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

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 a...

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Main Authors: Gauri Devi Bajju, Sujata Kundan, Madhulika Bhagat, Deepmala Gupta, Ashu Kapahi, Geeta Devi
Format: Article
Language:English
Published: Wiley 2014-01-01
Series:Bioinorganic Chemistry and Applications
Online Access:http://dx.doi.org/10.1155/2014/782762
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author Gauri Devi Bajju
Sujata Kundan
Madhulika Bhagat
Deepmala Gupta
Ashu Kapahi
Geeta Devi
author_facet Gauri Devi Bajju
Sujata Kundan
Madhulika Bhagat
Deepmala Gupta
Ashu Kapahi
Geeta Devi
author_sort Gauri Devi Bajju
collection DOAJ
description 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.
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spelling doaj-art-d90c838a02734e65aa003d6dee60e26d2025-02-03T01:29:56ZengWileyBioinorganic Chemistry and Applications1565-36331687-479X2014-01-01201410.1155/2014/782762782762Synthesis and Spectroscopic and Biological Activities of Zn(II) Porphyrin with Oxygen DonorsGauri Devi Bajju0Sujata Kundan1Madhulika Bhagat2Deepmala Gupta3Ashu Kapahi4Geeta Devi5Department of Chemistry, University of Jammu, New Campus, Baba Sahib Ambedkar Road, Jammu, Jammu and Kashmir 180 006, IndiaDepartment of Chemistry, University of Jammu, New Campus, Baba Sahib Ambedkar Road, Jammu, Jammu and Kashmir 180 006, IndiaSchool of Biotechnology, University of Jammu, New Campus, Baba Sahib Ambedkar Road, Jammu, Jammu and Kashmir 180 006, IndiaDepartment of Chemistry, University of Jammu, New Campus, Baba Sahib Ambedkar Road, Jammu, Jammu and Kashmir 180 006, IndiaDepartment of Chemistry, University of Jammu, New Campus, Baba Sahib Ambedkar Road, Jammu, Jammu and Kashmir 180 006, IndiaDepartment of Chemistry, University of Jammu, New Campus, Baba Sahib Ambedkar Road, Jammu, Jammu and Kashmir 180 006, IndiaResults 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.http://dx.doi.org/10.1155/2014/782762
spellingShingle Gauri Devi Bajju
Sujata Kundan
Madhulika Bhagat
Deepmala Gupta
Ashu Kapahi
Geeta Devi
Synthesis and Spectroscopic and Biological Activities of Zn(II) Porphyrin with Oxygen Donors
Bioinorganic Chemistry and Applications
title Synthesis and Spectroscopic and Biological Activities of Zn(II) Porphyrin with Oxygen Donors
title_full Synthesis and Spectroscopic and Biological Activities of Zn(II) Porphyrin with Oxygen Donors
title_fullStr Synthesis and Spectroscopic and Biological Activities of Zn(II) Porphyrin with Oxygen Donors
title_full_unstemmed Synthesis and Spectroscopic and Biological Activities of Zn(II) Porphyrin with Oxygen Donors
title_short Synthesis and Spectroscopic and Biological Activities of Zn(II) Porphyrin with Oxygen Donors
title_sort synthesis and spectroscopic and biological activities of zn ii porphyrin with oxygen donors
url http://dx.doi.org/10.1155/2014/782762
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