Tryptanthrin Sulfonate: Crystal Structure, Cytotoxicity and DNA Binding Studies

2012 ◽  
Vol 554-556 ◽  
pp. 1694-1699
Author(s):  
Li Fang Zhao ◽  
Yan Cheng Liu ◽  
Qi Pin Qin ◽  
Wen Zu Ya ◽  
Hai Chun Duan
Keyword(s):  
Water Solubility ◽  
Biological Activities ◽  
Uv Spectroscopy ◽  
Binding Mode ◽  
Intrinsic Binding Constant ◽  
Binding Studies ◽  
Single Crystal Diffraction ◽  
X Ray ◽  
Calf Thymus ◽  
Dna Binding Studies

Tryptanthrin (TPT), which is an indoloquinazoline alkaloid with multiple biological activities, was studied on its sulfonation in order to increase its water solubility. An 8-substituted tryptanthrin sulfonate (TPTS) was synthesized and structurally characterized by IR, 1H-NMR, ESI-MS, as well as X-ray single crystal diffraction analysis. The interactional mechanism of TPTS with calf thymus DNA (ctDNA) was further studied by UV spectroscopy and DNA viscosity experiment. The addition of ctDNA into the TPTS solution induced moderate hypochromicity on its electronic absorption spectrum, by which an intrinsic binding constant of 1.10×104 M-1 was achieved. While addition of TPTS caused significant increasement on the viscosity of ctDNA solution. The results suggest that TPTS interacts with ctDNA mainly by intercalative binding mode.

IN VITRO DNA BINDING STUDIES OF SELECTED HETEROCYCLIC COMPOUNDS

INDIAN DRUGS ◽  
2018 ◽  
Vol 55 (12) ◽  
pp. 24-26
Author(s):  
C Akhila ◽  
◽  
P Lalitha
Keyword(s):  
Dna Binding ◽  
Heterocyclic Compounds ◽  
Uv Spectroscopy ◽  
Binding Mode ◽  
Spectroscopic Technique ◽  
Binding Studies ◽  
Base Pairs ◽  
Dna Base ◽  
Dna Binding Studies

DNA binding studies of selected heterocyclic compounds belonging to the class of quinolinones, substituted quinolinones and thiones were carried out using ct-DNA. The binding nature of the compounds with DNA analyzed using UV-spectroscopy revealed the compounds to be DNA intercalators demonstrating the binding nature of compounds with DNA base pairs. This study is aimed at establishing a facile UV spectroscopic technique to arrive at the binding mode of DNA to ligands.

Pyrimidinone Associated Triazole Carboxamides: Synthesis, Characterization, Cytotoxicity and DNA Binding Studies

2020 ◽  
Vol 16 (6) ◽  
pp. 911-923
Author(s):  
Prakash Bhaskar ◽  
Suresha K. Tholappanavara ◽  
Bhuvanesh S. Kalal ◽  
Vasantha Kumar ◽  
Ananda K.C. Siddegowda ◽  
...  
Keyword(s):  
Cell Lines ◽  
Cancer Cell ◽  
Cancer Cell Lines ◽  
Breast Cancer Cell Lines ◽  
Intrinsic Binding Constant ◽  
Binding Studies ◽  
Human Embryonic Kidney Cell ◽  
Hek 293 ◽  
Melanoma Cancer ◽  
Dna Binding Studies

Background: Pyrimidinones and its derivatives are present in many anti-cancer agents. It has been reported that these substances were proven to have significant activities against different types of human cancers. The incorporation of [1,2,3]-triazole, a nitrogen-rich unit not only increases the efficacy but also increases the lipophilicity of the drug molecule. As our research was to synthesize newer molecules of effective cytotoxicity, we focused on pyrimidinone and [1,2,3]-triazoles systems, as important scaffolds with the expectation of potential cytotoxic properties. Methods: Novel series of [1,2,3]-triazole carboxamides (5a-j) were synthesized, starting from 3-(2- chloroethyl)-2-methyl-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-4-one. The structure of all the synthesized compounds was elucidated based on IR, 1H-NMR, 13C-NMR and LC-MS data. Compounds were focused for their in vitro cytotoxicity against A375 melanoma cancer cell lines, MDA-MB-231 breast cancer cell lines and HEK 293-Human embryonic kidney cell lines using colorimetric MTT assay. The potent compound was evaluated for the DNA binding studies. Results: Most of the Pyrimidinone conjugated [1,2,3]-triazole carboxamides found to be selective towards melanoma cancer cell lines than breast cancer cell lines. Compounds 5d, 5i and 5b were effective against A375 cancer cell lines and are found to be non-toxic against HEK 293-Human embryonic kidney cell lines. The potent compound 5d showed good intrinsic binding constant (Kb) value 3.12 x 103 M-1 in UV based DNA titration. Conclusion: Newly synthesized Pyrimidinone conjugated [1,2,3]-triazole carboxamide derivatives showed the significant cytotoxicity and the potent compound showed good intrinsic binding constant in UV based DNA titration.

Spectroscopic and In Silico DNA Binding Studies on the Interaction of Some New N-Substituted Rhodanines with Calf-thymus DNA: In Vitro Anticancer Activities

2019 ◽  
Vol 19 (3) ◽  
pp. 425-433 ◽  
Author(s):  
Imran Ali ◽  
Mohammad N. Lone ◽  
Zeid A. Alothman ◽  
Ahmad Y. Badjah ◽  
Abdullah G. Alanazi
Keyword(s):  
Dna Binding ◽  
Anticancer Agents ◽  
In Silico ◽  
Calf Thymus Dna ◽  
Black Dot ◽  
Anticancer Activities ◽  
Binding Studies ◽  
Molecular Docking Study ◽  
Calf Thymus ◽  
Dna Binding Studies

Background: In this era of science, cancer is a black dot on the face of humankind. Consequently, the search of promising anticancer agents continues. Aims: Here we designed and synthesized new N-substituted rhodanines (RD1-7), evaluated their multispectroscopic interaction with calf thymus DNA, in silico and anticancer studies against MDA-MB-231cancer cell line. Methods: By MTT assay rhodanine RD1 was found to be the most potent with IC50 value of 72.61 μM. In addition, DNA binding studies (UV-vis and fluorescence) revealed strong binding affinity of RD1-7 with DNA (Kb in the range of 1.5-7.4 × 105 M-1). Moreover, molecular docking study, experimental DNA binding and anticancer studies are all well agreed to each other. Results: It was observed that H-bonding and hydrophobic attractions were responsible for stability of DNAcompound adducts. Besides, the reported rhodanines (RD1-7) were found as minor groove binders of DNA. Concisely, RD1-7 indicated promising pharmacological properties and hence, shows auspicious future for the development of novel anticancer agents. Conclusion: The reported rhodanines showed excellent anticancer properties. Therefore, the described rhodanines may be used as potential anticancer agents in the future.

scholarly journals Synthesis, structure, DNA binding and anticancer activity of a new tetranuclear Pb(II) complex constructed by 8-hydroxyquinolinate and 4-nitrobenzoate ligands

2019 ◽  
Vol 42 (1) ◽  
pp. 60-66
Author(s):  
Lu-Lu Lv ◽  
Wei-Min Xia ◽  
Yuan-Zheng Cheng ◽  
Li-Ping Zhang ◽  
Xue-Dong Wang
Keyword(s):  
Absorption Spectrum ◽  
Ir Spectroscopy ◽  
Single Crystal ◽  
Anticancer Activity ◽  
Tumor Cells ◽  
A549 Cell ◽  
Intrinsic Binding Constant ◽  
Single Crystal Diffraction ◽  
X Ray ◽  
Mcf 7

Abstract A new Pb(II) complex, [Pb(8-OQ)(4-NB)], where 8-OQ = 8-hydroxyquinolinate, 4-NB = 4-nitrobenzoate, has been synthesized and characterized by elemental analysis, IR spectroscopy, and X-ray single-crystal diffraction. The single crystal X-ray analysis reveals that the complex possesses a tetranuclear Pb4O4 cubane structure. The Pb(II) atom is coordinated by three triply bridging phenolic hydroxyl O atoms of 8-OQ ligands, then the tetranuclear Pb system is formed resulting in a tetrahedral cage. The interaction of complex with HS-DNA in Tris buffer was studied by UV−vis absorption spectrum and fluorescence ethidium bromide displacement experiment with an intrinsic binding constant of 1.52×104 M-1 and a linear Stern–Volmer quenching constant of 6.77×103 M-1. Anticancer activity against MCF-7, HepG-2 and A549 cell lines of complex was also determined by the MTT-based assay. The results showed the complex can inhibit proliferation of these three kinds of tumor cells and is less cytotoxic than cisplatin.

Synthesis, Crystal Structure, and DNA-Binding Studies of a Ni(II) Complex with the Tris(N-methylbenzimidazol-2-ylmethyl)amine Ligand

2010 ◽  
Vol 65 (11) ◽  
pp. 1341-1348 ◽  
Author(s):  
Huilu Wu ◽  
Ke Li ◽  
Tao Sun ◽  
Bin Liu ◽  
Fei Jia ◽  
...  
Keyword(s):  
Dna Binding ◽  
Binding Mode ◽  
Distorted Octahedral Geometry ◽  
X Ray Diffraction ◽  
Binding Studies ◽  
Binding Properties ◽  
Distorted Octahedral ◽  
Elemental Analyses ◽  
Dna Binding Studies ◽  
Dna Binding Properties

A tripod ligand tris(N-methylbenzimidazol-2-ylmethyl)amine (Mentb) and its nickel(II) picrate (pic) complex, with composition [Ni(Mentb)(DMF)(H2O)](pic)2, have been synthesized and characterized on the basis of elemental analyses, molar conductivities, IR spectra, and UV/Vis measurements. Single-crystal X-ray diffraction revealed that the Ni atom is six-coordinated in a distorted octahedral geometry. In addition, the DNA-binding properties of the ligand Mentb and its Ni(II) complex have been investigated by electronic absorption, fluorescence and viscosity measurements. The experimental results suggest that the ligand and its Ni(II) complex bind to DNA via an intercalation binding mode, and their binding affinity to DNA follows the order of complex>ligand.

scholarly journals Synthesis, Crystal Structure, and DNA-Binding Studies of a Nickel(II) Complex with the Bis(2-benzimidazolymethyl)amine Ligand

2012 ◽  
Vol 2012 ◽  
pp. 1-7 ◽  
Author(s):  
Huilu Wu ◽  
Tao Sun ◽  
Ke Li ◽  
Bin Liu ◽  
Fan Kou ◽  
...  
Keyword(s):  
Dna Binding ◽  
Binding Mode ◽  
Coordination Geometry ◽  
Binding Studies ◽  
Binding Properties ◽  
Elemental Analyses ◽  
Dna Binding Studies ◽  
Intercalation Binding ◽  
Dna Binding Properties ◽  
Amine Ligand

A V-shaped ligand Bis(2-benzimidazolymethyl)amine (bba) and its nickel(II) picrate (pic) complex, with composition [Ni(bba)2](pic)2⋅3MeOH, have been synthesized and characterized on the basis of elemental analyses, molar conductivities, IR spectra, and UV/vis measurements. In the complex, the Ni(II) ion is six-coordinated with a N2O4ligand set, resulting in a distorted octahedron coordination geometry. In addition, the DNA-binding properties of the Ni(II) complex have been investigated by electronic absorption, fluorescence, and viscosity measurements. The experimental results suggest that the nickel(II) complex binds to DNA by partial intercalation binding mode.

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