Synthesis,characterization and antioxidant activities of highly functionahzed cyclopentadienes catalyzed by ZnO-nanorod as economic and efficient heterogeneous nano catalyst

A three-component condensation was applied for the preparation of cyclopentadiene derivatives through the reaction of primary amines,alkyl propiolate and dialkyl acetylenedicarboxylate in the presence of catalytic amount of ZnO-nanorods(Zn-NR) under solvent-free conditions at 50 ℃.The method has proved to be synthetically green,simple,and effective with high atom economy and yield.The catalyst also revealed significant reusability.Moreover,the antioxidant activity and free radical scavenging capacity of the newly synthesized derivatives 4a,4b,4c,and 4d was screened using free radical scavenging 2,2-diphenyl-1-picrylhydrazyl(DPPH) and ferric reducing antioxidant power(FRAP)assays and compared with hydroxytoluene(BHT) and tert-butylhydroquinone(TBHQ).These compounds do not exhibit good DPPH radical scavenging,but they have a desirable FRAP.     

Zinc oxide nanoparticles:A highly efficient and readily recyclable catalyst for the synthesis of xanthenes

A novel and efficient route for the synthesis of 1,8-dioxooctahydroxanthenes and 14-aryl-14H-dibenzo[a,j]xanthenes is described through one-pot multi-component reaction of dimedone and 2-naphthol with various aryl aldehydes using ZnO nanoparticles under solvent-free conditions.This method provides a novel and improved pathway for the synthesis of xanthenes in the terms of excellent yields,short reaction times,reusability and low catalyst loading.     

One-pot five-component synthesis of highly functionalized piperidines using oxalic acid dihydrate as a homogenous catalyst

An efficient green protocol is described for the preparation of highly functionalized piperidines via a one-pot five-component reaction between aromatic aldehydes,anilines andβ-ketoesters in the presence of oxalic acid dihydrate as catalyst in ethanol at ambient temperature.The structure as well as the relative stereochemistry of these compounds was confirmed by single X-ray crystallographic analysis.     

Hydroxyethyl curdlan as a novel water soluble derivative: Synthesis,characterization, and antioxidant capacity

In this study, hydroxyethyl curdlans (HeCDs) with different molecular weights were successfully fabricated. The structure and properties of the synthesized HeCDs were measured by FTIR, ¹³C nuclear magnetic resonance (NMR), and Raman spectroscopy and compared with curdlan. The degree of crystallinity of HeCDs was measured with X-ray diffractometry (XRD). Differential scanning calorimetry and thermogravimetric analysis were performed to determine thermal properties of HeCs. Solubility of HeCDs was tested in water, common organic solvents, and NaOH solution. Antioxidant activities of HeCs were investigated using various in vitro assay systems. The HeCDs exhibited a dose-dependent free radical scavenging activity as shown by their DPPH radical, ABTS radical and superoxide anion radical inhibition, and ferrous chelating ability and reducing power. The improved water solubility property and antioxidant activity of these curdlan derivatives could have a wide range of applications, particularly its use as an antioxidant in food, food packaging, biomedical, and pharmaceutical industries.     

Copper-doped silica cuprous sulfate: A highly efficient heterogeneous nano-catalyst for one-pot three-component synthesis of 1-H-2-substituted benzimidazoles from 2-bromoanilines,aldehydes, and [bmim]N3

A facile and highly efficient one-pot three-component synthesis of 1-H-2-substituted benzimidazole derivatives from readily available substrates catalyzed by copper-doped silica cuprous sulfate (CDSCS) is described. In this method, treatment of diverse 2-bromoanilines, aldehydes, and [bmim]N₃ in DMF at 110 °C in the presence of CDSCS as a highly efficient heterogeneous nano-catalyst affords the corresponding 1-H-2-substituted benzimidazoles in good to excellent yields. The CDSCS is an inexpensive and stable nano-catalyst that could be simply prepared, recovered and reused for many consecutive reaction runs without significant loss of its activity.     

Highly efficient and easy synthesis of 2,4,6-triarylpyridines catalyzed by pentafluorophenylammonium triflate(PFPAT) as a new recyclable solid acid catalyst in solvent-free conditions

Pentafluorophenylammonium triflate(PFPAT) was found to be a highly efficient catalyst for the preparation of 2,4,6- triarylpyridines from the reaction of acetophenone derivatives,aromatic aldehydes and ammonium acetate.Present methodology offers several advantages,such as short reaction time,high yields,simple procedure with an easy work-up and the absence of any volatile and hazardous organic solvent.In addition,this catalytic system can act as an active,inexpensive,metal-free,recoverable and recyclable catalyst.     

Synthesis,characterization, and antioxidant activities of three Cu(II) complexes with Schiff-base ligands

Cu(II) complexes of three bis(pyrrol-2-yl-methyleneamine) ligands were synthesized and characterized by elemental analyses, mass spectra, and IR spectra. X-ray diffraction analysis shows that [CuL³]₂ is a dinuclear complex with an extremely distorted square-planar geometry. Furthermore, the antioxidant activities of the compounds have been investigated. The electrochemical properties of the Cu(II) complexes have also been studied by cyclic voltammetry. The Cu(II) complexes show similar superoxide dismutase (SOD) activity compared with that of the native Cu, Zn-SOD.     

N-Heterocyclic carbene-Pd(II)-PPh3 complexes as a new highly efficient catalyst system for the Sonogashira cross-coupling reaction: Synthesis,characterization and biological activities

A novel series of N-heterocyclic carbene-phosphine palladium(II) complexes has been synthesized and fully characterized by IR, ¹H NMR, ¹³C NMR, and ³¹P NMR spectroscopies, and elemental analysis. The new N-heterocyclic carbene (NHC)-phosphine palladium(II) complexes 3a–h have been easily prepared by the reaction of the corresponding PEPPSI (pyridine-enhanced precatalyst preparation stabilization and initiation) complexes 2a–h and triphenylphosphine in dichloromethane in high yields. These complexes were applied as catalyst precursors which efficiently catalyzed Sonogashira reactions between aryl bromides and phenylacetylene to afford the corresponding products in good yields. The bulky NHC-Pd-PPh₃ complexes 3 were tested against Gram-positive and Gram-negative bacteria to study their biological activity. All the complexes exhibit antibacterial against these organisms. Investigation of the anti-acetylcholinesterase activity of the studied complexes showed that compounds 3a and 3b exhibited moderate activity at 100 μg mL^?1 and product 3b is the most active.     

Pot, atom and step economic (PASE) synthesis of highly functionalized piperidines: a five-component condensation

The diastereoselective pot, atom and step economic (PASE) synthesis of highly functionalized piperidines has been realized. The procedure simply involves mixing methyl acetoacetate, 2 equiv of aldehyde and 2 equiv of aniline together in the presence of InCl₃. In most cases the piperidine precipitates out of solution.     

Green synthesis of pyrimido‐isoquinolines and pyrimido‐quinoline using ZnO nanorods as an efficient catalyst: Study of antioxidant activity

In this paper, we report the synthesis of pyrimido[2,1‐a] isoquinoline and pyrimido[1,2‐a]quinoline derivatives in high yields from the reaction of isoquinoline or quinoline, activated acetylenic compounds, and amides in the presence of ZnO nanorods (ZnO‐NRs) as catalyst under solvent‐free conditions at room temperature. ZnO‐NRs show good improvement in the yield of the product and significant reusability. Also, the antioxidant activities of the some of the newly synthesized compounds were carried out by 1,1‐diphenyl‐2‐picrylhydrazyl (PDDH) radical trapping and ferric ion reducing potential tests and compared with those of the synthetic antioxidants 2‐tert‐butylhydroquinone (TBHQ) and butylated hydroxytoluene (BHT). These compounds do not show good DPPH radical scavenging but display good ferric ion reducing power.     

Synthesis of functionalized chromene and spirochromenes using l-proline-melamine as highly efficient and recyclable homogeneous catalyst at room temperature

An efficient and recyclable homogeneous catalyst is developed using commercially cheap l-proline and melamine for the synthesis of chromenes and spirochromenes (spirooxindoles) via multicomponent reactions at room temperature. Systematic studies were conducted in order to achieve desired reactivity and recyclability of the catalyst using various α-amino acids and aromatic amines as donor-acceptor pairs. Among the screened combinations, l-proline and melamine (3:1 ratio; 3 mol% on total weight) was found to be best catalyst to give the desired products with excellent yields (up to 99%) in very short times (1–15 min) at room temperature in DMSO as solvent. The catalyst was recovered by adding EtOAc and reused up to 5 cycles without losing the catalytic activity.     

Silica-supported Preyssler nano particles: a green,reusable and highly efficient heterogeneous catalyst for the synthesis of carbamatoalkyl naphthols

Abstract

An efficient and green procedure has been developed for the preparation of carbamatoalkyl naphthols by the one-pot condensation of aryl aldehydes, β-naphthol, and methyl carbamate in the presence of silica-supported Preyssler nano particles as a heterogeneous catalyst under solvent-free conditions. The present methodology offers several advantages such as excellent yields, simple procedure, easy work-up, and eco-friendly reaction conditions. The catalyst is easily prepared, stable, reusable, and efficient under the reaction conditions.     

CuI‐functionalized halloysite nanoclay as an efficient heterogeneous catalyst for promoting click reactions: Combination of experimental and computational chemistry

Amine‐functionalized halloysite nanotubes (HNTs‐2 N) were prepared and further modified by introduction of salicylaldehyde and formation of imine functionality (HNTs‐2 N‐Sal). The latter was subsequently used for immobilization of CuI and formation of CuI@HNTs‐2 N‐Sal, which could effectively promote click reactions of terminal alkynes, sodium azide and α‐haloketones or alkyl halides in aqueous media and under mild reaction conditions to afford 1,2,3‐triazoles in relatively short reaction times. Notably, the catalyst could be recycled in up to six reaction runs with negligible loss of catalytic activity and CuI leaching. Also, the geometry of CuI adsorption on the modified HNTs surface was explored by molecular simulation with density functional theory. Furthermore, topographic steric maps of possible coordination modes were obtained using the recently released SambVca2 web application tool. Based on obtained results, a catalytic site with superior performance was suggested.     

Chemical composition variations,allelopathic, and antioxidant activities of Symphyotrichum squamatum (Spreng.) Nesom essential oils growing in heterogeneous habitats

The present study aimed to analyze the chemical composition of Symphyotrichum squamatum EOs growing in two different habitats to explore the ecological implication on the EOs production and evaluate their antioxidant and allelopathic potentialities. The EOs from the aerial parts collected from coastal Mediterranean belt and inland abandoned habitats in the Nile Delta of Egypt, were extracted and analyzed using gas chromatography-mass spectrometry. Sixty compounds were characterized as overall constituents of EOs from both samples. Sesquiterpenes were the main component and represented by 69.77% and 88.68% from coastal and inland sample, respectively. The coastal sample attained a relatively high content of monoterpenes compared to the inland sample. Major compounds from the EOs of the coastal habitat sample, were humulene epoxide, (-)-spathulenol, (-)-caryophyllene oxide, germacrene D, and α-humulene representing 59.72%. However, β-pinene, germacrene D, α-humulene, α-muurolene, humulene epoxide, (-)-caryophyllene oxide, and β-cadinene were the major compounds of EOs of the inland habitat sample, representing 63.70%. The correlation analysis revealed more correlation between the Egyptian inland S. squamatum and the Japanese ecospecies. However, the Egyptian coastal S. squamatum and Turkish ecospecies were more correlated to each other. The present data suggested that chemotypes of S. squamatum maintain their typical pattern despite ecological or climatic differences. The EOs of S. squamatum showed moderate antioxidant activity, wherein coastal and inland EOs have an IC₅₀ value of 382.53 and 559.63 μL L⁻¹, respectively. Also, the EOs from both habitats showed moderate allelopathic activity against the noxious weed Bidens pilosa. However, the activity of the coastal sample was more than inland one and could be attributed to the content of the major compounds, especially the oxygenated terpenes.     

Synthesis,characterization, and applications with the manifestation of antifungal activity and seed germination properties of nickel doped zinc oxide nano platform by biochemical contrivance

In the recent era, nanotechnology, a rapidly emerging field, has been explored as the most studied field worldwide. The goal of this study is to use neem leaves extract as an effective ‘reducing agent’ and ‘stabilizing agent’ in the green synthesis of bio-medically important Zn_1-XNi_XO (X = 0.00, 0.04, 0.08, 0.12) nanoparticles. The molar concentrations of nickel nitrate and zinc nitrate are varied to produce nickel-doped ZnO nanoparticles. Color change is the first indicator of nanoparticle formation during this biosynthesis. The hexagonal wurtzite structure with good crystallinity is confirmed by X-ray diffraction. FTIR analysis reveals the fact that the Zn–O stretching vibration shifts with the introduction of impurities into the ZnO matrix. UV–Vis spectra show the typical surface plasma resonance around 370 nm and the hydrodynamic diameter is larger than the size calculated from the XRD value, according to DLS. The main finding of this study is that Ni_0.12Zn_0.88O has a strong antifungal activity against and a significant growth rate after treating wheat seeds with biologically synthesized Ni_0.12Zn_0.88O nanoparticles.     

BSA mediated Ag@Bi2S3 composites: synthesis,characterization, photodegradation of mixed dyes via metal-semiconductor interface,antimicrobial and antioxidant activities

Nowadays, the development of metal-metal sulfide interface semiconductors using green approach is best material for the photocatalytic and biological applications. Here, we provided for the first time, an environmentally friendly route to fabricate bovine serum albumin (BSA) assisted Ag@Bi₂S₃ composites through a metal-metal sulphide interface via a simple hydrothermal method for the evaluation of photochemical and biological applications. The synthesized composites were characterized by UV–vis DRS, PL, XRD, TEM, and N₂ adsorption-desorption isotherms. The UV–vis DRS and PL spectra show that the obtained nano-sized Ag@Bi₂S₃ composite displays enhanced visible-light absorption and a decreased fluorescence emission compared to that of Bi₂S₃ nanorods (NRs). The photocatalytic performances of the synthesized composites were evaluated by the degradation of the single (RhB and MB) and mixed dye (RhB+MB) under sunlight irradiation. The results indicated that the Ag@Bi₂S₃ composite exhibits superior photocatalytic activity (98.38%) than that of individual Ag NPs and Bi₂S₃ NRs due to the synergistic effect of Ag and Bi₂S₃ nanophases in the Ag@Bi₂S₃ composite, which results in an effective charge separation, fast electron transfer from Ag to Bi₂S₃, and a low recombination of photo-induced electron-hole pairs. The Ag@Bi₂S₃ composite also has good recycling stability up to 5 cycles and its mechanism also investigated. The evaluation of reactive species during the photocatalytic reaction was also carried out. Further, the effects of Bi₂S₃ and Ag NPs on the antimicrobial and antioxidant activity of the resultant Ag@Bi₂S₃ composite were also systematically investigated.     

Synthesis,characterization, and antioxidant activity of a new Gd(III) complex

A new gadolinium(III) complex of 5-aminoorotic acid (HAOA) was synthesized by reaction of the respective inorganic salt in molar ratio of 1:3 to ligand. The structure of the complex was determined by elemental analysis, FT-IR, and FT-Raman spectroscopies. Significant differences in the IR and Raman spectra of the complex were observed as compared to the spectra of the free ligand. Detailed vibrational analysis of HAOA and Gd(III)-AOA systems revealed that the binding mode in the complex was bidentate through the carboxylic oxygens. The newly synthesized gadolinium(III) complex of 5-aminoorotic acid (GdAOA) showed antioxidant properties. The antioxidant activity of both HAOA and GdAOA was related with their electron donor properties.     

One-pot,solvent-free and efficient synthesis of 2,4,6-triarylpyridines catalyzed by nano-titania-supported sulfonic acid as a novel heterogeneous nanocatalyst

Nano titania-supported sulfonic acid (n-TSA) has found to be a highly efficient, eco-friendly and recyclable heterogeneous nanocatalyst for the solvent-free synthesis of 2, 4, 6-triarylpyridines through one-pot three-component reaction of acetophenones, aryl aldehydes and ammonium acetate. This reported method illustrates several advantages such as environmental friendliness reaction conditions, simplicity, short reaction time, easy work up, reusability of catalyst and high yields of the products. One new compound is reported too. Furthermore, the catalyst could be recycled after a simple work-up, and reused at least six times without substantial reduction in its catalytic activity.     

Synthesis,characterization, DNA-binding,and antioxidant activities of four copper(II) complexes containing N-(3-hydroxybenzyl)-amino amide ligands

Four new substituted amino acid ligands, N-(3-hydroxybenzyl)-glycine acid (HL₁), N-(3-hydroxybenzyl)-alanine acid (HL₂), N-(3-hydroxybenzyl)-phenylalanine acid (HL₃), and N-(3-hydroxybenzyl)-leucine acid (HL₄), were synthesized and characterized on the basis of ¹H NMR, IR, ESI-MS, and elemental analyses. The crystal structures of their copper(II) complexes [Cu(L₁)₂]·2H₂O (1), [Cu(L₂)₂(H₂O)] (2), [Cu(L₃)₂(CH₃OH)] (3), and [Cu(L₄)₂(H₂O)]·H₂O (4) were determined by X-ray diffraction analysis. The ligands coordinate with copper(II) through secondary amine and carboxylate in all complexes. In 2, 3, and 4, additional water or methanol coordinates, completing a distorted tetragonal pyramidal coordination geometry around copper. Fluorescence titration spectra, electronic absorption titration spectra, and EB displacement indicate that all the complexes bind to CT-DNA. Intrinsic binding constants of the copper(II) complexes with CT-DNA are 1.32?×?10^6?M^?1, 4.32?×?10^5?M^?1, 5.00?×?10^5?M^?1, and 5.70?×?10^4?M^?1 for 1, 2, 3, and 4, respectively. Antioxidant activities of the compounds have been investigated by spectrophotometric measurements. The results show that the Cu(II) complexes have similar superoxide dismutase activity to that of native Cu, Zn-SOD.