RESUMEN
Microbe-catalyzed surface modification is a promising method for the production of special targeting nanomaterials. A bacterium-selective material can be obtained by investigating the microbe-catalyzed mineralization of proteins. Herein, a novel method was fabricated for the biosynthesis of FeS-decorated porphyrin-protein clusters (P-CA@BE) via E. coli (Escherichia coli)-catalyzed bio-Fe(III) reduction and bio-sulfidation of porphyrin (P), caffeic acid (CA), and protein [bovine serum albumin (BSA)] assemblies. The assembly (P-CA@BSA) was identified by spectroscopic methods. Next, the P-CA@BSA assembly was transferred into FeS-decorated porphyrin-protein clusters (P-CA@BE) catalyzed by E. coli. There are partial ß-folding proteins in P-CA@BE, which selectively recognize S. aureus (Staphylococcus aureus) and show different antibacterial properties against E. coli and S. aureus. Results demonstrate that the E. coli-catalyzed mineralization of the porphyrin-protein assembly is an effective method for the biosynthesis of S. aureus-sensitive metal-protein clusters.
Asunto(s)
Porfirinas , Staphylococcus aureus , Proteínas Bacterianas , Escherichia coli , Compuestos Férricos/química , Compuestos Ferrosos , Porfirinas/farmacología , Albúmina Sérica Bovina/químicaRESUMEN
Increasing acidity is an effective method for bacterial inactivation by inhibiting the synthesis of intracellular proteins at low pH. Photo-driven proton release probe can be used for the measurement of proton in hydrophobic condition. To develop fluorescent proton donor, two boron dipyrromethene derivatives (BDP-S and BDP-S2) were characterized by spectroscopic methods. Irradiation of BDP-S by white LED light resulted in efficient generation of acidic species with changes of fluorescence emission. The linear relationship between the pH value and the fluorescence intensity of BDP-S was obtained, indicating that BDP-S is a fluorescent visual proton donor. Light-induced antibacterial results indicate that BDP-S can significantly inhibit the growth of E. coli. The results prove that BDP-S is a very promising photoacid sterilant.
Asunto(s)
Antibacterianos/farmacología , Compuestos de Boro/farmacología , Escherichia coli/efectos de los fármacos , Colorantes Fluorescentes/farmacología , Protones , Ácidos Sulfónicos/farmacología , Antibacterianos/síntesis química , Antibacterianos/química , Compuestos de Boro/química , Colorantes Fluorescentes/síntesis química , Colorantes Fluorescentes/química , Concentración de Iones de Hidrógeno , Pruebas de Sensibilidad Microbiana , Estructura Molecular , Espectrometría de Fluorescencia , Ácidos Sulfónicos/químicaRESUMEN
The G-quadruplex aptamer is a high-order structure formed by folding of guanine-rich DNA or RNA. The recognition and assembly of G-quadruplex and compounds are important to find biocompatible drugs. Herein, triphenylamine conjugated 4, 4-difluoro-4-bora-3a, 4a-diaza-s-indacene (BODIPY) compound (BPTPA) was synthesized, and the interaction of BPTPA with G4 DNA was studied. It is found that BPTPA selectively binds with G3T3 G4 DNA forming a water-compatible nanocomplex (BPTPA-G3T3). BPTPA-G3T3 can image mitochondria and inhibit the expression of TrxR2. Cytotoxicity results indicate BPTPA-G3T3 can decrease the membrane potential of mitochondria and inhibit the proliferation of BGC-823 cancer cells. Therefore, BPTPA-G3T3 can be the biocompatible attenuator of mitochondria for cancer image and chemotherapy.
Asunto(s)
G-Cuádruplex , Mitocondrias/metabolismo , Humanos , Estructura MolecularRESUMEN
A mild and facile synthesis of polyfunctionalized pyridines from NH4OAc, ß,γ-unsaturated α-ketoesters, and ketones/aldehydes has been reported through tandem three-component cyclization and aerobic oxidation using the combination of amine and metal catalysts. The synthetic value of the developed methodology was demonstrated by a gram-scale reaction and a wide range of substrates including naturally occurring citronellal.
RESUMEN
Correction for 'A mild and facile synthesis of polyfunctionalized pyridines: merging three-component cyclization and aerobic oxidation by amine/metal catalysts' by Chunyin Zhu et al., Org. Biomol. Chem., 2015, 13, 6278-6285.
RESUMEN
Antibiotic resistance is one of the biggest challenges that causes incurable diseases and endangers public health. Metal-porphyrin-modified nanoarchitectonics can enhance the bacterial affinity and destruction of cell walls. Herein, a new photoresponsive nanoarchitectonics (BPGa@COF-Cu) was synthesized by doping Ga(III) on the surface of black phosphorus (BP) and subsequently loaded into a Cu(II)-based covalent-organic framework (COF-Cu). The COF-Cu was induced by the coupling reaction of terephthalic chloride with amino-substituted porphyrin derivatives (THPP), followed by the coordination of the Cu(II) ion. The material BPGa@COF-Cu is a nanoball, and the mean radius is ca. 250 nm. The photochemical properties of BPGa@COF-Cu show that it efficiently catalyzes H2O2 into ·OH. BPGa@COF-Cu can also produce both singlet oxygen and heat upon 808 nm irradiation. Further, BPGa@COF-Cu was employed to inhibit bacteria, and the results showed that it can destroy the membrane of bacteria. The MIC (minimal inhibition concentration) of BPGa@COF-Cu against E. coli was 1 µg/mL. All the data suggest that BPGa@COF-Cu is a multiple nanoarchitectonics for bacterial treatment.
RESUMEN
The attenuation of bacterial metabolism provides an adjunct to the treatment of bacterial infections. To develop a bacterial eradication agent, a bioactivatable material (BP@Eu-TCPP) was designed and synthesized by coordination and reduction of europium(III) with thin-layer black phosphorus (BP) and tetrakis (4-carboxyphenyl) porphyrin (TCPP). The existence of the P-Eu bond and Eu2+ 3d5/2 in X-ray photoelectron spectroscopy confirmed the successful synthesis of BP@Eu-TCPP. This material showed high fluorescence sensitivity to l-Arginine (l-Arg) and the main binding ratio of BP@Eu-TCPP to l-Arg was ca. 1:2 or 1:3, with the limit of detection of 4.0 µM. The material also showed good photothermal properties and stability, with a photothermal conversion efficiency of 37.3%. Although metal coordination has blocked the generation of 1O2, the addition of l-Arg to BP@Eu-TCPP can restore 1O2 generation upon red light-emitting diode (LED) light irradiation due to the formation of water-soluble Arg-TCPP species. Additionally, BP@Eu-TCPP was enabled to change the bacterial membrane and interfered with the bacterial iron absorption that effectively contributes to bacterial eradication. Such BP@Eu-TCPP is promised to be a novel material for the detection of l-Arg and l-Arg-activated photodynamic therapy.
Asunto(s)
Europio , Porfirinas , Arginina , Tiempo de Tromboplastina Parcial , FósforoRESUMEN
The title compound, [Cu(NCS)(2)(C(20)H(21)N(3))]·0.5CH(2)Cl(2), crystallized with two independent complex mol-ecules (A and B) in the asymmetric unit, accompanied by one dichloro-methane solvent mol-ecule. Each Cu(II) atom has a square-pyramidal geometry, being coordinated by five N atoms, three from the (4-methyl-benz-yl)bis-(pyridin-2-ylmeth-yl)amine ligand and two from the thio-cyanate ligands. In the crystal, the B mol-ecules are linked via C-Hâ¯S inter-actions, forming chains propagating along [100].
RESUMEN
Rapid detection of mercaptans in materials and the environment is of great help to material analysis and pollutant monitoring. Gold (Au) shows a high affinity to mercaptans. The coordination and steric effect of mercaptans to Au may be used for the development of new fluorescent sensors. It is possible to distinguish simple mercaptans (such as, HS-, thioglycolic acid) from glutathione (GSH) using Au as a coordinator of dye. Herein, a water-soluble fluorescent sensor of an imidazole conjugated 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivative (BIM) was characterized by spectroscopic methods. BIM showed a large Stokes shift and high affinity to metals. Especially, Au-combined BIM produced a new complex BIMAu showing improved fluorescence emission, which can be quenched by thioglycolic acid and sodium hydrosulfide, but less affected by GSH. The detection limit of thioglycolic acid was 0.014 µM. Both NaSH and thioglycolic acid coordinated with BIMAu, while GSH took Au3+ away from BIMAu. These results indicate that the gold coordination competition between imidazole-substituted dyes and mercaptans is a good method for the development of new fluorescence chemosensors.
Asunto(s)
Oro , Compuestos de Sulfhidrilo , Compuestos de Boro/química , Colorantes Fluorescentes/química , ImidazolesRESUMEN
Phthalates can penetrate the environment and enrich various aquatic organisms through the food chain, which is involved in promoting the growth of breast cancer. It is of current interest to develop new sensors for phthalates. We herein reported a hydrogen-bond competing fluorescent sensor, BANP, for the detection of dibutyl phthalate (DBP). The BANP compound was synthesized by assembling andrographolide (Andro), nitro- and cyano-substituted BODIPY dye (BCN), and polyethylene glycol derivatives (DSPE-mPEG5000). BANP was found to be a turn-on fluorescent probe for DBP in water with a detection limit of 0.13 µg/g; the DBP-water system acts as a hydrogen bond switch to turn on the fluorescence. And BANP fluorescently detected DBP in contaminated fish meat. Moreover, BANP sensed the DBP-induced growth of human breast cancer MCF-7 cells, and the release of Andro in the DBP-cultivated cancer cells inhibited the proliferation of the MCF-7 cells. Taken together, BANP is a DBP-responsive probe for sensitive DBP detection in water, cells, and fish meats. The BANP sensor may be used in both in vitro fluorescence and cellular imaging analyses. Our results show that guest-induced reassembly brings forth significant fluorescence change, which is a promising way of designing new fluorescent probes for the analysis of phthalates in the environment and food.
Asunto(s)
Ácidos Ftálicos , Animales , Dibutil Ftalato , Diterpenos , Colorantes Fluorescentes , HumanosRESUMEN
BACKGROUND: Osteosarcoma is one of the most common primary malignant bone tumors and is more common in adolescents. The femur is the most common site of osteosarcoma, and many patients require total femur replacement. We reviewed the relevant literature and case findings, summarized and analyzed this case in combination with relevant literature, and in doing so improved the understanding of the technology. CASE SUMMARY: The case we report was a 15-year-old patient who was admitted to the hospital 15 days after the discovery of a right thigh mass. The diagnosis was osteosarcoma of the right femoral shaft. After completion of neoadjuvant chemotherapy and preoperative preparation, total right femoral resection + artificial total femoral replacement was performed. Then, chemotherapy was continued after surgery. The patient recovered well after treatment, and the function of the affected limb was good. No recurrence, metastasis, prosthesis loosening, dislocation, fracture or other complications were found during 18 years of follow-up. At present, the patient can still work and lives normally. The results of the medium- and long-term follow-up were satisfactory. CONCLUSION: Artificial total femur replacement is a feasible limb salvage operation for patients with femoral malignant tumors, and the results of medium- and long-term follow-up are satisfactory.
RESUMEN
In order to find multifunction anticancer complexes, three Mn(II) complexes of N-substituted di(2-pyridylmethyl)amine were characterized and used as agents to interfere with the functions of mitochondria and the metabolite of O(2) in cancer cells. It was found that carboxylate-bridged dimanganese(II) systems are good models of catalase and exhibit good inhibition of the proliferation of U251 and HeLa cells. The inhibiting activity of these manganese(II) complexes on the tumor cells in vitro was related to their disproportionating H(2)O(2) activity. The reaction of carboxylate-bridged dimanganese Mn(II) complex with H(2)O(2) forms a stable Mn(III)-(µ-O)(2)-Mn(IV) complex. Extensive experimental results show that chloride-bridged dimanganese(II) complexes could inhibit the swelling of calcium(II) overloaded mitochondria, and carboxylate-bridged manganese(II) complexes enhance the swelling of calcium(II) overloaded mitochondria. These results indicate that the interactions between Mn(II) complexes of N-substituted di(picolyl)amine and mitochondria are influenced by the structure and conformation of the complexes. Mn(II) complexes of N-substituted di(picolyl)amine could be developed as multifunctional anticancer complexes to interfere with the absorption of calcium(II) in mitochondria and the metabolite of O(2) through the H(2)O(2) or ROS involved signaling induced apoptosis of cancer cells.
Asunto(s)
Aminas/química , Calcio/metabolismo , Catalasa/metabolismo , Manganeso/química , Mitocondrias/efectos de los fármacos , Mitocondrias/metabolismo , Compuestos Organometálicos/farmacología , Ácidos Picolínicos/química , Absorción/efectos de los fármacos , Animales , Antineoplásicos/química , Antineoplásicos/farmacología , Bacterias/enzimología , Proliferación Celular/efectos de los fármacos , Cristalografía por Rayos X , Células HeLa , Humanos , Peróxido de Hidrógeno/química , Cinética , Compuestos Organometálicos/química , Oxígeno/química , RatasRESUMEN
Andrographolide (Andro) derivatives can interfere with a variety of enzymes. To increase the cancer cell absorption of Andro and to enhance the therapeutic effect of breast cancer, nitro group substituted boron dipyrromethene (NBDP) was used as the carrier of Andro. Two NBDP based assemblies (NBDP-Andro and nano NBDPAndro@PEG) were synthesized and characterized by spectroscopic methods. The affinity of Andro with NBDP enhanced the emission of NBDP. The interaction of the compounds with lipase was also studied. NBDP-Andro can bind with lipase and form new species with an emission at 360 nm. Results demonstrate that the Andro of NBDP-Andro drives the interaction of compounds with protein (BSA) and lipase by inter-molecular forces. The large red shift emission at 611 nm of the NBDPAndro@PEG is observed and discussed. Also, the MTT assay confirms that Nano NBDPAndro@PEG can enhance the inhibition rate of the proliferation of MCF-7 breast cancer cells. Therefore, nitro substituted BODIPY can be a carrier of andrographolide for cancer treatment.
Asunto(s)
Diterpenos , Neoplasias , Compuestos de Boro , Línea Celular Tumoral , Humanos , Células MCF-7RESUMEN
Escherichia coli (E. coli) is abundantly present in nature. It is generally harmless to humans but some strains have been deemed very dangerous. Therefore, as an indicator of hygienic testing, the detection of E. coli is essential. In this work, a fluorescent assembly was synthesized and characterized by spectroscopic methods. It was found that the amantadine (Ad) conjugated dye (BOD-Ad) intercalated into Cmyc G4 (aptamer) forming a non-emission assembly (BOD-Ad-Cmyc), which could be lighted-up by BSA due to the formation of fluorescence nanoparticle BOD-Ad-Cmyc@BSA. Further, BOD-Ad-Cmyc@BSA can selectively bind Cu2+ forming non-emission species BOD-Ad-Cmyc@BSA-Cu2+. E. coli can turn-on the emission of BOD-Ad-Cmyc@BSA-Cu2+ system due to the copper accumulation or reduction by E. coli. Therefore, a fluorescence method for the determination of E. coli was built. The detection limit of BOD-Ad-Cmyc@BSA-Cu2+ of E. coli is 6.3 CFU/mL. Thus, this BOD-Ad-Cmyc@BSA-Cu2+ fluorescent assembly can be used for the detection of live E. coli in the environment.
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Cobre , Albúmina Sérica Bovina , Amantadina , Escherichia coli , Humanos , Espectrometría de Fluorescencia , Análisis EspectralRESUMEN
Drug-resistant bacteria challenge the antimicrobial agents and antibacterial strategy. To develop environmental friendly smart technology for treating pathogens, we report a kind of photoactivated nano-BODIPY (BCNBA@ZIF). First BODIPY compound (BC) was synthesized by coupling phenethyl caffeate (CAPE) with brominated BODIPY through B-O bonds. Next, BC was encapsulated in ZIF-8 together with 2-nitrobenzaldehyde (o-NBA) to form photoactivated BCNBA@ZIF nanoparticles. TEM confirm the structural change of BCNBA@ZIF after illumination. BCNBA@ZIF is less toxic to cells without illumination. Under illumination of blue LED light, the BCNBA@ZIF worked as a photoacid generator initiating the damage of ZIF shell with the release of BC, metal ions, and the production of singlet oxygen for achieving multifunctional antibacterial uses. Therefore, BCNBA@ZIF is a kind of photodriven smart "Domino" agent for bacterial inhibition.
RESUMEN
Simple and sensitive methods are required for the detection of melamine since melamine is harmful to human health. To detect the content of melamine and metal-melamine species in milk products, a new luminescent DNA silver hydrocolloid (AgNC53) was synthesized using a modified C3A-rich aptamer as the template. The emission of AgNC53 at 617 nm is sensitive to both melamine-Cu(II) and melamine, while almost no response to the free Cu(II) ion was detected. Moreover, AgNC53 is used to detect precisely the content of melamine in milk with a detection limit as low as 2.7 × 10-8 M. Thus, the AgNC53-based fluorescence method is a "label-free" fluorescence technology that can be used for the determination of melamine or the melamine-Cu(II) complex in milk products.
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Complejos de Coordinación/análisis , ADN/química , Leche/química , Plata/química , Triazinas/análisis , Animales , Cobre/química , Contaminación de Alimentos/análisis , Humanos , Límite de Detección , EspectrofotometríaRESUMEN
The increasing number of resistant bacterial strains has raised efforts in developing alternative treatment strategies. Lipase is highly expressed in most bacteria and lipase targeting dyes will be non-sacrificed materials for a sustainable method against microorganism. The combination of chemotherapy and antimicrobial photodynamic inactivation (aPDI) method will be an effective method due to enhanced antibacterial activity. Here we reported the spectroscopic features of five boron dipyrrolylmethene (BODIPY) derivatives with different functional groups for lipase affinity and antibacterial activity. Lipase affinity tests and antibacterial assays were conducted by spectroscopic methods. Adamantane-conjugated BODIPY (BDP-2) was found to be the active compound against E. coli. Next, BDP-2 was brominated, and then assembled with PEG resulting biocompatible BDP2-Br2@mPEG nanoparticles. The MTT assay indicated that BDP2-Br2@mPEG was less toxicity on BGC-823 cancer cells without irradiation. The BDP2-Br2@mPEG can inhibit the proliferation of E. coli and damage the membrane of bacterial cell under green LED light irradiation. The results proved BDP2-Br2@mPEG can be a very promising green LED light driven antibacterial material.
Asunto(s)
Adamantano/química , Antibacterianos/farmacología , Compuestos de Boro/química , Luz , Lipasa/metabolismo , Nanopartículas/química , Adamantano/síntesis química , Adamantano/farmacología , Compuestos de Boro/síntesis química , Compuestos de Boro/farmacología , Muerte Celular/efectos de los fármacos , Línea Celular Tumoral , Escherichia coli/efectos de los fármacos , Humanos , Pruebas de Sensibilidad Microbiana , Nanopartículas/ultraestructura , Oxígeno Singlete/química , Espectrometría de Fluorescencia , TemperaturaRESUMEN
Two new Mn(II) complexes of bis(2-pyridylmethyl)benzylamine (bpa) were synthesized and characterized by elemental analyses, IR and UV-visible spectroscopies, thermal analyses and ES-MS. These complexes are stable in air with the formula of [(pba)2Mn2Cl2(micro-Cl)2] (1) and [(pba)2Mn2(H2O)2(micro-Ac)2] (Ac)2 (2). The spectroscopic titration results show that the complexes could react with H2O2 resulting active oxidants, which could cause the intramolecular aromatic hydroxylation. The hydroxylated ligand (pba-OH) was confirmed by ES-MS and HPLC.
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Bencilaminas/química , Compuestos de Manganeso/química , Compuestos de Manganeso/síntesis química , Piridinas/química , Espectrofotometría/instrumentación , Espectrofotometría/métodos , Agua/química , Peróxido de Hidrógeno/química , Hidroxilación , Estructura Molecular , Temperatura , VolumetríaRESUMEN
Copper(II) complexes of ethyl 2-[bis(2-pyridylmethyl)amino]propionate ligand (ETDPA) have been synthesized and characterized by elemental analyses, IR spectra, UV spectra and ES-MS. These complexes are stable in air with the formula of [(ETDPA)CuCl(2)] and [(ETDPA)Cu(phen)](ClO(4))(2). The DNA-binding properties of the Cu(II) complexes have been investigated by ultraviolet spectroscopy and fluorescence spectroscopy, which showed that the binding mode of the two complexes with DNA was different. The binding mode of [(ETDPA)CuCl(2)] is not the classical intercalation binding, and the binding mode of [(ETDPA)Cu(phen)](ClO(4))(2) with DNA is intercalation. The cytotoxic assay shows that the [(ETDPA)Cu(phen)](ClO(4))(2) is more active on the proliferation of cancer cells than the [(ETDPA)CuCl(2)].
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Cobre/química , Cobre/toxicidad , ADN/metabolismo , Propionatos/química , Animales , Tampones (Química) , Bovinos , Línea Celular Tumoral , Proliferación Celular/efectos de los fármacos , Supervivencia Celular/efectos de los fármacos , Formazáns/metabolismo , Células HeLa , Humanos , Concentración de Iones de Hidrógeno , Ligandos , Espectrometría de Fluorescencia , Espectrometría de Masa por Ionización de Electrospray , Espectrofotometría Infrarroja , Espectrofotometría Ultravioleta , Electricidad Estática , Temperatura , Sales de Tetrazolio/metabolismo , Termodinámica , VibraciónRESUMEN
The level of lactate and hypoxia inducible factor (HIF) in cells has effect on tumor growth and drug resistance. The glycolysis of tumors could be inhibited by reducing the expression of lactate dehydrogenase A (LDHA) or the mutual conversion of lactic acid and pyruvic acid. To develop a bifunctional nanoparticle as both the cleaner of lactate and attenuator of glycolysis, a NIR (near infrared) responsive nanoparticle (Mn-CuS@BSA-FA) was synthesized and characterized. The Mn-CuS@BSA-FA catalyzed the oxidation of lactate to pyruvate under NIR irradiation. In vitro assay results demonstrate that Mn-CuS@BSA-FA can decrease the activity of LDHA and attenuate the conversion of lactate to pyruvate. Moreover, Mn-CuS@BSA-FA can inhibit the expression of HIF-1 and decrease the ATP level in HepG-1 cells. Our work demonstrates that Mn-CuS@BSA-FA can be a NIR enhanced glycolytic inhibitor for cancer interventional treatment.