2-hydroxyphenyl Imino Research Articles

Pharmacological evaluation of 2-(2-hydroxy phenylimino)-N-(2-chlorophenyl)-5-isopropyl-4-methylthiophene-3-carboxamide compound for anti-inflammatory activity in rats

Background: Thiophene, also known as thiofuran, is a heterocyclic molecule represented by the chemical formula C4H4S. Aims and Objectives: The aim of this study was to evaluate the anti-inflammatory activity of 2-(2-hydroxy phenylimino)-N-(2-chlorophenyl)-5-isopropyl-4-methylthiophene-3-carboxamide compound in Wistar rats by acute carrageenan-induced paw edema and chronic cotton pellet-induced granuloma methods. Materials and Methods: This study consists of two stages: An acute inflammation study using carrageenan-induced paw edema in rats, which involves four groups of rats, and a chronic inflammation study using cotton pellet-induced granuloma, which involves three groups of rats. Mean paw edema volume and percentage of inhibition were measured in acute stage. The mean weight of the pellets in each group was determined during the chronic stage. Results: There was increase in the mean paw volume at 3 h and a slow decrease at 6 h and 24 h in control group to thiophene derivative-20 mg/kg/p.o from 0 h to 24 h. The mean difference from control and at 3 h, 6 h, and 24 h showed that mean difference was slowly decreased and it was statistically significant. The mean dry granuloma weight in control group, i.e., 10% tween 80 treated group was 146.6 ± 4.38. The mean dry granuloma weight in standard group, i.e., indomethacin 3 mg/kg treated group was 87.7 ± 3.41. The mean dry granuloma weight in substituted thiophene 10 mg/kg group was 101.91 ± 3.76. Conclusions: The newly synthesized substituted (fused) thiophene compound demonstrated inhibition of inflammation in both acute inflammation induced by carrageenan-induced paw edema and chronic inflammation induced by cotton pellet-induced granuloma in Wistar rats. The compound’s anti-inflammatory effects were comparable to those of the standard drug indomethacin, with a dosage of 10 mg/kg in the acute model and 3 mg/kg in the chronic inflammation model. This concludes that the test compound has anti-inflammatory activity.

Synthesis, characterization, DFT study and antioxidant activity of (2-hydroxynaphthalen-1-yl) methyl 2-hydroxyphenyl amino phosphonic acid

New molecule α-aminophosphonate namely (2-hydroxynaphthalen-1-yl) methyl 2-hydroxyphenyl amino phosphonic acid (HMHP) was synthesized by condensation based on 2-amino phenol and 2-hydroxy naphthaldehyde. During the reaction, imine intermediate namely 2-hydroxyphenyl imino naphthalen-2-ol (HIN) was formed before adding acid phosphorous to the reaction mixture. It can be confirmed the concept of Kabachinik-Fields reaction, which it's perform the attachment of phosphorus atom to the carbon atom of imine function. Both compounds were identified using IR, 1H, 13C and 31P NMR spectroscopic techniques. The evaluation of the antioxidant activity of HMHP and HIN was investigated by utilizing several in vitro assays: scavenging activity against DPPH radical and H2O2 non radical, β-carotene/linoleic acid against linoleic peroxidation, reducing power against ferric oxidation and phosphomolybdate (TAC) against molybdate ion oxidation. Results indicate that HMHP reflects greater antioxidant potency compared to HIN in most tests, where it is apt to offer the hydrogen radical very well at IC50 (37.64 ± 1.43) in DPPH test. For the other tests the inhibition percent at 50 % are relatively closed between them. Except the H2O2 scavenging, while HIN exhibited excellent activity at IC50 (24.7306 ± 0.71785). The quantum chemical calculations were performed using density functional theory (DFT) to study the effects of the transfer electronic and proton transfer on the antioxidant activities of the synthesized compounds. Also, theoretical FT-IR was calculated. The experimental results are in comfort with those calculated theoretically.

Solvent extraction of Thorium(IV) from chloride acidic solution using Schiff base

Thorium(IV) is extracted from chloride medium by solvent extraction using a prepared Schiff base chelating agent, (E)-4-(2-hydroxy phenyl imino) pentane-2-one (AcPh) that is synthesized and characterized by FT-IR, 1H-NMR and elemental analysis. The obtained optimum extraction parameters were 0.02M AcPh/chloroform and diethyl ether ratio mixture, pH 6.5, 3:1 aqueous to organic phase ratio for 5 min. contact time at room temperature. The thorium(IV) was then stripped into aqueous media containing 0.5 M HNO3 solution using of 1:2 aqueous to organic phase ratio for 7 min. contact time at room temperature.

Solvent extraction of thorium (IV) from chloride solution using Schiff base and its application for spectrophotometric determination

Thorium (IV) was separated from chloride medium by solvent extraction with Schiff base chelating agent, (E)-4-(2-hydroxyphenyl imino) pentane-2-one (AcPh) that was prepared and characterized by FT-IR, 1H NMR, and elemental analysis. The extraction step was studied with regard to experimental parameters such as diluent type, pH, AcPh concentration, A:O ratio, contact time, temperature and interference of diverse ions on the recovery of thorium ion. The thorium (IV) was then back-extracted into aqueous media containing 0.5 M HNO3 to study the stripping conditions that were A:O ratio, contact time and room temperature. The optimum parameters were applied in the studied sample solution for the spectrophotometric determination at 540 nm with Thoron I. The accuracy of the developed method was tested with B2 standard reference material. Furthermore, the proposed method was successfully applied for the spectrophotometric determination of thorium ions in the geologic sample with good accuracy and precision.

Development of Extractive Spectrophotometric Method for the Determination of Osmium (IV) with Schiff base 2-[(2-Hydroxy Phenyl Imino) Methyl]-4-Nitro Phenol.

A simple spectrophotometric method has been developed for the determination of Osmium (IV) by using Schiff base 2-[(2-hydroxyphenylimino) methyl]-4-nitrophenol [HPIMNP]. HPIMNP extracts Os (IV) quantitatively (99.94%) into iso-amyl alcohol from an aqueous solution of pH range 0.0–2.0. The iso-amyl alcohol extracts show maximum absorption at 545 nm (λ max). Beer's Law is obeyed over the Os (IV) concentration range of 1.5 to 24.0 μg/ml. The Molar absorptivity and Sandell's sensitivity for Os-HPIMNP system is 3700.00L mole−1 cm −1 and 0.051μg.cm−2 respectively. The composition of extracted species is found to be 1: 3 [Os-HPIMNP] by Job's continuous variation and Mole-ratio method. Interference by various ions has been studied. The proposed method is rapid, sensitive, reproducible and accurate and it has been satisfactory applied for determination of Osmium (IV) in Synthetic mixture samples.

Synthesis, structural characterization, fluorescence, antimicrobial, antioxidant and DNA cleavage studies of Cu(II) complexes of formyl chromone Schiff bases

Cu(II) complexes have been synthesized from different Schiff bases, such as 3-((2-hydroxy phenylimino)methyl)-4H-chromen-4-one (HL1), 2-((4-oxo-4H-chromen-3-yl)methylneamino) benzoicacid (HL2), 3-((3-hydroxypyridin-2-ylimino)methyl)-4H-chromen-4-one (HL3) and 3-((2-mercaptophenylimino)methyl)-4H-chromen-4-one (HL4). The complexes were characterized by analytical, molar conductance, IR, electronic, magnetic, ESR, thermal, powder XRD and SEM studies. The analytical data reveal that metal to ligand molar ratio is 1:2 in all the complexes. Molar conductivity data indicates that all the Cu(II) complexes are neutral. On the basis of magnetic and electronic spectral data, distorted octahedral geometry is proposed for all the Cu(II) complexes. Thermal behaviour of the synthesized complexes illustrates the presence of lattice water molecules in the complexes. X-ray diffraction studies reveal that all the ligands and their Cu(II) complexes have triclinic system with different unit cell parameters. Antimicrobial, antioxidant and DNA cleavage activities indicate that metal complexes exhibited greater activity as compared with ligands.