Synthesis, structural characterization and nematicidal studies of some new N2O2 Schiff base metal complexes

ABSTRACT. Cobalt(II), copper(II), yttrium(III), zirconium(IV), lanthanum(III) and uranium(VI) complexes of 1,4-di(2-hydroxybenzylidene)thiosemicarbazide (H2L) were prepared and characterized. The proposed structures were determined from their elemental analyses, molar conductivities, magnetic moment, IR, Proton NMR, UV-Vis., mass spectra, X-ray diffraction and thermal analyses measurements. The high conductance data supply evidence for the electrolytic nature of the complexes. The changes in the selected bands in IR of Schiff base ligand upon coordination showed that Schiff base exhibits as a neutral tetradentate manner with oxygen and nitrogen donor sites. The complexes are thermally steady at room temperature and break up to two or three steps. The kinetic and thermodynamic parameters of complexes have been determined by using Coats-Redfern and Horowitz-Metzeger methods at n=1 and n≠1 and values suggest more ordered activated complex formation. The calculated bond length and force constant, F(U=O), in the uranyl complex are 1.744 Å and 664.886 Nm-1. The nematicidal activity of free Schiff base and all complexes were investigated and showed a low inhibition percentage (%I) of complexes compared with H2L.                     KEY WORDS: Schiff base, IR, Thermal, XRD, Nematicidal activity   Bull. Chem. Soc. Ethiop. 2021, 35(2), 315-335. DOI: https://dx.doi.org/10.4314/bcse.v35i2.

Spectroscopic, thermal analyses, XRD spectra and nematicidal activity study of some new N2O2 tetradentate Schiff base metal ions complexes

ABSTRACT. A series of metal complexes [Co(HL)2(H2O)2]Cl2.5H2O (A), [Cu(HL)2](CH3COO)2.2H2O (B), [Y(HL)2]Cl3.2H2O (C), [ZrO(HL)2H2O]Cl2.H2O (D), [La(HL)2(H2O)2]Cl3.5H2O (E) and [UO2(HL)2](CH3COO)2 (F) were prepared. The structures of the compounds in solid state were detected by micro analytical, Fourier transform IR, 1H NMR, UV-Vis, mass, X-ray diffraction spectra, molar conductivity, magnetic susceptibility measurements and TG/DTG analysis. The IR spectral data point out that the ligand behaves as tridentate in nature with Cu(II), Y(III), U(VI) and bidentate with Co(II), Zr(IV) and La(III) metal ions. The conductivity values showed that the complexes found as electrolytes and the XRD models of the complexes indicated crystalline nature. The thermodynamic parameters of compounds have been detected using Coats-Redfern and Horowitz-Metzeger methods at n = 1 and n ≠ 1 and values point out more ordered activated complex formation. The nematicidal efficacy of compounds was assessed.                     KEY WORDS: Schiff base, Spectroscopic analysis, Thermal analysis, XRD, Nematicidal   Bull. Chem. Soc. Ethiop. 2021, 35(2), 381-397. DOI: https://dx.doi.org/10.4314/bcse.v35i2.1

Biochemical Characterization and Antimicrobial Activity Against Some Human or Phyto-Pathogens of New Diazonium Heterocyclic Metal Complexes

String of vanadium (IV), zirconium (IV), palladium (II), platinum (IV) and uranium (VI) chelates of 2-cyano-2-[(2- nitrophenyl)hydrazono]thioacetamide (Cnphta) were prepared and characterized by physicochemical, spectroscopic and thermal analyses. The formulae of the isolated solid complexes were assigned as [VO- (Cnphta)2(H2O)]SO4 ·5H2O (1), [ZrO(Cnphta)2(H2O)]Cl2 ·4H2O (2), [Pd(Cnphta)2]Cl2 (3), [Pt(Cnphta)2Cl2]Cl2 (4) and [UO2(Cnphta)2](NO3)2 ·5H2O (5). The infrared assignments clearly showed that Cnphta ligand coordinated as a bidentate feature through the hydrazono nitrogen and the thioacetamide nitrogen for V(IV), Zr(IV) and U(VI) but displayed different behavior for Pd(II) and Pt(IV). Results of the molar conductivities measurements showed that the metal complexes were electrolytes in contrast with Cnphta ligand. The interpretation, mathematical analysis and evaluation of kinetic parameters were also carried out. In addition, the studied ligand and its new chelates were tested for their antimicrobial activity against some human or phytopathogenic microorganisms. The new metal complexes explicated promising antibacterial activity against all tested bacteria especially Staphylococcus aureus and Bacillus subtilis. Regarding the antifungal activity, all metal complexes were able to inhibit the mycelium growth of both tested pathogenic fungi. In particular Zr(IV) and Pt(IV) complexes showed the highest significant fungicidal effect against A. fumigatus similar to positive contro

Design, Synthesis, Biological Evaluation, 2D-QSAR Modeling, and Molecular Docking Studies of Novel 1H-3-Indolyl Derivatives as Significant Antioxidants

Novel candidates of 3-(4-(thiophen-2-yl)-pyridin/pyran/pyrimidin/pyrazol-2-yl)-1H-indole derivatives (2–12) were designed by pairing the pyridine/pyrane/pyrimidine/pyrazole heterocycles with indole and thiophene to investigate their potential activities as (2,2′-azinobis (3-ethylbenzothiazoline-6-sulfonic acid) inhibitors. The purpose of these derivatives’ modification is to create high-efficiency antioxidants, especially against ABTS, as a result of the efficiency of this set of key heterocycles in the inhibition of ROS. Herein, 2D QSAR modeling was performed to recommend the most promising members for further in vitro investigations. Furthermore, the pharmacological assay for antioxidant activity evaluation of the yielded indole-based heterocycles was tested against ABTS (2,2′-azinobis (3-ethylbenzothiazoline-6-sulfonic acid); by utilizing ascorbic acid as the standard. Candidate 10 showed higher antioxidant activity (IC50 = 28.23 μg/mL) than ascorbic acid itself which achieved (IC50 = 30.03 μg/mL). Moreover, molecular docking studies were performed for the newly designed and synthesized drug candidates to propose their mechanism of action as promising cytochrome c peroxidase inhibitors compared to ascorbic acid as a reference standard. Our findings could be promising in the medicinal chemistry scope for further optimization of the newly designed and synthesized compounds regarding the introduced structure-activity relationship study (SAR) in order to get a superior antioxidant lead compound in the near future

Synthesis, molecular docking study, and biological evaluation and of new thiadiazole and thiazole derivatives incorporating isoindoline-1,3-dione moiety as anticancer and antimicrobial agents

To highlight the importance of thiazole and thiadiazole derivatives in the progression of cancer and microbial treatments and to aid in drug design, we have synthesized a new series of 1,3,4-thiadiazole and 1,3-thiazole derivatives. These were created by a two-step reaction process: initially, 2-(4-(2-bromoacetyl)phenyl)isoindoline-1,3-dione was reacted with potassium thiocyanate, and then the resulting thiocyanate intermediate was coupled with aryl diazonium salts to produce iminothiadiazole derivatives. These derivatives served as crucial intermediates for further synthesizing a range of thiadiazole derivatives using different reagents. Additionally, treating 2-(4-(2-bromoacetyl) phenyl)isoindoline-1,3-dione with thiourea resulted in aminothiazole derivatives. These were further coupled with arenediazonium chloride to form 5-arylazoaminothiazole derivatives. All the synthesised compounds were characterised using IR, 1H NMR and 13C NMR spectrum data, as well as physical data. The assessment of the synthesized compounds on the HCT-116 human colon cancer cell line has yielded promising results. Specifically, compounds 3a, 3b, 4b, 5b, 6b, and 9b have shown noteworthy efficacy, suggesting their potential as anticancer agents. These compounds have demonstrated a greater potency compared to the standard drug, doxorubicin, highlighting their significance in cancer treatment research. The study assessed the activity of various newly synthesized compounds against diverse microorganisms, including bacteria and fungi. Notably, two of these compounds, specifically 4b and 7b, exhibited significant efficacy against both gram-positive and gram-negative bacteria, surpassing the performance of a standard antibacterial reference agent. Furthermore, molecular docking of new products revealed interactions with enzyme binding sites, aligning with in vitro findings. Additionally, in-silico studies confirmed their favourable oral bioavailability through ADME profiling

Facile one-pot synthesis and in silico study of new heterocyclic scaffolds with 4-pyridyl moiety: Mechanistic insights and X-ray crystallographic elucidation

4-Acetylpyridine 1 and malononitrile 2 were allowed to react in a 3MCRs with dimedone 3a or cyclohexa-1,3-dione 3b under reflux to afford 4-methyl-4-(pyridin-4-yl)-5,6,7,8-tetrahydro-4H-chromene derivatives 4a,b respectively. The mechanism of the reaction has been studied and the structures elucidated by analytical, spectral as well as X-ray crystallographic data. Heterocyclic compounds find widespread application in pharmaceutical and agrochemical products. Docking analyses were performed on the synthesized compounds to assess their binding modes with various amino acids of the target protein tubulin (PDB Code - 1SA0). The results indicated promising binding scores for compounds 4a and 4b, suggesting a strong affinity for the tubulin binding site. Finally, ADMET for the synthesized compounds 4a, 4b, 5, 8a and 8b were carried out. The drug likeness and pharmacokinetic properties of the prepared compounds were also evaluated. Notably, all of the novel compounds adhered to Lipinski's rule (Ro5) without any violations