Actinomin und 4.6-Didesmethyl-4.6-di-tert.-butyl-actinomin-Modellverbindungen zum Studium der Actinomycin/DNA-Wechselwirkung / Actinomine and 4,6-Didemethyl-di-tert-butyl-actinomine-Model Compounds for Studies of the Actinomycin-DNA Interaction

The synthesis of actinomine, a model compound for the investigation of the actinomycin-DNA interaction is discribed. In place of the pentapeptide lactone rings, actinomin has N,N-diethyl-ethylenediamine groups; it binds to DNA as strongly as actinomycin C1 (D) does. Additional replacement of the 4,6 methyl groups of the chromophore by tert-butyl residues strongly reduces the binding of actinomine to DNA. This result is consistent with intercalation of the actinomine chromophore between the DNA base-pairs, a reaction that is sterically blocked by the tert-butyl groups.

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Mechanisms and Parameters of the Binding of Amitozinoberamid to DNA in the Aqueous Solution

Ukrainian Journal of Physics ◽

10.15407/ujpe63.8.709 ◽

2018 ◽

Vol 63 (8) ◽

pp. 709 ◽

Cited By ~ 1

Author(s):

S. Yu. Kutovyy ◽

R. S. Savchuk ◽

N. V. Bashmakova ◽

D. M. Hovorun ◽

L. A. Zaika

Keyword(s):

Aqueous Solution ◽

Density Functional ◽

Spectral Characteristics ◽

Dna Interaction ◽

Base Pairs ◽

Electron Absorption ◽

Dna Base ◽

The Density Functional Theory ◽

Dna Base Pairs ◽

The One

The interaction between the amitozinoberamid preparation (thiotepa-alkylated berberine) and a DNA macromolecule in the aqueous solution has been studied, by using the optical spectroscopy methods: electron absorption and fluorescence. The dependence of spectral characteristics on the concentration ratio N/c between the DNA base pairs and the ligand molecules is plotted. Using the system of modified Scatchard and McGhee–von Hippel equations, the parameters of the binding of amitozinoberamid to DNA are determined. A comparative analysis of the DNA interaction with amitozinoberamid, on the one hand, and berberine and sanguinarine alkaloids, on the other hand, is carried out. The structure and the spectra of electron absorption of thiotepa, berberine, and amitozinoberamid molecules are calculated in the framework of the density functional theory at the DFT B3LYP/6-31G(d,p) level.

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New 2-Oxopyridine/2-Thiopyridine Derivatives Tethered to a Benzotriazole with Cytotoxicity on MCF7 Cell Lines and with Antiviral Activities

Letters in Drug Design & Discovery ◽

10.2174/1570180816666190220123547 ◽

2020 ◽

Vol 17 (2) ◽

pp. 124-137 ◽

Cited By ~ 2

Author(s):

Adel Mahmoud Attia ◽

Ahmed Ibrahin Khodair ◽

Eman Abdelnasser Gendy ◽

Mohammed Abu El-Magd ◽

Yaseen Ali Mosa Mohamed Elshaier

Keyword(s):

Dna Damage ◽

Anticancer Agents ◽

Active Compound ◽

Docking Study ◽

Base Pairs ◽

Dna Base ◽

Dna Base Pairs ◽

Antiviral Activities ◽

Active Methylene ◽

Damage Study

Background:Perturbation of nucleic acids structures and confirmation by small molecules through intercalation binding is an intriguing application in anticancer therapy. The planar aromatic moiety of anticancer agents was inserted between DNA base pairs leading to change in the DNA structure and subsequent functional arrest.Objective:The final scaffold of the target compounds was annulated and linked to a benzotriazole ring. These new pharmacophoric features were examined as antiviral and anticancer agents against MCF7 and their effect on DNA damage was also assessed.Methods:A new series of fully substituted 2-oxopyridine/2-thioxopyridine derivatives tethered to a benzotriazole moiety (4a-h) was synthesized through Michael cyclization of synthesized α,β- unsaturated compounds (3a-e) with appropriate active methylene derivatives. The DNA damage study was assessed by comet assay. In silico DNA molecular docking was performed using Open Eye software to corroborate the experimental results and to understand molecule interaction at the atomic level.Results:The highest DNA damage was observed in Doxorubicin, followed by 4h, then, 4b, 4g, 4f, 4e, and 4d. The docking study showed that compound 4h formed Hydrogen Bonds (HBs) as a standard ligand with GSK-3. Compound 4h was the most active compound against rotavirus Wa, HAVHM175, and HSV strains with a reduction of 30%, 40%, and 70%, respectively.Conclusion:Compound 4h was the most active compound and could act as a prospective lead molecule for anticancer agent.

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On the change of the order od stability of DNA base pairs as a result of the methylation of guanine

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19881943 ◽

1988 ◽

Vol 53 (9) ◽

pp. 1943-1945

Author(s):

Pavel Hobza ◽

Camille Sandorfy

Keyword(s):

Ab Initio ◽

Base Pairs ◽

Dispersion Energy ◽

Dna Base ◽

Dna Base Pairs

The interaction of the 6-O methylguanine cation with cytosine and thymine was studied using the ab initio SCF method in combination with a London type expression for dispersion energy. The structure of the complex formed with cytosine differs from that found previously with guanine itself.

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Efficient implementation of the single-reference algebraic diagrammatic construction theory for charged excitations: Applications to the TEMPO radical and DNA base pairs

The Journal of Chemical Physics ◽

10.1063/5.0040317 ◽

2021 ◽

Vol 154 (7) ◽

pp. 074105

Author(s):

Samragni Banerjee ◽

Alexander Yu. Sokolov

Keyword(s):

Efficient Implementation ◽

Base Pairs ◽

Dna Base ◽

Dna Base Pairs ◽

Tempo Radical

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RNA Delivery via DNA-Inspired Janus Base Nanotubes for Extracellular Matrix Penetration

MRS Advances ◽

10.1557/adv.2020.47 ◽

2020 ◽

Vol 5 (16) ◽

pp. 815-823

Author(s):

Ian Sands ◽

Jinhyung Lee ◽

Wuxia Zhang ◽

Yupeng Chen

Keyword(s):

Extracellular Matrix ◽

Small Rnas ◽

Base Pairs ◽

Major Barrier ◽

Dna Base ◽

Dna Base Pairs ◽

Negative Surface ◽

Negative Surface Charge ◽

Delivery Vehicles ◽

Low Cell Density

AbstractRNA delivery into deep tissues with dense extracellular matrix (ECM) has been challenging. For example, cartilage is a major barrier for RNA and drug delivery due to its avascular structure, low cell density and strong negative surface charge. Cartilage ECM is comprised of collagens, proteoglycans, and various other noncollagneous proteins with a spacing of 20nm. Conventional nanoparticles are usually spherical with a diameter larger than 50-60nm (after cargo loading). Therefore, they presented limited success for RNA delivery into cartilage. Here, we developed Janus base nanotubes (JBNTs, self-assembled nanotubes inspired from DNA base pairs) to assemble with small RNAs to form nano-rod delivery vehicles (termed as “Nanopieces”). Nanopieces have a diameter of ∼20nm (smallest delivery vehicles after cargo loading) and a length of ∼100nm. They present a novel breakthrough in ECM penetration due to the reduced size and adjustable characteristics to encourage ECM and intracellular penetration.

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