Study on the interaction between morin-bi(III) complex and DNA with the use of methylene blue dye as a fluorophor probe

Ensafi, Ali A.; Hajian, Reza; Ebrahimi, Sara

doi:10.1590/s0103-50532009000200011

Cited by 49 publications

(24 citation statements)

References 40 publications

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“…Thus, this is consistent with the combination of MB p electrons and p electrons of DNA ' s bases. 36 Consequently, the energy level of the p-p * electron transition decreases, which causes a red shift. This contributes to the hypochromic effect discussed above.…”

Section: Interaction Of Mb With Ds-dnamentioning

confidence: 99%

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Study on the interaction between doxorubicin and Deoxyribonucleic acid with the use of methylene blue as a probe

Hajian

Shams

Mohagheghian

2009

J. Braz. Chem. Soc.

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Neste trabalho, a interação de doxorrubicina com DNA (obtido de timo de bezerro) em fita dupla foi investigada através de técnicas de espectrofotometria UV-Vis, voltametria e espectrofluorometria, usando azul de metrileno (MB) como marcador. O comportamento voltamétrico da doxorrubicina foi investigado em eletrodo de carbono vítreo usando voltametria de pulso diferencial. A doxorrubicina é reduzida, produzindo um pico de redução. Os dois estudos, espectrofotometria UV-Vis e voltametria de pulso diferencial, confirmam a reação de intercalação. Os resultados mostraram que a doxorrubicina e a molécula de MB foram intercaladas na dupla hélice do DNA. A constante de ligação aparente de doxorrubicina com DNA foi 3,2 × 10 4 L mol -1 . O sinal de fluorescência da doxorrubicina e azul de metileno é suprimido com a adição de DNA. A equação de Stern-Volmer baseou-se na supressão do sinal de fluorescência da doxorrubicina.In this work, the interaction of doxorubicin with calf thymus double strand Deoxyribonucleic acid (ds-DNA) has been investigated with the use of Methylene Blue (MB) dye as a probe by the application of UV-Vis spectrophotometry, voltammetry and spectrofluorometry. The voltammetric behavior of doxorubicin has been investigated at glassy carbon electrode using differential pulse voltammetry. Doxorubicin is reduced, yielding one reduction peak. Both UV-Vis spectrophotometry and differential pulse voltammetry studies confirm the intercalation reaction. The results showed that both doxorubicin and the MB molecule could intercalate into the double helix of the DNA. The apparent binding constant of doxorubicin with DNA has been found to be 3.2 × 10 4 L mol -1 . The fluorescence signal of doxorubicin and methylene blue was quenched with DNA addition. The Stern-Volmer equation was plotted based on quenching fluorescence signal of doxorubicin.Keywords: doxorubicin, DNA, chemotherapy, spectrophotometry, voltammetry, spectrofluorometry IntroductionStudy of interactions between drugs and DNA is very interesting and significant not only in understanding the mechanism of interaction, but also for the design of new drugs. 1,2 However mechanism of interactions between drug molecules and DNA is still relatively little known. It is necessary to introduce more simple methods for investigating the mechanism of interaction. By understanding the mechanism of interaction, designing of new DNA-targeted drugs and the screening of these in vitro will be possible.A great variety of substances, including several agents of importance in cancer chemotherapy, 3 are known to bind to DNA by intercalation. 4 Attention has been concentrated on the classical intercalating drugs, acridines and ethidium bromide. [4][5][6] Studies on the binding of various dyes, drugs and antibiotics to DNA and chromatin have contributed to the understanding of the structure of these macromolecules, 6-14 and have suggested possible mechanisms of the biological activity of some drugs. 3 Molecular models of the intercalation of some drugs into DNA have been describ...

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Section: Interaction Of Mb With Ds-dnamentioning

confidence: 99%

“…34 The strength of this electronic interaction is expected to decrease as the cube of the distance between the chromophore and the DNA bases. 35,36 By decreasing the distance between intercalated MB and DNA bases, hypochromism take place obviously. Thus, this is consistent with the combination of MB p electrons and p electrons of DNA ' s bases.…”

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confidence: 99%

Study on the interaction between doxorubicin and Deoxyribonucleic acid with the use of methylene blue as a probe

Hajian

Shams

Mohagheghian

2009

J. Braz. Chem. Soc.

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“…6,7 Considerable efforts are yet necessary to develop novel metal complexes binding to DNA through an intercalative association because of their unique properties and applications. [8][9][10][11][12][13] A metallointercalator binds DNA through the insertion of a planar polycyclic aromatic ligands, p-stacking in between two base pairs. 14,15 So the binding site and the intensity of a metallointercalator can be tuned by the metal coordination center and chelate ligand.…”

Section: Introductionmentioning

confidence: 99%

“…6,7 Considerable efforts are yet necessary to develop novel metal complexes binding to DNA through an intercalative association because of their unique properties and applications. [8][9][10][11][12][13] A metallointercalator binds DNA through the insertion of a planar polycyclic aromatic 23 also present intercalative DNA-binding capacity or significant DNA/antitumor activity. Therefore the synthesis and characterization of new manganese complexes are of great importance not only for developing novel chemotherapeutics and highly sensitive diagnostic agents but also for understanding the role and mechanism of manganese complexes in biological system.…”

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confidence: 99%

Crystal structure, supramolecular self-assembly and interaction with DNA of a mixed ligand manganese(II) complex

Sun¹,

Dong²,

Wang³

et al. 2011

J. Braz. Chem. Soc.

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Um complexo misto de manganês(II), [Mn(sal)(phen) 2 ]ClO 4 (1) (sal = salicilaldeído, phen = 1,10-fenantrolina), foi sintetizado e caracterizado por análise elementar e difração de raio-X de monocristais. A análise dos difratogramas revelou que o complexo 1 cristaliza no grupo espacial monoclínico P2 1 /n. A unidade assimétrica do complexo é composta do cátion complexo [Mn(sal)(phen) 2 ] + e do ânion perclorato não coordenado. O manganês(II) está num ambiente de coordenação MnN 4 O 2 de geometria octaédrica bem distorcida. Quatro tipos de empilhamento p-p envolvendo ligantes fenantrolina e salicilaldeído estão envolvidos na auto-montagem supramolecular. Estas interações de empilhamento aromático cooperam com ligações de hidrogênio para a montagem de uma fascinante arquitetura supramolecular 3D com o complexo. Estudos de espectroscopia de absorção eletrônica e de titulação monitorando-se a fluorescência de 1 com DNA de timo de bezerro sugerem a ligação do complexo por intercalação com uma constante de formação igual a 7,97×10 3 L mol −1 e uma constante de supressão de Stern-Volmer de 1,34×10 4 L mol −1 .A mixed ligand manganese(II) complex, [Mn(sal)(phen) 2 ]ClO 4 (1) (sal = salicylaldehyde, phen = 1,10-phenanthroline), has been synthesized and characterized by elemental analysis and single crystal X-ray diffractometry. The structural analysis revealed that complex 1 crystallizes in the monoclinic space group P2 1 /n. The asymmetric unit of the complex is comprised of [Mn(sal)(phen) 2 ] + complex cation and uncoordinated perchlorate anion. The manganese(II) is located in a seriously distorted octahedral MnN 4 O 2 coordination environment. Four types of p-p stacking modes involving phenanthroline and salicylaldehyde ligands are involved in the supramolecular self-assembly. These aromatic stacking interactions cooperate with hydrogen bonding to assemble the complex into a fascinating 3D supramolecular architecture. Electronic absorption spectroscopy and fluorescence titration studies of the interaction between complex 1 and calf thymus DNA suggest an intercalative binding mode with a constant of 7.97×10 3 L mol −1 and a Stern-Volmer quenching constant of 1.34×10 4 L mol −1 .Keywords: manganese(II) complex, crystal structure, supramolecular self-assembly, DNA interaction, spectrum IntroductionMuch attention has been given to rational design, synthesis and characterization of new transition metal complexes in the past decades because some of them can interact with DNA acting as probes for nucleic acid structure manipulation or exhibiting nuclease property. [1][2][3][4][5] Metal complex can bind to DNA in non-covalent way such as by electrostatic interaction, minor or major groove-bound fashion and intercalation. 6,7 Considerable efforts are yet necessary to develop novel metal complexes binding to DNA through an intercalative association because of their unique properties and applications. [8][9][10][11][12][13] A metallointercalator binds DNA through the insertion of a planar polycyclic aromatic 23 also present int...

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“…It was concluded after this research that only molecules with flat, an aromatic structure can intercalate with DNA and are considered to be good anticancer drugs. 19 There are certain cases where the cytotoxicity is parallel to anticancer activity. A number of compounds like vitamins, hormones, vitamin antagonists, antidepressants, and antihistamines are also good intercalators.…”

Section: Introductionmentioning

confidence: 99%

Interaction of Two Flavonoids With Calf Thymus Dna: A Multi - Spectroscopic, Electrochemical and Molecular Modelling Approach

Prabhakaran

Jeyasundari²,

Vasantha³

et al. 2018

ECB

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Interaction of naturally occurring bioactive flavonoids 5,6,7-trihydroxyflavone (Baicalein) and 7,8-dihydroxyflavone (DHF) binding with calf thymus deoxyribose nucleic acid (dsDNA) was studied by employing UV absorption, fluorescence, circular dichroism, cyclic voltammetric and molecular modeling techniques. All studies were confirmed that the structural changes of DNA binding to the flavonoid. From the CV results positive shift in peak potential and increased peak current of the flavonoid in the presence of DNA and then the fluorescence quenching of DNA-flavonoids system indicated the intercalative mode of binding between flavonoid and DNA. CD studies suggest the conformational changes in DNA upon interaction with the flavonoids. Molecular docking simulation methods are used as tools to delineate the binding mode and probable location of the flavonoids and their effects on the stability and conformation of Ct-(ds) DNA. Furthermore, Baicalein can bind with more potential with Ct-(ds) DNA than DHF. This is helpful to understand the molecular aspects of binding mode and provides direction for the use and the design of new effective therapeutic agents. These results could provide useful information for insight into the pharmacological mechanism of flavonoids.

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Study on the interaction between morin-bi(III) complex and DNA with the use of methylene blue dye as a fluorophor probe

Cited by 49 publications

References 40 publications

Study on the interaction between doxorubicin and Deoxyribonucleic acid with the use of methylene blue as a probe

Study on the interaction between doxorubicin and Deoxyribonucleic acid with the use of methylene blue as a probe

Crystal structure, supramolecular self-assembly and interaction with DNA of a mixed ligand manganese(II) complex

Interaction of Two Flavonoids With Calf Thymus Dna: A Multi - Spectroscopic, Electrochemical and Molecular Modelling Approach

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