123-30-8Relevant articles and documents
A New Class of 1-Aryl-5,6-dihydropyrrolo[2,1-a]isoquinoline Derivatives as Reversers of P-Glycoprotein-Mediated Multidrug Resistance in Tumor Cells
Nevskaya, Alisa A.,Matveeva, Maria D.,Borisova, Tatiana N.,Niso, Mauro,Colabufo, Nicola A.,Boccarelli, Angelina,Purgatorio, Rosa,de Candia, Modesto,Cellamare, Saverio,Voskressensky, Leonid G.,Altomare, Cosimo D.
, p. 1588 - 1596 (2018)
A number of aza-heterocyclic compounds, which share the 5,6-dihydropyrrolo[2,1-a]isoquinoline (DHPIQ) scaffold with members of the lamellarin alkaloid family, were synthesized and evaluated for their ability to reverse in vitro multidrug resistance in cancer cells through inhibition of P-glycoprotein (P-gp) and/or multidrug-resistance-associated protein 1. Most of the investigated DHPIQ compounds proved to be selective P-gp modulators, and the most potent modulator, 8,9-diethoxy-1-(3,4-diethoxyphenyl)-3-(furan-2-yl)-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carbaldehyde, attained sub-micromolar inhibitory potency (IC50: 0.19 μm). Schiff bases prepared by the condensation of some 1-aryl-DHPIQ aldehydes with p-aminophenol also proved to be of some interest, and one of them, 4-((1-(4-fluorophenyl)-5,6-dihydro-8,9-dimethoxypyrrolo[2,1-a]isoquinolin-2-yl)methyleneamino)phenol, had an IC50 value of 1.01 μm. In drug combination assays in multidrug-resistant cells, some DHPIQ compounds, at nontoxic concentrations, significantly increased the cytotoxicity of doxorubicin in a concentration-dependent manner. Studies of structure–activity relationships and investigation of the chemical stability of Schiff bases provided physicochemical information useful for molecular optimization of lamellarin-like cytotoxic drugs active toward chemoresistant tumors as well as nontoxic reversers of P-gp-mediated multidrug resistance in tumor cells.
DIRECT CONVERSION OF ANILINES INTO AMINOPHENOLS
Jacquesy, Jean-Claude,Jouannetaud, Marie-Paule,Morellet, Guy,Vidal, Yves
, p. 1479 - 1482 (1984)
Hydroxylation of anilines by hydrogen peroxide in SbF5-HF yields the three possible aminophenols, the meta isomer being the major product.The reaction implies attack of protonated hydrogen peroxide H3O2(1+) on the N-protonated substrate.
Green synthesis of the Ag/HZSM-5 nanocomposite by using Euphorbia heterophylla leaf extract: A recoverable catalyst for reduction of organic dyes
Tajbakhsh, Mahmood,Alinezhad, Heshmatollah,Nasrollahzadeh, Mahmoud,Kamali, Taghi A.
, p. 258 - 265 (2016)
During this paper, the Ag/HZSM-5 nanocomposite has been successfully synthesized by using an aqueous extract of Euphorbia heterophylla leaves as a stabilizing and reducing agent. The green synthesized Ag/HZSM-5 nanocomposite was characterized by FT-IR (Fourier transform infrared spectroscopy), FESEM (field emission scanning electron microscopy), EDS (energy dispersion X-ray spectroscopy), UV-vis, XRD (X-ray powder diffraction) and elemental mapping. The Ag/HZSM-5 nanocomposite was found to be efficient nanocatalyst for the reduction of organic dyes such as Methylene blue (MB), Congo red (CR), Rhodamine B (RhB) and 4-nitrophenol (4-NP) in water at room temperature. The catalytic activities of the nanocatalyst in reactions were monitored by using UV-vis spectroscopy. Interestingly, the Ag/HZSM-5 catalyst can be easily recovered and reused several times without any significant loss of catalytic efficiency.
Eco-Friendly In Situ Fabrication of Reduced Graphene Oxide Gold Nanocomposites for Catalysis and Dye Degradation
Patil, Pravin O.,Mahale, Sanchita S.,More, Mahesh P.,Bhandari, Pravin V.,Deshmukh, Prashant K.,Bari, Sanjay B.
, p. 2750 - 2756 (2018)
Abstract: The invention represents a development of robust eco-friendly method use for water waste management and polluted water. The inadvertent role of peanut peels extract helps to simultaneously convert and form reduced graphene oxide gold nanocomposite (rGO@AuNCs) in single step. Fabricated nanocomposite was evaluated for its catalytic performance using reduction of 4-nitrophenol to 4-aminophenol as well as elimination of methylene blue (MB) and malachite green (MG) dyes from water. Graphene oxide (GO) and rGO@AuNCs, were synthesized using simplified approaches and preliminary characterization was done using UV–Vis spectrophotometer and Fourier transform infrared spectroscopy. Least concentration of rGO@AuNCs is required to eliminate MB and MG around 77 and 93%, respectively. Furthermore, surface morphology and elemental analysis of rGO@AuNCs confirm successful fabrication methods as well as X?ray diffraction pattern confirms the crystalline behavior of nanocomposite. The study illustrates an environment-friendly and cost effective in situ fabrication rGO@AuNCs from industrial agro waste for an environmental remediation.
Synthesis of a superparamagnetic ultrathin FeCO3 nanorods-enzyme bionanohybrid as a novel heterogeneous catalyst
Benavente, Rocio,Lopez-Tejedor, David,Palomo, Jose M.
, p. 6256 - 6259 (2018)
Herein we report a straightforward synthesis of an ultrathin protein-iron(ii) carbonate nanorods (FeCO3-NRs) heterogeneous bionanohybrid at room temperature and in aqueous media. The enzyme induced the in situ formation of well-dispersed FeCO3 NRs on a protein network. The addition of NaBH4 as a reducing agent allowed us to obtain nanorods (5 × 40 nm) with superparamagnetic properties. This bionanohybrid showed excellent catalytic results in reduction, oxidation and C-C bond reactions.
Direct Hydrogenation of Nitroaromatics at Room Temperature Catalyzed by Magnetically Recoverable Cu@Fe2O3 Nanoparticles
Borah, Biraj Jyoti,Bharali, Pankaj
, (2020)
Metal embedded in metal oxide nanoparticles are active as catalyst in plethora of industrially important reactions. Herein, embedded Cu@Fe2O3 nanoparticles was synthesized via a one step hydrothermal strategy which selectively catalyzes the hydrogenation of diverse nitroaromatics in H2O at room temperature. The remarkable catalytic performance is due to the successful hybridization of metallic Cu and Fe2O3 which in turn allows easy electroflipping between various oxidation states of Cu and Fe. Azo- and azoxy-compounds are not formed during the catalyzed process. This evidently establish that the hydrogenation of nitroaromatics proceeds via direct route with >99percent selectivity to the corresponding anilines.
Green Route for the Preparation of p-Aminophenol from Nitrobenzene by Catalytic Hydrogenation in Pressurized CO2/H2O System
Zhang, Tingting,Jiang, Jingyang,Wang, Yanhua
, p. 2050 - 2054 (2015)
The preparation of p-aminophenol from nitrobenzene by one-pot catalytic hydrogenation and in situ acid-catalyzed Bamberger rearrangement was first realized in a pressurized CO2/H2O system. By employing Pt-Sn/Al2O3 as catalyst, nitrobenzene could be converted to p-aminophenol with selectivity as high as 85% when the reaction was carried out at 140°C under 5.5 MPa CO2 and 0.2 MPa H2. This new protocol is environmentally benign because it is fully rid of the use of mineral acid by the application of self-neutralizable carbonic acid.
Nickel nanoparticle/carbon catalysts derived from a novel aqueous-synthesized metal-organic framework for nitroarene reduction
Martín-Jimeno, F. Julian,Martínez-Alonso, Amelia,Paredes, Juan I.,Suárez-García, Fabián,Tascón, Juan M. D.
, (2021)
Carbon-supported, non-noble metal-based catalysts derived from metal-organic frameworks (MOFs) are attractive alternatives to noble metal-based systems, but typical syntheses of the starting MOFs are not desirable from an environmental and practical perspective (e.g., they rely on non-innocuous organic solvents and long reaction times). Here, we report the preparation of a Ni-based MOF in aqueous medium, at moderate temperature (95 °C) and in a short reaction time (2 g?1 depending on the carbonization temperature applied to the MOF, as well as high Ni contents (between ～36 and 57 wt%). Notwithstanding the latter, the metal was homogeneously distributed throughout the carbon matrix in the hybrid and was quite resistant to extensive agglomeration and sintering, even at temperatures as high as 1000 °C. With increasing carbonization temperature, the Ni component was seen to go through different crystal phases, i.e., Ni3C phase → Ni hexagonal close-packed phase → Ni face-centered cubic phase. The results of the catalytic tests suggested the former and latter phases to be the most active towards the reduction of 4-NP, with catalytic activity values as high as 0.039 mol4-NP molNi?1 min?1.
Development of a Quasi-Steady Flow Electrochemical Paper-Based Analytical Device
Adkins, Jaclyn A.,Noviana, Eka,Henry, Charles S.
, p. 10639 - 10647 (2016)
An electrochemical paper-based analytical device (ePAD) was developed for quasi-steady flow detection at microwire electrodes, for the first time. The device implements a fan shaped geometry connected to an analysis channel whereby solution is pulled from an inlet, through a channel, and into the steadily increasing capillary network of the fan. The network counteracts the decrease in solution flow rate associated with increasing viscosity within the channel, generating quasi-steady flow within the analysis channel. Microwire electrodes were embedded between two paper layers within the analysis channel, such that solution flow occurred on both sides of the wire electrodes. The quasi-steady flow ePAD increased the current by 2.5 times and 0.7 times from a saturated channel with no flow and from a single-layer paper device with flow, respectively. Amperometric detection was used for flow injection analysis (FIA) of multiple analytes at both Au and Pt microwire working electrodes, both of which provided similar sensitivity (ca. 0.2 mM-1) when normalized to the same standard. The two-layer paper devices provided a detection limit of 31 μM for p-aminophenol (PAP) using Pt electrodes and was also used to detect enzyme activity for the reaction of β-galactosidase with p-aminophenyl-galactopyranoside (PAPG). Measured enzyme kinetics provided similar Vmax (0.079 mM/min) and Km (0.36 mM) values as those found in the literature. This device shows great promise toward use in enzyme-linked immunosorbent assays or other analytical techniques where flow or washing steps are necessary. The developed sensor provides a simple and inexpensive device capable of performing multiple injection analysis with steady-flow and online detection that would normally require an external pump to perform.
Magnetic rod-based metal-organic framework metal composite as multifunctional nanostirrer with adsorptive, peroxidase-like and catalytic properties
Meteku, Benjamin Edem,Huang, Jiankun,Zeng, Jingbin,Aslam, Sobia,Zhang, Yu,Zhang, Xue,Cui, Bingwen,Wen, Cong-ying,Yan, Zifeng
, p. 3245 - 3251 (2021)
Although magnetic stirring is frequently used to enhance the kinetics for adsorption, chemical and biochemical reactions, the introduction of stirrers inevitably leads to the adsorption of analytes and thus interferes with the efficiency of the chemical process or reaction. In this work, magnetic Fe3O4 nanorods with tunable length-to-diameter ratio were synthesized via a hydrothermal method and used as templates for the in-situ depositing of MIL-100(Fe) and gold nanoparticles. Such nanorod-based material can not only function as an adsorbent, nanozyme, and a heterogeneous catalyst for corresponding applications but also serve as a magnetic nanostirrer to enhance kinetics. As a proof-of-concept, the capture of bacteria pathogen, mimic-peroxidase-based colorimetric detection of hydrogen peroxide, and the catalytic reduction of selected organic pollutants were conducted using the as-synthesized Fe3O4@MIL-100(Fe)-Au nanostirrer with and without magnetic field. The results show that the rates of bacteria capture, mimetic enzyme reaction and catalysis were tremendously expedited. We believe this magnetic field-assisted approach holds great promise for future applications, because, not only does it eliminate the use of external magnetic stirrers and thereby decrease the risk of foreign pollution but also, is adaptable for nanoscale reaction systems where conventional stirring is not applicable due to size limitations.
