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-kappa(2) N,O)(2)(1,10-phenanthroline-kappa(2) N,N)-zinc(II) pentahydrate, [Zn(3-Me-pic)(2)(phen)]center dot 5H(2)O. The trans-configuration of carbonyl oxygen atoms of the carboxyl...

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Main Authors: Tan, K.W., Ng, C.H., Seng, H.L., Von, S.T., Maah, M.J., Ng, S.W., Rahman, R., Caracelli, I.
Format: Article
Published: 2010
Subjects:
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author Tan, K.W.
Ng, C.H.
Seng, H.L.
Von, S.T.
Maah, M.J.
Ng, S.W.
Rahman, R.
Caracelli, I.
author_facet Tan, K.W.
Ng, C.H.
Seng, H.L.
Von, S.T.
Maah, M.J.
Ng, S.W.
Rahman, R.
Caracelli, I.
author_sort Tan, K.W.
collection UM
description Crystal structure analysis of the zinc complex establishes it as a distorted octahedral complex, bis(3-methylpicolinato-kappa(2) N,O)(2)(1,10-phenanthroline-kappa(2) N,N)-zinc(II) pentahydrate, [Zn(3-Me-pic)(2)(phen)]center dot 5H(2)O. 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'-AG(3)(T(2)AG(3))(3)-3', can inhibit topoisomerase I efficiently and is cytotoxic against MCF-7 cell line.
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spelling um.eprints-80262019-08-21T09:19:36Z http://eprints.um.edu.my/8026/ Crystal structure, DNA binding studies, Nucleolytic property and Topoisomerase I Inhibition of zinc complex with 1,10-Phenanthroline and 3-Methyl-Picolinic Acid Tan, K.W. Ng, C.H. Seng, H.L. Von, S.T. Maah, M.J. Ng, S.W. Rahman, R. Caracelli, I. QD Chemistry Crystal structure analysis of the zinc complex establishes it as a distorted octahedral complex, bis(3-methylpicolinato-kappa(2) N,O)(2)(1,10-phenanthroline-kappa(2) N,N)-zinc(II) pentahydrate, [Zn(3-Me-pic)(2)(phen)]center dot 5H(2)O. 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'-AG(3)(T(2)AG(3))(3)-3', can inhibit topoisomerase I efficiently and is cytotoxic against MCF-7 cell line. 2010 Article PeerReviewed Tan, K.W. and Ng, C.H. and Seng, H.L. and Von, S.T. and Maah, M.J. and Ng, S.W. and Rahman, R. and Caracelli, I. (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, DOI https://doi.org/10.1007/s10534-009-9271-y <https://doi.org/10.1007/s10534-009-9271-y>. http://link.springer.com/article/10.1007%2Fs10534-009-9271-y#page-1 10.1007/s10534-009-9271-y
spellingShingle QD Chemistry
Tan, K.W.
Ng, C.H.
Seng, H.L.
Von, S.T.
Maah, M.J.
Ng, S.W.
Rahman, R.
Caracelli, I.
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
topic QD Chemistry
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