Synthesis, Characterization and Anti-Cancer Screening of Some New Coumarin Derivatives and Their Complexes

A new series of 6-hydroxy-4-methylcoumarin derivatives ligands namely 6-hydroxy-4-methyl-5-(phenylazo) coumarin (L1), 6-hydroxy-4-methyl- 5- (p-chlorophenylazo) coumarin (L2), 6-hydroxy-4-methyl -5,7- (bis-phenylazo) coumarin (L3) and 6- hydroxy-4-methyl-5,7-(bis-p-chlorophenylazo) coumarin (L4) wer...

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Main Author: Dalal. M. Ibrahim
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spelling my-usim-ddms-134132024-05-29T06:50:24Z Synthesis, Characterization and Anti-Cancer Screening of Some New Coumarin Derivatives and Their Complexes Dalal. M. Ibrahim A new series of 6-hydroxy-4-methylcoumarin derivatives ligands namely 6-hydroxy-4-methyl-5-(phenylazo) coumarin (L1), 6-hydroxy-4-methyl- 5- (p-chlorophenylazo) coumarin (L2), 6-hydroxy-4-methyl -5,7- (bis-phenylazo) coumarin (L3) and 6- hydroxy-4-methyl-5,7-(bis-p-chlorophenylazo) coumarin (L4) were successfully synthesized and characterized. The complexation of zinc (II), nickel (II), copper(II), cobalt (II) and manganese (II) with ligands L1, L3 and L4 gave salt type complexes with the formula of M(C16H15O3N4) and M(C22H13O3N4CI2 (where M= Zn, Ni, Cu, Co, Mn) respectively. The compounds were characterized by microelemental analysis, infra-red and nuclear magnetic resonance spectroscopic techniques. The CHN analysis of the ligands are in good agreement with the calculated values. The spectroscopic analysis of the complexes indicated that the ligand coordinated to the metal centres as a bidentate ligand in azocoumarin through the OH group in the aromatic ring. Coordination of the nitrogen atom of the azo group and as polydentate ligand in bis-azocoumarin form a distorted octahedral arrangement around zinc(II), nickel(II), copper(II), manganese(II) centre.The molar conductivity of the divalent metal ions complexes was small which directly supports the fact that all of the investigated complexes are non ionic. These low conductivity values may be attributed to the presence of chloride ions in the coordination sphere rather than ionic association to the metal ions during complex formation. Cytotoxic activity for the ligands and the complexes were evaluated against breast and lung cancer cells, indicate that the compounds possess remarkable cytotoxic effect at low concentration. Cu(II) complexes of L1,L3 and L4 ligands may be one of the new lead compounds for the development of anticancer agents as they show high cytotoxicity with all cell lines at concentration 30µg/ml. Universiti Sains Islam Malaysia 2016-04 Thesis other https://oarep.usim.edu.my/handle/123456789/13413 https://oarep.usim.edu.my/bitstreams/640a1a60-8314-4aa5-addb-7fcf1bafc27e/download 8a4605be74aa9ea9d79846c1fba20a33 Cytotoxic Anticancer agents
institution Universiti Sains Islam Malaysia
collection USIM Institutional Repository
language other
topic Cytotoxic
Anticancer agents
spellingShingle Cytotoxic
Anticancer agents
Dalal. M. Ibrahim
Synthesis, Characterization and Anti-Cancer Screening of Some New Coumarin Derivatives and Their Complexes
description A new series of 6-hydroxy-4-methylcoumarin derivatives ligands namely 6-hydroxy-4-methyl-5-(phenylazo) coumarin (L1), 6-hydroxy-4-methyl- 5- (p-chlorophenylazo) coumarin (L2), 6-hydroxy-4-methyl -5,7- (bis-phenylazo) coumarin (L3) and 6- hydroxy-4-methyl-5,7-(bis-p-chlorophenylazo) coumarin (L4) were successfully synthesized and characterized. The complexation of zinc (II), nickel (II), copper(II), cobalt (II) and manganese (II) with ligands L1, L3 and L4 gave salt type complexes with the formula of M(C16H15O3N4) and M(C22H13O3N4CI2 (where M= Zn, Ni, Cu, Co, Mn) respectively. The compounds were characterized by microelemental analysis, infra-red and nuclear magnetic resonance spectroscopic techniques. The CHN analysis of the ligands are in good agreement with the calculated values. The spectroscopic analysis of the complexes indicated that the ligand coordinated to the metal centres as a bidentate ligand in azocoumarin through the OH group in the aromatic ring. Coordination of the nitrogen atom of the azo group and as polydentate ligand in bis-azocoumarin form a distorted octahedral arrangement around zinc(II), nickel(II), copper(II), manganese(II) centre.The molar conductivity of the divalent metal ions complexes was small which directly supports the fact that all of the investigated complexes are non ionic. These low conductivity values may be attributed to the presence of chloride ions in the coordination sphere rather than ionic association to the metal ions during complex formation. Cytotoxic activity for the ligands and the complexes were evaluated against breast and lung cancer cells, indicate that the compounds possess remarkable cytotoxic effect at low concentration. Cu(II) complexes of L1,L3 and L4 ligands may be one of the new lead compounds for the development of anticancer agents as they show high cytotoxicity with all cell lines at concentration 30µg/ml.
format Thesis
author Dalal. M. Ibrahim
author_facet Dalal. M. Ibrahim
author_sort Dalal. M. Ibrahim
title Synthesis, Characterization and Anti-Cancer Screening of Some New Coumarin Derivatives and Their Complexes
title_short Synthesis, Characterization and Anti-Cancer Screening of Some New Coumarin Derivatives and Their Complexes
title_full Synthesis, Characterization and Anti-Cancer Screening of Some New Coumarin Derivatives and Their Complexes
title_fullStr Synthesis, Characterization and Anti-Cancer Screening of Some New Coumarin Derivatives and Their Complexes
title_full_unstemmed Synthesis, Characterization and Anti-Cancer Screening of Some New Coumarin Derivatives and Their Complexes
title_sort synthesis, characterization and anti-cancer screening of some new coumarin derivatives and their complexes
granting_institution Universiti Sains Islam Malaysia
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