Sintesis dan pencirian ligan 6,6’-bis(2-hidroksifenil)-2,2’-bipiridil dan kompleks platinum untuk kajian interaksi dengan CT-DNA

Translated title of the contribution: Synthesis and characterization of 6,6’-bis (2-hydroxyphenyl)-2,2’-bipyridyl ligand and its platinum complex for the interaction with CT-DNA

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

A tetradentate ligand with four donor atoms OONN and its platinum metal complex were synthesized. Bis(phenoxy)bipyridine ligand was prepared by Suzuki coupling reaction between 6,6’-dibromo-2,2’-bipyridyl and 2-hydroxyphenylboronic acid with the presence of palladium (II) acetate. The formation of platinum complex was done by introducing the ligand with platinum (II) chloride in benzonitrile. Both ligand and complex structures were confirmed by 1H, 2D cosy and 13C NMR spectroscopy, ESI-MS spectrometry and FTIR spectroscopy. Binding studies of small molecules with DNA are useful to understand the reaction mechanism and to provide guidance for the application and design of new and more efficient drugs or sensors targeted on DNA. In this study, the binding interaction between the synthesized ligand and complex with calf thymus DNA (CT-DNA) has been investigated using UV-Visible and emission DNA titration. From the UV-Visible DNA study, it showed that platinum (II) bipyridine complex had higher affinity towards CT-DNA with binding constant Kb=(3.1 ± 0.02 x 105) ± 0.02 M-1compared to that of bis(phenoxy) bipyridine ligand with binding constant (Kb) = (1.19 ± 0.08) × 103 M-1. These findings will be valuable for the potential use of platinum (II) bipyridine complex as a phosphorescent probe in optical sensor DNA.

Original languageMalay
Pages (from-to)111-120
Number of pages10
JournalMalaysian Journal of Analytical Sciences
Volume20
Issue number1
Publication statusPublished - 2016

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2,2'-Dipyridyl
Platinum
Ligands
DNA
Platinum metals
Coordination Complexes
Optical sensors
Titration
Spectrometry
Nuclear magnetic resonance spectroscopy
calf thymus DNA
Chlorides
Spectroscopy
Atoms
Molecules
Acids
Sensors
Pharmaceutical Preparations

ASJC Scopus subject areas

  • Analytical Chemistry

Cite this

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title = "Sintesis dan pencirian ligan 6,6’-bis(2-hidroksifenil)-2,2’-bipiridil dan kompleks platinum untuk kajian interaksi dengan CT-DNA",
abstract = "A tetradentate ligand with four donor atoms OONN and its platinum metal complex were synthesized. Bis(phenoxy)bipyridine ligand was prepared by Suzuki coupling reaction between 6,6’-dibromo-2,2’-bipyridyl and 2-hydroxyphenylboronic acid with the presence of palladium (II) acetate. The formation of platinum complex was done by introducing the ligand with platinum (II) chloride in benzonitrile. Both ligand and complex structures were confirmed by 1H, 2D cosy and 13C NMR spectroscopy, ESI-MS spectrometry and FTIR spectroscopy. Binding studies of small molecules with DNA are useful to understand the reaction mechanism and to provide guidance for the application and design of new and more efficient drugs or sensors targeted on DNA. In this study, the binding interaction between the synthesized ligand and complex with calf thymus DNA (CT-DNA) has been investigated using UV-Visible and emission DNA titration. From the UV-Visible DNA study, it showed that platinum (II) bipyridine complex had higher affinity towards CT-DNA with binding constant Kb=(3.1 ± 0.02 x 105) ± 0.02 M-1compared to that of bis(phenoxy) bipyridine ligand with binding constant (Kb) = (1.19 ± 0.08) × 103 M-1. These findings will be valuable for the potential use of platinum (II) bipyridine complex as a phosphorescent probe in optical sensor DNA.",
keywords = "Bis(phenoxy)bipyridine, Calf thymus-DNA, DNA interaction, Intercalating ligand",
author = "Norhidayah Selamat and Lee, {Yook Heng} and Hassan, {Nurul Izzaty} and {Abd Karim}, {Nurul Huda}",
year = "2016",
language = "Malay",
volume = "20",
pages = "111--120",
journal = "Malaysian Journal of Analytical Sciences",
issn = "1394-2506",
publisher = "Faculty of Science and Technology, Universiti Kebangsaan Malaysia",
number = "1",

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TY - JOUR

T1 - Sintesis dan pencirian ligan 6,6’-bis(2-hidroksifenil)-2,2’-bipiridil dan kompleks platinum untuk kajian interaksi dengan CT-DNA

AU - Selamat, Norhidayah

AU - Lee, Yook Heng

AU - Hassan, Nurul Izzaty

AU - Abd Karim, Nurul Huda

PY - 2016

Y1 - 2016

N2 - A tetradentate ligand with four donor atoms OONN and its platinum metal complex were synthesized. Bis(phenoxy)bipyridine ligand was prepared by Suzuki coupling reaction between 6,6’-dibromo-2,2’-bipyridyl and 2-hydroxyphenylboronic acid with the presence of palladium (II) acetate. The formation of platinum complex was done by introducing the ligand with platinum (II) chloride in benzonitrile. Both ligand and complex structures were confirmed by 1H, 2D cosy and 13C NMR spectroscopy, ESI-MS spectrometry and FTIR spectroscopy. Binding studies of small molecules with DNA are useful to understand the reaction mechanism and to provide guidance for the application and design of new and more efficient drugs or sensors targeted on DNA. In this study, the binding interaction between the synthesized ligand and complex with calf thymus DNA (CT-DNA) has been investigated using UV-Visible and emission DNA titration. From the UV-Visible DNA study, it showed that platinum (II) bipyridine complex had higher affinity towards CT-DNA with binding constant Kb=(3.1 ± 0.02 x 105) ± 0.02 M-1compared to that of bis(phenoxy) bipyridine ligand with binding constant (Kb) = (1.19 ± 0.08) × 103 M-1. These findings will be valuable for the potential use of platinum (II) bipyridine complex as a phosphorescent probe in optical sensor DNA.

AB - A tetradentate ligand with four donor atoms OONN and its platinum metal complex were synthesized. Bis(phenoxy)bipyridine ligand was prepared by Suzuki coupling reaction between 6,6’-dibromo-2,2’-bipyridyl and 2-hydroxyphenylboronic acid with the presence of palladium (II) acetate. The formation of platinum complex was done by introducing the ligand with platinum (II) chloride in benzonitrile. Both ligand and complex structures were confirmed by 1H, 2D cosy and 13C NMR spectroscopy, ESI-MS spectrometry and FTIR spectroscopy. Binding studies of small molecules with DNA are useful to understand the reaction mechanism and to provide guidance for the application and design of new and more efficient drugs or sensors targeted on DNA. In this study, the binding interaction between the synthesized ligand and complex with calf thymus DNA (CT-DNA) has been investigated using UV-Visible and emission DNA titration. From the UV-Visible DNA study, it showed that platinum (II) bipyridine complex had higher affinity towards CT-DNA with binding constant Kb=(3.1 ± 0.02 x 105) ± 0.02 M-1compared to that of bis(phenoxy) bipyridine ligand with binding constant (Kb) = (1.19 ± 0.08) × 103 M-1. These findings will be valuable for the potential use of platinum (II) bipyridine complex as a phosphorescent probe in optical sensor DNA.

KW - Bis(phenoxy)bipyridine

KW - Calf thymus-DNA

KW - DNA interaction

KW - Intercalating ligand

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JO - Malaysian Journal of Analytical Sciences

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