Crystal structure, DNA binding studies, nucleolytic property and topoisomerase I inhibition of zinc complex with 1,10-phenanthroline and 3 methyl-picolinic acid

Crystal structure analysis of the zinc complex establishes it as a distorted octahedral complex, bis(3-methylpicolinato-κ2 N,O)2(1,10-phenanthroline-κ2 N,N)-zinc(II) pentahydrate, [Zn(3-Me-pic)2(phen)]·5H2O. The trans-configuration of carbonyl oxygen atoms of the carboxylate moieties and orientation...

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Main Authors: Seng, Hoi Ling, Von, Sze Tin, Tan, Kong Wai, Maah, Mohd Jamil, Ng, Seik Weng, Raja Abdul Rahman, Raja Noor Zaliha, Caracelli, Ignez, Ng, Chew Hee
Format: Article
Language:English
Published: Springer 2010
Online Access:http://psasir.upm.edu.my/id/eprint/13835/1/Crystal%20structure%2C%20DNA%20binding%20studies%2C%20nucleolytic%20property%20and%20topoisomerase%20I%20inhibition%20of%20zinc%20complex%20with%201%2C10-phenanthroline%20and%203%20methyl-picolinic%20acid.pdf
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author Seng, Hoi Ling
Von, Sze Tin
Tan, Kong Wai
Maah, Mohd Jamil
Ng, Seik Weng
Raja Abdul Rahman, Raja Noor Zaliha
Caracelli, Ignez
Ng, Chew Hee
author_facet Seng, Hoi Ling
Von, Sze Tin
Tan, Kong Wai
Maah, Mohd Jamil
Ng, Seik Weng
Raja Abdul Rahman, Raja Noor Zaliha
Caracelli, Ignez
Ng, Chew Hee
author_sort Seng, Hoi Ling
collection UPM
description Crystal structure analysis of the zinc complex establishes it as a distorted octahedral complex, bis(3-methylpicolinato-κ2 N,O)2(1,10-phenanthroline-κ2 N,N)-zinc(II) pentahydrate, [Zn(3-Me-pic)2(phen)]·5H2O. The trans-configuration of carbonyl oxygen atoms of the carboxylate moieties and orientation of the two planar picolinate ligands above and before the phen ligand plane seems to confer DNA sequence recognition to the complex. It cannot cleave DNA under hydrolytic condition but can slightly be activated by hydrogen peroxide or sodium ascorbate. Circular Dichroism and Fluorescence spectroscopic analysis of its interaction with various duplex polynucleotides reveals its binding mode as mainly intercalation. It shows distinct DNA sequence binding selectivity and the order of decreasing selectivity is ATAT > AATT > CGCG. Docking studies lead to the same conclusion on this sequence selectivity. It binds strongly with G-quadruplex with human tolemeric sequence 5′-AG3(T2AG3)3-3′, can inhibit topoisomerase I efficiently and is cytotoxic against MCF-7 cell line.
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spelling upm.eprints-138352016-09-26T08:42:48Z http://psasir.upm.edu.my/id/eprint/13835/ Crystal structure, DNA binding studies, nucleolytic property and topoisomerase I inhibition of zinc complex with 1,10-phenanthroline and 3 methyl-picolinic acid Seng, Hoi Ling Von, Sze Tin Tan, Kong Wai Maah, Mohd Jamil Ng, Seik Weng Raja Abdul Rahman, Raja Noor Zaliha Caracelli, Ignez Ng, Chew Hee Crystal structure analysis of the zinc complex establishes it as a distorted octahedral complex, bis(3-methylpicolinato-κ2 N,O)2(1,10-phenanthroline-κ2 N,N)-zinc(II) pentahydrate, [Zn(3-Me-pic)2(phen)]·5H2O. The trans-configuration of carbonyl oxygen atoms of the carboxylate moieties and orientation of the two planar picolinate ligands above and before the phen ligand plane seems to confer DNA sequence recognition to the complex. It cannot cleave DNA under hydrolytic condition but can slightly be activated by hydrogen peroxide or sodium ascorbate. Circular Dichroism and Fluorescence spectroscopic analysis of its interaction with various duplex polynucleotides reveals its binding mode as mainly intercalation. It shows distinct DNA sequence binding selectivity and the order of decreasing selectivity is ATAT > AATT > CGCG. Docking studies lead to the same conclusion on this sequence selectivity. It binds strongly with G-quadruplex with human tolemeric sequence 5′-AG3(T2AG3)3-3′, can inhibit topoisomerase I efficiently and is cytotoxic against MCF-7 cell line. Springer 2010-02-01 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/13835/1/Crystal%20structure%2C%20DNA%20binding%20studies%2C%20nucleolytic%20property%20and%20topoisomerase%20I%20inhibition%20of%20zinc%20complex%20with%201%2C10-phenanthroline%20and%203%20methyl-picolinic%20acid.pdf Seng, Hoi Ling and Von, Sze Tin and Tan, Kong Wai and Maah, Mohd Jamil and Ng, Seik Weng and Raja Abdul Rahman, Raja Noor Zaliha and Caracelli, Ignez and Ng, Chew Hee (2010) Crystal structure, DNA binding studies, nucleolytic property and topoisomerase I inhibition of zinc complex with 1,10-phenanthroline and 3 methyl-picolinic acid. BioMetals, 23 (1). pp. 99-118. ISSN 0966-0844; ESSN: 1572-8773 http://link.springer.com/article/10.1007/s10534-009-9271-y?view=classic 10.1007/s10534-009-9271-y
spellingShingle Seng, Hoi Ling
Von, Sze Tin
Tan, Kong Wai
Maah, Mohd Jamil
Ng, Seik Weng
Raja Abdul Rahman, Raja Noor Zaliha
Caracelli, Ignez
Ng, Chew Hee
Crystal structure, DNA binding studies, nucleolytic property and topoisomerase I inhibition of zinc complex with 1,10-phenanthroline and 3 methyl-picolinic acid
title Crystal structure, DNA binding studies, nucleolytic property and topoisomerase I inhibition of zinc complex with 1,10-phenanthroline and 3 methyl-picolinic acid
title_full Crystal structure, DNA binding studies, nucleolytic property and topoisomerase I inhibition of zinc complex with 1,10-phenanthroline and 3 methyl-picolinic acid
title_fullStr Crystal structure, DNA binding studies, nucleolytic property and topoisomerase I inhibition of zinc complex with 1,10-phenanthroline and 3 methyl-picolinic acid
title_full_unstemmed Crystal structure, DNA binding studies, nucleolytic property and topoisomerase I inhibition of zinc complex with 1,10-phenanthroline and 3 methyl-picolinic acid
title_short Crystal structure, DNA binding studies, nucleolytic property and topoisomerase I inhibition of zinc complex with 1,10-phenanthroline and 3 methyl-picolinic acid
title_sort crystal structure dna binding studies nucleolytic property and topoisomerase i inhibition of zinc complex with 1 10 phenanthroline and 3 methyl picolinic acid
url http://psasir.upm.edu.my/id/eprint/13835/1/Crystal%20structure%2C%20DNA%20binding%20studies%2C%20nucleolytic%20property%20and%20topoisomerase%20I%20inhibition%20of%20zinc%20complex%20with%201%2C10-phenanthroline%20and%203%20methyl-picolinic%20acid.pdf
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