Comparative Study of Microwave Assisted and Conventional Synthesis of Furfuraldehyde Based Hydrazone Derivatives and their Metal Complexes with Biological Evaluation (original) (raw)
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2018
The transition metal complexes of Co(II), Ni(II), and Cu(II) derived from N'-((5-(2,5-dichlorophenyl)furan-2yl)methylene)-2-hydroxybenzohydrazide (L24) and N'-((5-(2, 5-dichlorophenyl)furan-2-yl)methylene)benzohydrazide (L21) have been synthesized by conventional as well as microwave method being shorter time consuming, solvent less and gives improved yields as compared to the traditional conventional technique. These compounds were characterized by melting point, TLC, FTIR, 1 H-NMR, elemental analysis, potentiometric titration, ICP-OES and EIMS. From this analytical data it is confirmed that complexes are in octahedral structure with coordination number 6 which revealed 1:2 (metal:ligand). FTIR data shows that these synthesized hydrazone ligands have ONO donor sites and coordinate with transition metal ions in a tridentate monobasic manner. All these synthesized compounds were tested for evaluation of antibacterial activity by agar disc diffusion assay and total antioxidant activity by Phosphomolybdenum method.
THE 2ND SCIENCE AND MATHEMATICS INTERNATIONAL CONFERENCE (SMIC 2020): Transforming Research and Education of Science and Mathematics in the Digital Age
Hydrazones have been reported for the various interesting biological activities, such as antioxidant, antitumor, and anticancer activities. In this work, a methoxy substituted hydrazone, (E)-1-(4-methoxybenzylidene)-2phenylhydrazine (compound 3) has been synthesized under microwave irradiation and its antioxidant activity evaluated using DPPH method. Structure of the synthesized compound was confirmed based on the spectroscopic data included UV, FT-IR, MS, 1D and 2D NMR. Based on DPPH assay, the synthesized compound exhibited very strong antioxidant activity with IC50 value of 9.5 ± 1.1 µg/ml, it is close with IC50 value of ascorbic acid which is used as antioxidant standard.
Microwave synthesis and antimicrobial activity of some N-aryl hydrazones
2010
N-arylhydrazone derivatives of N-phenyl anthranilic acid are pharmacologically active and are very useful. A number of hydrazide derivatives have been synthesized by the condensation of the hydrazide with the numbers of aromatic aldehydes and ketones in the presence of conc. hydrochloric acid as a catalyst. The reactions have been carried out under microwave irradiation. The structures of the products were confirmed by physico-chemical and spectral data like IR, NMR and Mass.
International Journal of Researches in Biosciences and Agriculture Technology, 2015
Now a day's development of simple, efficient, environmentally benign and economically viable chemical process or methodologies for synthesis of organic compounds are in great demand. A (E)-N'-(4-chloro benzylidene) hydrazinecarbothiohydrazide (4-Chloro B)HCT has been synthesized by reacting 4-chloro benzaldehyde and thiocarbohydrazide under microwave irradiation without catalyst under solvent free condition, as a green chemistry approach. The reaction proceeds selectively within a couple of minutes giving high yields of the product. The compound was characterized by elemental, Uv-visible, IR, NMR and mass spectra. The compound was tested for the evaluation of antibacterial activity against S. aureus and E. coli and antifungal activity against A. niger and Rhizopus spe. The compound is biologically active in very low concentration.
Oriental Journal of Chemistry, 2016
A series of N-cinnamoyl aryl hydrazones 2a-2i were synthesized in good yields by microwave irradiation technique. The title compounds were formed by nucleophilic condensation of various N 1-substituted benzylidene-2-cyano aceto hydrazides with N,N-dimethyl amino benzaldehyde. The intermediate N 1-substituted benzylidene-2-cyano aceto hydrazide was obtained by condensing various substituted benzaldehydes with cyanoacetohydrazide. The structures of the compounds were characterized by IR, 1 H NMR and Mass spectra. The antioxidant activity was studied by reduction of DPPH, scavenging of nitric oxide and hydrogen peroxide methods with ascorbic acid as the standard drug. The compounds were evaluated for cytotoxic activity by BSLT method and their ED 50 values were compared the standard podophyllotoxin. Among the compounds evaluated, N 1-benzylidene-2cyano-3-(4-dimethylamino) phenyl acrylo hydrazide (2a) and N 1-(4-methoxy-benzylidene)-2-cyano-3-(4-dimethylamino) phenyl acrylohydrazide (2e) showed good antioxidant activity towards all the three models .The compounds 2a and 2e showed ED 50 values 3.07 µg/ml and 3.7 µg/ml respectively which were compared against the standard podophyllotoxin (1.64 µg/ml).
ChemInform, 2015
This is the first comprehensive review of the biological activity of hydrazone-transition metal complexes. Hydrazone complexes gained much attention because of their antifugial, antibacterial anticonvulsant, and analgesic, antiinflammatory, antimalarial, antimicrobial, antituberculosis, anticancer, and antiviral activities. Additionally, some of the hydrazone complexes were used in treatment of iron overload diseases. One application, which reflects the importance of hydrazone complexes, is their use in detection and determination of metals and some organic constituents in pharmaceutical formulations. This review will provide an overview of the biological, analytical and catalytic applications of this category of complexes.
Proceedings of the National Academy of Sciences, India Section A: Physical Sciences, 2012
This paper deals a novel method for the synthesis of PbO nanoparticles by biochemical reaction between lead salt solution and leaf extract of Coriandrum sativum and facile, rapid & eco-friendly microwave assisted synthesis of two polymers poly methyl methacrylate & poly butyl methacrylate and two nanocomposites PbO/Poly methyl methacrylate (PbO/PMMA) and PbO/ Poly butyl methacrylate (PbO/PBMA). The synthesized nanoparticles were characterized by FT-IR, UV-visible, X-Ray Diffraction (XRD) and Transmission Electron Microscopic (TEM) studies. Nanocomposites were characterized by FT-IR, Scanning electron microscopy (SEM) and TG/DTA. XRD studies and TEM images revealed average particle size of synthesized nanoparticles 20 nm. Thermal studies revealed that overall thermal stability of PbO/PMMA and PbO/PBMA nanocomposites decreased due to incorporation of PbO nanoparticles in the polymer matrix.
Sains Malaysiana, 2019
Recently, researchers are focusing on the synthesis of Schiff base complexes due to their promising biological activities and frequent use in the pharmaceuticals. In the present study we synthesized Schiff base of salicyldehyde and 2, 4-dinitrophenylhydrazine by modified method and its novel metal complexes with Cu (II), Zn (II), Co (II), Ni (II), Mn (II), V (II) and AU (IIII). For spectroscopic studies and characterization, UV-Vis and FT-IR spectroscopy were used. The Schiff base and its metals complexes were tested for antimicrobial, cytotoxic and antioxidant activities. Significant results are showed by the all synthesized complexes.
Inorganica Chimica Acta, 2017
In search of a new antimicrobial and antioxidant with improved potency, we designed and synthesized a pair of chromone hydrazones and their transition metal complexes. The characterization and elucidation of the structure of the prepared compounds were performed by elemental analysis, IR, electronic, EPR and thermo gravimetric analyzes, as well as conductivity and magnetic susceptibility measurements. The EPR spin Hamiltonian parameters of copper complexes were calculated. The spectroscopic data showed that the ligands act as a monobasic tridentate. The coordination sites with the metal (II) ion are pyrone oxygen, azomethine nitrogen and hydrazonic oxygen. Hydrazones and their metal complexes have shown antimicrobial activity against Gram-positive bacteria (S. aureus and B. subtilis); Gram-negative bacteria (P. aeruginosa and E. coli) and fungus (C. albicans) and also the synthesized ligands were tested for their antioxidant activity in vitro by DPPH scanning and the ABTS radical method. The substitution requirements for favorable antioxidant activity were investigated. Compounds containing a phenolic hydroxyl group at the imine (azomethine) position as well as an additional electron donor group exhibited lower IC 50 values and the result shows that all hydrazones have a significant antioxidant activity compared to the standard antioxidants Trolox.
2023
The increasing prevalence of antimicrobial resistance has prompted the exploration of alternative antimicrobial agents. In this context, the antimicrobial properties of hydrazide derivatives and their metal complexes have garnered significant interest. In line with this motivation, the present study investigated the antimicrobial activity of Benzoyl hydrazide (BAH) and its hydrazone derivative, acetophenone-benzoylhydrazone (ABH), along with their corresponding metal(II) complexes. Synthesis and characterization of BAH, ABH, and their metal complexes were conducted using a range of spectroscopic techniques. The structural elucidation of the hydrazide and hydrazone compounds involved the utilization of infrared (FT-IR), UV-Visible, and nuclear magnetic resonance (1 H-NMR and 13 C-NMR) spectroscopy. Similarly, the characterization of the metal complexes was achieved through infrared (FT-IR) and UV-Visible spectroscopy. The infrared (IR) spectra of the metal complexes exhibited medium bands within the 1624 to 1503 cm-1 range, which could be attributed to the stretching vibrations of νC=N. Notably, these bands displayed frequency shifts in both higher and lower directions. Additional weak bands emerged at 692-520 cm-1 and 584-422 cm-1 , corresponding to the M-O and M-N bonds, respectively. The presence of these bands further supported the formation of the metal complexes. Moreover, the electrolytic nature of the complexes was confirmed by molar conductivity measurements in aqueous solutions, which ranged from 235 to 298 Ω-1 cm 2 mol-1. Investigation into the magnetic properties of the metal complexes showed that, with the exception of the Cu(II) complex of benzoic acid hydrazide mixed with nicotinamide, the complexes demonstrated magnetic dilution. Specifically, the room temperature magnetic moments for the Cu(II) complex were determined as 1.69 B.M and 3.79 B.M, respectively, indicative of an antiferromagnetic behavior. Furthermore, all the complexes exhibited significantly heightened antimicrobial activity compared to their respective ligands, thus highlighting their potential as effective antimicrobial agents against the tested microbes.