ABSTRACT
Herein, the one-pot tandem synthesis of ß-ketoallylic methylsulfones has been achieved from readily available dimethyl sulfoxide and acetophenones as coupling partners in one step. In this procedure, dimethyl sulfoxide serves as a triple role including solvent, dual synthon and as an oxidant agent. The use of magnetic Ag-Cu MOF as a bimetallic catalyst is the key to the progress of the reaction due to its accessible active sites. It provides facile access to various ß-ketoallylic methylsulfone derivatives from direct C(sp3)-H bond activation and functionalization of aromatic methyl ketones especially acetophenones with electron-rich and electron-poor groups. Moreover, the present work offers a synthetically powerful strategy to form products in good to excellent yields (74-96%) with the atom, step, and pot economics. It has also delivered a new chromane-4-one derivative from 2-hydroxy acetophenone with intramolecular Michael-addition of related ß-ketoallyl methylsulfone product. In the final step, the electronic properties of some products have been predicted with the theoretical studies.
ABSTRACT
The magnetic MOF-based catalytic system has been reported here to be an efficient catalyst for synthesis of benzonitriles and diarylethers of aryl halides under optimal conditions. The MOF catalyst was built based on magnetic nanoparticles and UiO-66-NH2 which further modified with 2,4,6-trichloro-1,3,5-triazine and 5-phenyl tetrazole at the same time and the catalyst structure was confirmed by various techniques. This new modification has been applied to increase anchoring palladium into the support. Furthermore, the products' yields were obtained in good to excellent for all reactions under mild conditions which result from superior activity of the synthesized heterogeneous catalyst containing palladium. Also, the magnetic property of the MOF-based catalyst makes it easy to separate from reaction mediums and reuse in the next runs.
ABSTRACT
Herein, the NH2-UiO-66 metal organic framework (MOF) has been green synthesized with the assistance of high gravity to provide a suitable and safe platform for drug loading. The NH2-UiO-66 MOF was characterized using a field-emission scanning electron microscope, transmission electron microscope (TEM), X-ray diffraction, and zeta potential analysis. Doxorubicin was then encapsulated physically on the porosity of the green MOF. Two different stimulus polymers, p(HEMA) and p(NIPAM), were used as the coating agents of the MOFs. Doxorubicin was loaded onto the polymer-coated MOFs as well, and a drug payload of more than 51% was obtained, which is a record by itself. In the next step, pCRISPR was successfully tagged on the surface of the modified MOFs, and the performance of the final nanosystems were evaluated by the GFP expression. In addition, successful loadings and internalizations of doxorubicin were investigated via confocal laser scanning microscopy. Cellular images from the HeLa cell line for the UiO-66@DOX@pCRISPR and GMA-UiO-66@DOX@pCRISPR do not show any promising and successful gene transfections, with a maximum EGFP of 1.6%; however, the results for the p(HEMA)-GMA-UiO-66@DOX@pCRISPR show up to 4.3% transfection efficiency. Also, the results for the p(NIPAM)-GMA-UiO-66@DOX@pCRISPR showed up to 6.4% transfection efficiency, which is the first and superior report of a MOF-based nanocarrier for the delivery of pCRISPR. Furthermore, the MTT assay does not shown any critical cytotoxicity, which is a promising result for further biomedical applications. At the end of the study, the morphologies of all of the nanomaterials were screened after drug and gene delivery procedures and showed partial degradation of the nanomaterial. However, the cubic structure of the MOFs has been shown in TEM, and this is further proof of the stability of these green MOFs for biomedical applications.
Subject(s)
Acrylic Resins/chemistry , CRISPR-Cas Systems , Doxorubicin/metabolism , Drug Carriers/chemistry , Metal-Organic Frameworks/chemistry , Polyhydroxyethyl Methacrylate/chemistry , Acrylic Resins/toxicity , Adsorption , Doxorubicin/chemistry , Drug Carriers/toxicity , Drug Liberation , Gene Transfer Techniques , Green Chemistry Technology , Green Fluorescent Proteins/genetics , HEK293 Cells , HeLa Cells , Humans , Metal-Organic Frameworks/toxicity , Polyhydroxyethyl Methacrylate/toxicity , PorosityABSTRACT
The present paper describes the result of investigations into preparation of novel nanocomposites (NCs) based on poly(N-vinyl-2-pyrrolidone) (PVP) as a biocompatible polymer and modified copper (II) oxide nanoparticles (NPs) as a nano-filler. To achieve optimum NCs properties, different ratios of modified copper (II) oxide NPs (3, 5, and 7wt%) were used to fabricate PVP NCs and also the ultrasonic irradiation was utilized to perform these processes as a fast and effective method. Subsequently, the structure of the obtained nanohybrids was characterized by various techniques. The suitable incorporation between PVP matrix and modified CuO NPs can be seen from the FT-IR spectra. The obtained NCs indicated an efficient thermal improvement in comparison to the pristine polymer. Also, the uniform dispersion of modified CuO NPs in the PVP matrix was detected by FE-SEM and EDX. According to UV absorption spectra, it is clear that these NCs can be used in UV protecting applications.
