Synthesis and Spectroscopic and Biological Activities of Zn(II) Porphyrin with Oxygen Donors

Abstract

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. 1H 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-ZnII-t(p-CH3) PP were found to possess higher antifungal activity (up to 90%) and higher in vitro cytotoxicity against human cancer cells lines.

Different Interaction Mechanisms of Evaporated Porphyrin Films Exposed to NO<sub>2</sub>

“…While phthalocyanines have been most commonly employed as chemical sensors [3] [4], less work has been devoted to use porphyrin and metalporphyrin films in spite that this molecule plays a key role as active organic material for various biological processes [5]. Over the last few years, some experiments have been carried out to investigate the sensitivity of porphyrins in solution [6], thin films formed with the Langmuir-Blodgett technique [7] [8] [9] [10] and spin-coating [11] to detect volatile compounds.…”

Palladium(II)‐Porphyrin Complexes as Efficient and Eco‐Friendly Catalysts for Mizoroki‐Heck Coupling

“…The ligands are readily available or easily synthesized, highly stable, and insensitive to moisture and air. The ligands and their palladium complexes were synthesized by our recent report or by a little modification to the existing methods and the characterization data was found good agreement to the reported …”

Reduced Graphene Oxide Non‐covalent Functionalized with Zinc Tetra Phenyl Porphyrin Nanocomposite for Electrochemical Detection of Dopamine in Human Serum and Rat Brain Samples

“…The combination of RGO with Zn-TPP via non-covalent interaction might significantly increase the electrocatalytic activity. Moreover, the Zn-TPP is a good candidate for sensor applications due to the presence of Zn metal and suitable substituents [44,32].…”

“…From these studies,w eu nderstood that the electron rich environment providedb ys uch functional moieties plays av ital role in electroanalytical performance and they provide high selectivity to DA detection. Thec ombination of RGO with Zn-TPP via non-covalent interaction might significantly increase the electrocatalytic activity.M oreover, the Zn-TPP is ag ood candidate for sensor applications due to the presenceo fZ nm etala nd suitable substituents [44,32].…”