Malaysian Journal of Analytical Sciences Vol 20 No 4 (2016): 760 - 769

DOI: http://dx.doi.org/10.17576/mjas-2016-2004-08

SYNTHESIS, CHARACTERIZATION AND DNA BINDING ACTIVITY OF A POTENTIAL DNA INTERCALATOR

(Sintesis dan Pengikatan DNA oleh Sebatian Interkalasi DNA Yang Berpotensi)

Siti Norain Harun, Yaakob Razak, Haslina Ahmad*

Faculty of Science,

Universiti Putra Malaysia, 43400 UPM Serdang, Selangor, Malaysia

*Corresponding author: haslina_ahmad@upm.edu.my

Received: 17 August 2015; Accepted: 23 May 2016

Abstract

A novel complex, [Ru(dppz)₂(p-MOPIP)]²⁺ (dppz = dipyrido-[3,2-a:20,30-c]phenazine, p-MOPIP = 2-(4-methoxyphenyl) imidazo[4,5-f][1,10]phenanthroline) has been synthesized and characterized by elemental analysis, ¹H Nuclear Magnetic Resonance spectroscopy, mass spectrometry, Fourier Transform Infrared analysis, Ultra Violet visible and fluorescence spectroscopy. Herein, the complex was designed by adding p-MOPIP as an intercalating ligand and dppz as the ancillary ligand. The DNA binding properties of the complex with Calf Thymus DNA (CT-DNA) were investigated using spectroscopic methods. The UV-visible absorption band observed at 460 nm corresponded to the metal-to-ligand charge transfer (MLCT) while bands at 358 and 281 nm corresponded to intra-ligand (IL) π-π* transitions of the ligand scaffold in p-MOPIP and dppz. The intrinsic binding constant, K_b for this complex was 1.67 x 10⁶ M^-1 and this suggested that this complex, [Ru(dppz)₂(p-MOPIP)]²⁺ bound to DNA via the intercalative mode. Interestingly, the interaction of this complex with CT-DNA also had a ‘molecular light switch’ effect.

Keywords: ruthenium, DNA binding, molecular light switch

Abstrak

Satu kompleks baru, [Ru(dppz)₂(p-MOPIP)]²⁺ (dppz = dipyrido-[3,2-a:20,30-c]fenazin, p-MOPIP = 2-(4-metoksifenil) imidazo[4,5-f][1,10]fenantrolina) telah dihasilkan dan dianalisis dengan menggunakan analisis elemen, spektroskopi resonans magnet nukleus(¹H NMR), spektrometri jisim, analisis inframerah tranformasi Fourier (FTIR), spektroskopi ultra-lembayung dan pendafluor. Penyediaan kompleks telah dilakukan dengan menambah p-MOPIP sebagai ligan interkalasi dan dppz sebagai ligan sisi. Ciri-ciri ikatan DNA bagi kompleks ini dengan Calf Thymus DNA (CT-DNA) telah dianalisis dengan menggunakan kaedah spektroskopik. Jalur pada 460 nm merujuk kepada caj metal-kepada-ligan (MLCT), manakala jalur pada 358 dan 281 nm dikaitkan dengan peralihan π-π* intra-ligan (IL) bagi ligan p-MOPIP dan dppz. Nilai pemalar ikatan, K_b ialah 1.67 x 10⁶ M^-1 dan keputusan eksperimen mencadangkan pengikatan berlaku melalui mod interkalasi. Menariknya, kompleks ini juga menunjukkan kesan ‘suis cahaya molekul’.

Kata kunci: ruthenium, pengikatan DNA, suis cahaya molekul

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