Synthesis and bioactivity of oxovanadium(IV)tetra(4-methoxyphenyl)porphyrinsalicylates

Abstract

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.

Synthesis of Vanadyl Complexes of N-Confused Porphyrins and Their Bromoperoxidase-like Catalytic Activity

“…These values were further confirmed by simulated spectral data and were found to be in good agreement (Table ). The g ∥ < g ⊥ and A ∥ > A ⊥ are arrangements for axially compressed V IV (d xy 1 ) systems. − From spin Hamiltonian parameters calculated for complexes V-1 and V-2 , it is clear that both complexes are axially compressed. Similar to vanadium­(IV) porphyrins, in both complexes, there is an absence of super hyperfine splitting from pyrrolic nitrogen.…”

Docking studies, antitumor and antioxidant evaluation of newly synthesized porphyrin and metalloporphyrin derivatives

“…Recently, the biochemical and photo-electro properties of porphyrin have attracted a growing interest. Substituted metalloporphyrins are now playing crucial roles in the fields of iatrology [47], medicinal chemistry, [48][49][50], analytical chemistry [49] and electronic devices [13-15, 51, 52]. It has been observed that when a porphyrin complex is applied in the natural enzyme peroxidase, the dioxygen gets activated under mild conditions therefore, porphyrin complexes with various metal ions have received much attention as antioxidants [53].…”

“…Cu(II), Pd(II), Ag(I) and VO 2+ porphyrin metal complexes showed exceptional properties for medicinal and biological applications [47][48][49][50]. While Nickel porphyrin complexes have been employed successfully in catalytic reactions [54].…”

Kinetics, Equilibrium, and Thermodynamics for Conjugation of Chitosan with Insulin-Mimetic [meso-Tetrakis(4-sulfonatophenyl)porphyrinato]oxovanadate(IV)(4−) in an Aqueous Solution

“…There are multiple applications for naturally occurring porphyrins and their metal complexes in various research disciplines, including dye degradation, sonodynamic anticancer therapy, photodynamic therapy, , MRI contrast agent, drug delivery, single-cell imaging, and antimicrobial to cancer treatment. − VO­(tpps) (Figure b) is a water-soluble insulin-mimetic vanadyl-porphyrin complex for oral therapy of type 1 and type 2 diabetes mellitus in animals. , VO­(tpps) is regarded as an effective insulin-mimetic complex.…”