Document Detail


Synthesis, characterization and bioactive evaluation of copper(II) 5,10,15,20-tetrakis[alpha,alpha,alpha,alpha-2-(2,6-bis(4-methylpiperazine-1-yl-methyl)-4-iminomethyl phenol)phenyl] porphyrin: a picket-fence porphyrin.
MedLine Citation:
PMID:  20678957     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
We are interested in constructing deeper small cavities by adding more bulky substituents at the ortho-phenyl positions of tetrakis(o-aminophenyl)porphyrin. The synthesis of picket-fence porphyrin is initiated by the preparation of the tetrakis(o-nitrophenyl)porphyrin followed by the nitro to amino reduction and subsequent condensation with Schiff base ligand to form imine linkages of porphyrin complexes. The synthesis and characterization of a new series of picket-fence porphyrins and their copper complexes are described. 5,10,15,20-Tetrakis[alpha,alpha,alpha,alpha-2-(2,6-bis(4-methyl piperazine-1-yl-methyl)-4-iminomethyl phenol)phenyl] porphyrin can be synthesized from 2,6-bis[4-methylpiperazin-1-yl-methyl]-4-formylphenol (L) and 5,10,15,20-tetra[alpha,alpha,alpha,alpha-o-nitropheny1]-porphyrin. 5,10,15,20-Tetra[alpha,alpha,alpha,alpha-o-aminopheny1]-porphyrin was obtained by the reduction of 5,10,15,20-tetra[alpha,alpha,alpha,alpha-o-nitropheny1]-porphyrin. The spectral, electrochemical, antibacterial, antifungal and cytotoxicity properties of all the picket-fence porphyrin complexes were characterized and studied.
Authors:
K Rajesh; A Kalilur Rahiman; K Shanmuga Bharathi; S Sreedaran; V Gangadevi; V Narayanan
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Publication Detail:
Type:  Comparative Study; Journal Article; Research Support, Non-U.S. Gov't     Date:  2010-07-13
Journal Detail:
Title:  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy     Volume:  77     ISSN:  1873-3557     ISO Abbreviation:  Spectrochim Acta A Mol Biomol Spectrosc     Publication Date:  2010 Oct 
Date Detail:
Created Date:  2010-08-23     Completed Date:  2010-12-15     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9602533     Medline TA:  Spectrochim Acta A Mol Biomol Spectrosc     Country:  England    
Other Details:
Languages:  eng     Pagination:  652-60     Citation Subset:  IM    
Affiliation:
Department of Inorganic Chemistry, University of Madras, Chennai, Tamil Nadu, India.
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MeSH Terms
Descriptor/Qualifier:
Anti-Infective Agents / chemical synthesis,  chemistry*,  pharmacology
Apoptosis / drug effects
Aspergillus niger / drug effects
Candida albicans / drug effects
Cell Line, Tumor / drug effects,  ultrastructure
Coordination Complexes / chemical synthesis,  chemistry*,  pharmacology
Disk Diffusion Antimicrobial Tests
Drug Evaluation, Preclinical
Drug Screening Assays, Antitumor
Electrochemical Techniques
Gram-Negative Bacteria / drug effects
Humans
Metalloporphyrins / chemical synthesis,  chemistry*,  pharmacology
Microbial Sensitivity Tests
Molecular Structure
Oxidation-Reduction
Piperazines / chemical synthesis,  chemistry*,  pharmacology
Spectrometry, Fluorescence
Spectrometry, Mass, Fast Atom Bombardment
Spectrophotometry, Infrared
Staphylococcus aureus / drug effects
Chemical
Reg. No./Substance:
0/Anti-Infective Agents; 0/Coordination Complexes; 0/Metalloporphyrins; 0/Piperazines; 0/copper(II) 5,10,15,20-tetrakis(alpha,alpha,alpha,alpha-2-(2,6-bis(4-methylpiperazine-1-ylmethyl)-4-iminomethylphenol)phenyl)porphyrin

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