additionally, we demonstrate that E. coli topoisomerase I cannot relax the (+) sc DNA. In contrast, E. coli DNA gyrase can efficiently convert the (+) sc DNA to the (-) sc DNA. Furthermore, our dialysis competition assays show that DNA intercalators prefer binding to the (-) sc DNA.
[Mh] Termos MeSH primário: DNA Super-Helicoidal/química
[Mh] Termos MeSH secundário: Dicroísmo Circular
DNA Girase/metabolismo
DNA Topoisomerases Tipo I/metabolismo
DNA Super-Helicoidal/metabolismo
Eletroforese em Gel de Ágar
Escherichia coli/metabolismo
Corantes Fluorescentes/química
Corantes Fluorescentes/metabolismo
Substâncias Intercalantes/química
Substâncias Intercalantes/metabolismo
Desnaturação de Ácido Nucleico/efeitos da radiação
Plasmídeos/genética
Plasmídeos/metabolismo
Espectrometria de Fluorescência
Raios Ultravioleta
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (DNA, Superhelical); 0 (Fluorescent Dyes); 0 (Intercalating Agents); EC 5.99.1.2 (DNA Topoisomerases, Type I); EC 5.99.1.3 (DNA Gyrase)
[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:170910
[St] Status:MEDLINE


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[PMID]:28688942
[Au] Autor:Khan NM; Ahmad I; Ansari MY; Haqqi TM
[Ad] Endereço:Department of Anatomy & Neurobiology, Northeast Ohio Medical University, 4209 St Rt 44, Rootstown, OH 44272, USA.
[Ti] Título:Wogonin, a natural flavonoid, intercalates with genomic DNA and exhibits protective effects in IL-1ß stimulated osteoarthritis chondrocytes.
[So] Source:Chem Biol Interact;274:13-23, 2017 Aug 25.
[Is] ISSN:1872-7786
[Cp] País de publicação:Ireland
[La] Idioma:eng
[Ab] Resumo:Wogonin has recently been shown to possess anti-inflammatory and chondroprotective properties and is of considerable interest due to its broad pharmacological activities. The present study highlights that Wogonin binds DNA and exerts chondroprotective effects in vitro. Wogonin showed strong binding with chondrocytes genomic DNA in vitro. The mode of binding of Wogonin to genomic-DNA was assessed by competing Wogonin with EtBr or DAPI, known DNA intercalator and a minor groove binder, respectively. EtBr fluorescence reduced significantly with increase in Wogonin concentration suggesting possible DNA intercalation of Wogonin. Further, in silico molecular docking of Wogonin on mammalian DNA also indicated possible intercalation of Wogonin with DNA. The denaturation and FRET studies revealed that Wogonin prevents denaturation of DNA strands and provide stability to genomic DNA against a variety of chemical denaturants. The cellular uptake study showed that Wogonin enters osteoarthritis chondrocytes and was mainly localized in the nucleus. Wogonin treatment to OA chondrocytes protects the fragmentation of genomic DNA in response to IL-1ß as evaluated by DNA ladder and TUNEL assay. Treatment of chondrocytes with Wogonin resulted in significant suppression of IL-1ß-mediated induction of ROS. Further, Wogonin exhibited protective potential through potent suppression of extrinsic and intrinsic apoptotic pathways and induction of anti-apoptotic proteins in IL-1ß-stimulated osteoarthritis chondrocytes. Our data thus suggest that DNA intercalation by Wogonin may result in the stabilization of genomic DNA leading to protective activity.
[Mh] Termos MeSH primário: Condrócitos/efeitos dos fármacos
DNA/metabolismo
Flavanonas/farmacologia
Substâncias Intercalantes/farmacologia
Interleucina-1beta/farmacologia
Substâncias Protetoras/farmacologia
[Mh] Termos MeSH secundário: Apoptose/efeitos dos fármacos
Sítios de Ligação
Células Cultivadas
Condrócitos/citologia
Condrócitos/metabolismo
DNA/química
Flavanonas/química
Flavanonas/metabolismo
Flavonoides/química
Flavonoides/farmacologia
Transferência Ressonante de Energia de Fluorescência
Seres Humanos
Substâncias Intercalantes/química
Substâncias Intercalantes/metabolismo
Simulação de Acoplamento Molecular
Conformação de Ácido Nucleico
Osteoartrite/metabolismo
Osteoartrite/patologia
Substâncias Protetoras/química
Substâncias Protetoras/metabolismo
Espécies Reativas de Oxigênio/metabolismo
Regulação para Cima/efeitos dos fármacos
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Flavanones); 0 (Flavonoids); 0 (Intercalating Agents); 0 (Interleukin-1beta); 0 (Protective Agents); 0 (Reactive Oxygen Species); 9007-49-2 (DNA); POK93PO28W (wogonin)
[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:170710
[St] Status:MEDLINE


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[PMID]:28687272
[Au] Autor:Nikolova T; Kiweler N; Krämer OH
[Ad] Endereço:Institute of Toxicology, University Medical Center, Obere Zahlbacher Strasse 67, 55131 Mainz, Germany. Electronic address: nikolova@uni-mainz.de.
[Ti] Título:Interstrand Crosslink Repair as a Target for HDAC Inhibition.
[So] Source:Trends Pharmacol Sci;38(9):822-836, 2017 Sep.
[Is] ISSN:1873-3735
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:DNA interstrand crosslinks (ICLs) covalently connect complementary DNA strands. Consequently, DNA replication and transcription are hampered, DNA damage responses (DDR) are initiated, and cell death is triggered. Therefore, drugs inducing ICLs are effective against rapidly growing cancer cells. However, tumors engage a complicated enzymatic machinery to repair and survive ICLs. Several factors, including the post-translational acetylation/deacetylation of lysine residues within proteins, control this network. Histone deacetylases (HDACs) modulate the expression and functions of DNA repair proteins which remove ICLs and control the accessibility of chromatin. Accordingly, histone deacetylase inhibitors (HDACi) are small, pharmacologically and clinically relevant molecules that sensitize cancer cells to ICL inducers. We discuss the mechanism of ICL repair and targets of HDACi within this pathway.
[Mh] Termos MeSH primário: Reparo do DNA
Inibidores de Histona Desacetilases/farmacologia
[Mh] Termos MeSH secundário: Animais
Quebras de DNA de Cadeia Dupla
Dano ao DNA
Histona Desacetilases/metabolismo
Seres Humanos
Substâncias Intercalantes/farmacologia
[Pt] Tipo de publicação:JOURNAL ARTICLE; REVIEW
[Nm] Nome de substância:
0 (Histone Deacetylase Inhibitors); 0 (Intercalating Agents); EC 3.5.1.98 (Histone Deacetylases)
[Em] Mês de entrada:1711
[Cu] Atualização por classe:171108
[Lr] Data última revisão:
171108
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170709
[St] Status:MEDLINE


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[PMID]:28628723
[Au] Autor:Vultos F; Fernandes C; Mendes F; Marques F; Correia JDG; Santos I; Gano L
[Ad] Endereço:Centro de Ciências e Tecnologias Nucleares, Instituto Superior Técnico, Universidade de Lisboa, Estrada Nacional 10, km 139.7, 2695-066, Bobadela, LRS, Portugal.
[Ti] Título:A Multifunctional Radiotheranostic Agent for Dual Targeting of Breast Cancer Cells.
[So] Source:ChemMedChem;12(14):1103-1107, 2017 Jul 20.
[Is] ISSN:1860-7187
[Cp] País de publicação:Germany
[La] Idioma:eng
[Ab] Resumo:A straightforward synthetic route for a new multifunctional 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) derivative is described. To demonstrate the versatility of this pro-chelator for the preparation of radiolabeled hybrid compounds containing two different biological targeting moieties, an antitumor agent (e.g., a DNA-intercalating agent) and an estrogen receptor (ER) ligand (e.g., LXXLL-based peptide) were regiospecifically conjugated to the DOTA derivative. The bifunctional probe was radiolabeled with the auger electron emitter indium-111, and the resulting radioconjugate was demonstrated to induce DNA damage in vitro, which, along with the nuclear internalization exhibited in breast cancer cells, might enhance its therapeutic activity. This favorable in vitro performance suggests that these hybrid compounds could be attractive probes for theranostic applications.
[Mh] Termos MeSH primário: Antineoplásicos/síntese química
Compostos Aza/síntese química
Compostos Heterocíclicos com 1 Anel/síntese química
Compostos Radiofarmacêuticos/síntese química
[Mh] Termos MeSH secundário: Animais
Antineoplásicos/farmacologia
Compostos Aza/farmacologia
Neoplasias da Mama
Sobrevivência Celular/efeitos dos fármacos
Quelantes/química
Feminino
Compostos Heterocíclicos com 1 Anel/farmacologia
Seres Humanos
Radioisótopos de Índio
Substâncias Intercalantes/química
Ligantes
Células MCF-7
Camundongos
Peptídeos/química
Ligação Proteica
Compostos Radiofarmacêuticos/farmacologia
Receptores Estrogênicos/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (1,4,7,10-tetraazacyclododecane-1,4,7,10-tetracetic acid); 0 (Antineoplastic Agents); 0 (Aza Compounds); 0 (Chelating Agents); 0 (Heterocyclic Compounds, 1-Ring); 0 (Indium Radioisotopes); 0 (Intercalating Agents); 0 (Ligands); 0 (Peptides); 0 (Radiopharmaceuticals); 0 (Receptors, Estrogen)
[Em] Mês de entrada:1709
[Cu] Atualização por classe:170925
[Lr] Data última revisão:
170925
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170620
[St] Status:MEDLINE
[do] DOI:10.1002/cmdc.201700287


  9 / 3527 MEDLINE  
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[PMID]:28435250
[Au] Autor:Sun P; Zhang N; Tang Y; Yang Y; Chu X; Zhao Y
[Ad] Endereço:Department of Pharmaceutics, School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou, HeNan, People's Republic of China.
[Ti] Título:SL2B aptamer and folic acid dual-targeting DNA nanostructures for synergic biological effect with chemotherapy to combat colorectal cancer.
[So] Source:Int J Nanomedicine;12:2657-2672, 2017.
[Is] ISSN:1178-2013
[Cp] País de publicação:New Zealand
[La] Idioma:eng
[Ab] Resumo:DNA nanostructures prepared by self-assembly possess good stability, high biocompatibility, and low immunogenicity as drug delivery vehicles. In this work, DNA tetrahedron (TD) was constructed and modified with SL2B aptamer (S) and folic acid (F). TD possessed a small diameter (~6 nm) and entered into the nucleus quickly. SL2B aptamer can inhibit cancer cell growth by disturbing vascular endothelial growth factor/Notch signaling pathways. To explore the effect of SL2B number on colorectal cancer inhibition, SL2B multimers (dimer, trimer, and tetramer) were constructed by functionalization of TD with different numbers of SL2B. One SL2B per TD was the most efficient anticancer strategy and showed significantly better anticancer efficacy than SL2B, probably due to the enhanced stability of SL2B by TD. Doxorubicin (DOX) is a potent anticancer agent that can intercalate into DNA double strands. Results showed that TD could facilitate DOX entrance into the nucleus and the intracellular delivery of DOX was further enhanced by functionalization of SL2B and F. DOX-intercalated TD modified with two F and two S (DOX@TD-2F2S) could cause sufficient HT-29 cell inhibition at a much lower DOX concentration. In sum, DOX@TD-2F2S exhibited a synergic anticancer biological effect with chemotherapy and can be a promising strategy for treating colorectal cancer.
[Mh] Termos MeSH primário: Aptâmeros de Nucleotídeos/química
Neoplasias Colorretais/tratamento farmacológico
Ácido Fólico/administração & dosagem
Nanoestruturas/administração & dosagem
[Mh] Termos MeSH secundário: Aptâmeros de Nucleotídeos/administração & dosagem
DNA/química
Doxorrubicina/administração & dosagem
Doxorrubicina/farmacologia
Sistemas de Liberação de Medicamentos/métodos
Estabilidade de Medicamentos
Ácido Fólico/química
Ácido Fólico/farmacologia
Células HT29/efeitos dos fármacos
Seres Humanos
Substâncias Intercalantes/administração & dosagem
Substâncias Intercalantes/química
Terapia de Alvo Molecular
Nanoestruturas/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Aptamers, Nucleotide); 0 (Intercalating Agents); 80168379AG (Doxorubicin); 9007-49-2 (DNA); 935E97BOY8 (Folic Acid)
[Em] Mês de entrada:1708
[Cu] Atualização por classe:170807
[Lr] Data última revisão:
170807
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170425
[St] Status:MEDLINE
[do] DOI:10.2147/IJN.S132929


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[PMID]:28388522
[Au] Autor:Wang Y; Fan H; Balakrishnan K; Lin Z; Cao S; Chen W; Fan Y; Guthrie QA; Sun H; Teske KA; Gandhi V; Arnold LA; Peng X
[Ad] Endereço:Department of Chemistry and Biochemistry and the Milwaukee Institute for Drug Discovery, University of Wisconsin-Milwaukee, 3210 N. Cramer Street, Milwaukee, WI, 53211, USA.
[Ti] Título:Hydrogen peroxide activated quinone methide precursors with enhanced DNA cross-linking capability and cytotoxicity towards cancer cells.
[So] Source:Eur J Med Chem;133:197-207, 2017 Jun 16.
[Is] ISSN:1768-3254
[Cp] País de publicação:France
[La] Idioma:eng
[Ab] Resumo:Quinone methide (QM) formation induced by endogenously generated H O is attractive for biological and biomedical applications. To overcome current limitations due to low biological activity of H O -activated QM precursors, we are introducing herein several new arylboronates with electron donating substituents at different positions of benzene ring and/or different neutral leaving groups. The reaction rate of the arylboronate esters with H O and subsequent bisquinone methides formation and DNA cross-linking was accelerated with the application of Br as a leaving group instead of acetoxy groups. Additionally, a donating group placed meta to the nascent exo-methylene group of the quinone methide greatly improves H O -induced DNA interstrand cross-link formation as well as enhances the cellular activity. Multiple donating groups decrease the stability and DNA cross-linking capability, which lead to low cellular activity. A cell-based screen demonstrated that compounds 2a and 5a with a OMe or OH group dramatically inhibited the growth of various tissue-derived cancer cells while normal cells were less affected. Induction of H2AX phosphorylation by these compounds in CLL lymphocytes provide evidence for a correlation between cell death and DNA damage. The compounds presented herein showed potent anticancer activities and selectivity, which represent a novel scaffold for anticancer drug development.
[Mh] Termos MeSH primário: Antineoplásicos/farmacologia
Derivados de Benzeno/farmacologia
DNA/química
Peróxido de Hidrogênio/metabolismo
Indolquinonas/farmacologia
Substâncias Intercalantes/farmacologia
[Mh] Termos MeSH secundário: Antineoplásicos/química
Antineoplásicos/metabolismo
Sequência de Bases/efeitos dos fármacos
Derivados de Benzeno/química
Derivados de Benzeno/metabolismo
Ácidos Borônicos/química
Ácidos Borônicos/metabolismo
Ácidos Borônicos/farmacologia
Linhagem Celular Tumoral
Seres Humanos
Indolquinonas/química
Indolquinonas/metabolismo
Substâncias Intercalantes/química
Substâncias Intercalantes/metabolismo
Neoplasias/tratamento farmacológico
Neoplasias/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antineoplastic Agents); 0 (Benzene Derivatives); 0 (Boronic Acids); 0 (Indolequinones); 0 (Intercalating Agents); 138230-21-4 (quinone methide); 9007-49-2 (DNA); BBX060AN9V (Hydrogen Peroxide)
[Em] Mês de entrada:1709
[Cu] Atualização por classe:171024
[Lr] Data última revisão:
171024
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170408
[St] Status:MEDLINE



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