RESUMEN
The treatment of a dichloromethane solution of 5, 10, 15, 20-tetrakis-4-chlorophenyl porphyrin, P 1 , with methanolic solutions of each of phenol, p-amino phenol, and p-nitro phenol for just 1 h results in the formation of water-molecule-bound amorphous solids of P 1 . In addition to the straightforward access to the H2O-molecule-coordinated species of P 1 thus produced, the another chief advantage of this synthetic strategy is the successful recoveries of anisole, p-amino anisole, and p-nitro anisole at the end of the reactions. The present work therefore further reports the use of P 1 as an efficient catalyst for the selective O-methylation of phenols using methanol as an environmentally friendly methylating agent. The H2O-bound amorphous solids of P 1 exhibit higher-intensity absorption as well as photoluminescence emission bands in dichloromethane compared with the parent crystalline form. Further, the measurement of the solid-state emission properties of both the crystalline and amorphous forms indicates quenching of fluorescence bands corresponding to amorphous solids in comparison with that of parent crystalline form. The crystalline form of P 1 and the H2O-bound amorphous solids were further studied by scanning electron microscope/transmission electron microscope (SEM/TEM), powder X-ray diffraction (XRD), Brunauer-Emmett-Teller (BET), and thermal analysis techniques. The results of these studies indicate change in morphological and structural features, surface areas, porosities, and thermal robustness upon core coordination of water molecules with the macrocyclic rings of P 1 .
RESUMEN
Herein, we report the synthesis of metal complexes of vanadium with heterocyclic tetradentate ligand. Four N atoms of the heterocyclic porphyrin ring occupy the equatorial position and O atom of salicylic acid occupies the axial position in the complex. The thermal and chemical stability of the complexes were assessed by thermogravimetric analysis (TGA). The electrochemical behavior of the designed complexes is also studied using cyclic voltammetry. These complexes were then further evaluated for in vitro anticancer effects, anti-oxidant and behavior during acute toxicity of the synthesized porphyrin ligands and their oxovanadium(IV) complexes. The interaction of these metal complexes with radical scavenger 2,2-diphenyl-1-picrylhydrazyl (DPPH), encouraged us to study the anti-oxidant behavior of such complexes. The complex (SSA)VO(TMP) i.e. oxovanadium(IV)tetra(4-methoxyphenyl)porphyrinsulphosalicylate showed in vitro cytotoxic activity against glioblastoma (T986). It would be pertinent to mention here that the complex also did not exhibit any adverse toxicological symptoms and mortality in the target animal at the limit test dose level of 2000 mg/kg body weight.
RESUMEN
Results of investigation of the physicochemical properties of zinc complexes containing substituted phenols as axial ligand having general formula [X-Zn-t(p-CH3) PP] [where X = different phenolates as axial ligand] in impurity-free organic solvent are presented. The four-coordinated zinc porphyrin accepts one axial ligand in 1 : 1 molar ratio to form five-coordinated complex, which is purified by column chromatography and characterized by physicochemical, biological evaluation and TGA/DTA studies. Absorption spectra show two principal effects: a red shift for phenols bearing substituted electron releasing groups (-CH3, -NH2) and blue shift for phenols bearing electron withdrawing groups (-NO2, -Cl) relative to Zn-t(p-CH3) PP, respectively. (1)H NMR spectra show that the protons of the phenol ring axially attached to the central metal ion are merged with the protons of the porphyrin ring. Fluorescence spectra show two fluorescence peaks in the red region with emission ranging from 550 nm to 700 nm. IR spectra confirm the appearance of Zn-NPor and Zn-O vibrational frequencies, respectively. According to the thermal studies, the complexes have a higher thermal stability and the decomposition temperature of these complexes depends on the axial ligation. The respective complexes of X-Zn(II)-t(p-CH3) PP were found to possess higher antifungal activity (up to 90%) and higher in vitro cytotoxicity against human cancer cells lines.