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. 2013:2013:903616.
doi: 10.1155/2013/903616. Epub 2013 Sep 10.

Synthesis, Spectroscopic, and Biological Studies on New Zirconium(IV) Porphyrins with Axial Ligand

Gauri D Bajju  1 , Gita Devi, Sapna Katoch, Madhulika Bhagat, Deepmala, Ashu, Sujata Kundan, Sunil Kumar Anand
Affiliations

Synthesis, Spectroscopic, and Biological Studies on New Zirconium(IV) Porphyrins with Axial Ligand

Gauri D Bajju et al. Bioinorg Chem Appl. 2013.

Abstract

A series of parasubstituted tetraphenylporphyrin zirconium(IV) salicylate complexes (SA/5-SSAZr(IV)RTPP, R = p-H, p-CH3, p-NO2, p-Cl, SA = salicylate, and 5-SSA = 5-sulfosalicylate) have been synthesized, and the spectral properties of free base porphyrins, their corresponding metallated, and axially ligated zirconium(IV) porphyrin compounds were compared with each other. A detailed analysis of ultraviolet-visible (UV-vis), proton nulcear magnetic resonance ((1)H NMR) spectroscopy, infrared (IR) spectroscopy, and elemental analysis suggested the transformation from free base porphyrins to zirconium(IV) porphyrins. The ability of the metal in this complex for extra coordination of solvent molecules was confirmed by ESI-MS spectra. Besides the fluorescence, cyclic voltammetry, and thermogravimetric studies, the complexes were also screened for antimicrobial and anticancer activities. Among all the complexes, 5-SSAZr(p-NO2TPP) shows high antibacterial activity.

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Figures

Figure 1
Figure 1
UV-Vis overlapped (a) B bands (b) Q bands of TPP and (Cl)2ZrTPP in chloroform.
Figure 2
Figure 2
UV-vis spectra of SAZrTPP (a) B bands (b) Q bands in different solvents.
Figure 3
Figure 3
S1 → S0 fluorescence spectrum of (a) SAZr(p-CH3TPP) and (b) 5-SSAZr(p-CH3TPP) in DMSO (C = 10−6 mol L−1, λ exc = 420 nm).
Figure 4
Figure 4
Cyclic voltammogram of Zr(p-CH3TPP) in CH2Cl2 containing 0.1 M (TBA)PF6. Scan rate 20 mV/s.
Figure 5
Figure 5
TGA (black line) and DTA (yellow line) picture of SAZrTPP.
Figure 6
Figure 6
Cytotoxicity of SAZr(p-CH3TPP) and 5-SSAZr(p-CH3TPP), where 2a = p-CH3TPP.
Figure 7
Figure 7
Proposed structure for axially ligated zirconium(IV) porphyrin complexes.
Scheme 1
Scheme 1
General synthetic route for the synthesis of tetraphenylporphyrin and its parasubstituted derivatives.
Scheme 2
Scheme 2
General synthetic route for the synthesis of dichloro(tetraarylporphinato)zirconium(IV).
Scheme 3
Scheme 3
General synthetic route for the synthesis of axially ligated Zr(IV) porphyrins complexes.
See this image and copyright information in PMC

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