3230-38-4Relevant academic research and scientific papers
Effect of substituents on the UV spectra of supermolecular system: Silver nanoparticles with bi-aryl Schiff bases containing hydroxyl
Cao, Chao-Tun,Cheng, Shimao,Zhang, Jingyuan,Cao, Chenzhong
, (2018/11/25)
Effect of substituents on the ultraviolet (UV) spectra of supermolecular system involving silver nanoparticles (AgNPs) and Schiff bases was investigated. AgNPs and 49 samples of model compounds (MC), bi-aryl Schiff bases containing hydroxyl (XBAY, involving 4-OHArCH?NArY, 2-OHArCH?NArY, XArCH?NAr-4′-OH, and XArCH?NAr-2′-OH), were synthesized. The size of AgNPs was characterized by transmission electron microscopy (TEM), and the UV absorption spectra of AgNPs, XBAYs, and MC-AgNPs mixed solutions were measured, respectively. The results show that (1) the size of AgNPs is larger in MC-AgNPs solutions than that in AgNPs solution due to the distribution of MC molecules on the surface of AgNPs; (2) the UV absorption wavelength of XBAYs changes in the action of AgNPs and their wavelength shift exists limitation between XBAY and MC-AgNPs solutions; and (3) the wavelength shift limit of MC-AgNPs (λWSL) is influenced by the substituents X and Y and the position of hydroxyl OH. The wavenumber ΔνWSL of λWSL can be quantified by employing the excited-state substituent constant σexCC and Hammett constant σ of substituents X and Y. Comparing with the 4-OH, the 4′-OH makes the ΔνWSL a red shift, whereas the 2′-OH, comparing with the 2-OH, makes the ΔνWSL a blue shift.
Design, synthesis, biological evaluation, and comparative Cox1 and Cox2 docking of p-substituted benzylidenamino phenyl esters of ibuprofenic and mefenamic acids
Hegazy, Gehan H.,Ali, Hamed I.
experimental part, p. 1259 - 1270 (2012/03/27)
Nonsteroidal anti-inflammatory drugs (NSAIDs) are frequently associated with gastric mucosal and renal adverse reactions, related to inhibition of cyclooxygenase1 (Cox1) in tissues where prostaglandins exert physiological effects. This led us to develop a set of ibuprofenic acid and mefenamic acid esters, namely: 4-((4-substituted benzylidene)amino)phenyl 2-(4-isobutylphenyl) propanoate and 4-((4-substituted benzylidene)amino)phenyl 2-((2,4- dimethylphenyl)amino)benzoate analogs, which were synthesized by condensation of the corresponding acids with Schiff's bases [4-(4-substituted benzylideneamino)phenols] involving dicyclohexyl carbodiimmide (DCC) as mild dehydrating agent. The main objective is to reduce the GIT toxicity associated with acute and chronic NSAIDs use. Anti-inflammatory, analgesic as well as ulcerogenic activities of the prepared esters were evaluated in vivo and compared with that of ibuprofen as reference standard in all screenings, involving the carrageenan induced paw oedema model and hot plate method. Most of the synthesized esters showed remarkable analgesic and anti-inflammatory activities. Interestingly, all of the compounds were found to be non-ulcerogenic under the tested conditions. This evidence have suggested that modification of the carboxyl function of representative NSAIDs results in retained or enhanced anti-inflammatory and analgesic activities with reduced ulcerogenic potential. Additionally, a comparative AutoDock study into Cox 1 and Cox2 has been done involving both of rigid and flexible docking for potential selectivity of our compounds within different Cox enzymes and to find out the binding orientation of these novel esters into their binding site. Some of the newly prepared aforementioned compounds showed considerable more Cox2 over Cox1 binding affinities by flexible docking better than rigid one.
Antioxidant activities and transition metal ion chelating studies of some hydroxyl Schiff base derivatives
Zhang, Ye,Zou, Biqun,Wang, Kai,Pan, Yingming,Liang, Hong,Yi, Xianghui,Wang, Hengshan
experimental part, p. 1341 - 1346 (2012/08/27)
Several hydroxyl Schiff base (HSB) compounds (1-10) with good radical scavenging activity (RSA) were designed. Compounds 6, 7, and 10 showed better RSAs than the common synthetic antioxidant 2,6-diterbutyl- 4-methylphenol (BHT) in DPPH and ABTS assays. To probe whether these HSB compounds may exert their antioxidant effect through transition metal ion chelation, the copper and ferrous chelating abilities of them were investigated. It was found by fluorescence quenching spectra that the binding constants Ka were in the range of 0.85×103-7.30×104 M-1. Further study was carried out by the complexation of a representative compound 5 with ferrous ion in mass spectrum. A 2:1 5-ferrous complex was readily formed in a methanol-water solution (v:v, 8:2), which confirmed that the chelation happened when the HSB compounds were treated with transition metal ions. The above results indicated that the transition metal ion chelation play an important role in their antioxidant abilities. Springer Science+Business Media, LLC 2011.
An expeditious one-pot synthesis of substituted phenylazetidin-2-ones in the presence of zeolite
Pagadala, Ramakanth,Meshram, Jyotsna S.,Chopde, Himani N.,Jetti, Venkateshwarlu,Udayini
experimental part, p. 1067 - 1072 (2011/10/31)
In this study, one-pot rapid and efficient series of phenylazetidin-2-ones were synthesized from N,N-dimethylaminobenzaldehyde, different substituted aromatic amines and phenylacetyl chloride in the presence of zeolite catalyst under microwave irradiation. We also reported schiff bases (1a-j) by classical and conventional microwave technique. The titled compounds are evaluated for their antimicrobial properties. The activities are due to Ci=O, Ci-N, linkages in 2-azetidinones. All the compounds have shown comparable antibacterial activities.
Microwave-assisted, solvent-free and parallel synthesis of some novel substituted imidazoles of biological interest
Sharma, Gyanendra Kumar,Pathak, Devender
experimental part, p. 375 - 380 (2011/02/25)
Solvent free microwave assisted synthesis of some novel substituted imidazoles of biological interest is reported. First, primary aromatic or heteryl amine was condensed with aryl or heteryl aldehydes to afford corresponding Schiff's base. The Schiff's base further on treatment with ammonium acetate (NH4OAC) and isatin using silica gel as the solid support, yielded the corresponding aryl imidazoles. In this paper a comparative study between the developed microwave method and conventional method is described. The synthesized compounds were analyzed by physical and analytical data. The synthesized compounds were evaluated for their antibacterial, anthelmintic, short-term anticancer and antitubercular activity. All the synthesized substituted imidazoles have shown good antibacterial activity against gram negative bacterial strains Klebsiella pneumoniae and Escherichia coli and moderate to good anthelmintic activity. The synthesized imidazole derivative possessed signifi-cant cytotoxic activity against Ehrlich's ascites carcinoma (EAC) cell lines. None of the compounds exhibited prominent antitubercular activity.
Preparation and study of new phenolic azomethine compounds
Cozan, Vasile,Marin, Luminita,Brumǎ, Maria
, p. 641 - 648 (2007/10/03)
New phenolic azomethine compounds having the general formula HO-M-X were prepared by the classical condensation reaction of aromatic amines with various para-substituted benzaldehydes. M represents a calamitic azomethine mesogen and X is -NO2; -N(CH3)2; -N(CH2CH 3)2 or -NH2. The thermal properties of these compounds were investigated using different techniques, such as differential scanning calorimetry (DSC), thermo-optical analysis (TOA), polarized light microscopy (PLM) and thermogravimetric analysis (TGA). The phenolic azomethines having aspect ratio (L/D) values greater than 3.7 exhibited thermotropic liquid crystalline (TLC) behavior. These compounds showed absorption bands in UV due to both the π - π* and π - π* electronic transitions which seemed to be influenced by the electrono-donor or electrono-acceptor character of the end groups, Some structural parameters, such as molecular polarizability (a), stress optical coefficient (SOC) and anisotropy of polarizability (b 1-b2), were calculated and proved to correlate with both the UV and TLC behavior of these phenolic azomethine compounds.
