scholarly journals Polycationic Monomeric and Homodimeric Asymmetric Monomethine Cyanine Dyes with Hydroxypropyl Functionality—Strong Affinity Nucleic Acids Binders

Biomolecules ◽  
2021 ◽  
Vol 11 (8) ◽  
pp. 1075
Author(s):  
Ivana Mikulin ◽  
Ivana Ljubić ◽  
Ivo Piantanida ◽  
Aleksey Vasilev ◽  
Mihail Mondeshki ◽  
...  
Keyword(s):  
Nucleic Acids ◽  
Cyanine Dyes ◽  
The Novel ◽  
Thiazole Orange ◽  
Base Pairs ◽  
Strong Fluorescence ◽  
Supramolecular Chirality ◽  
Dna Base ◽  
Dna Base Pairs ◽  
Theranostic Agents

New analogs of the commercial asymmetric monomethine cyanine dyes thiazole orange (TO) and thiazole orange homodimer (TOTO) with hydroxypropyl functionality were synthesized and their properties in the presence of different nucleic acids were studied. The novel compounds showed strong, micromolar and submicromolar affinities to all examined DNA ds-polynucleotides and poly rA–poly rU. The compounds studied showed selectivity towards GC-DNA base pairs over AT-DNA, which included both binding affinity and a strong fluorescence response. CD titrations showed aggregation along the polynucleotide with well-defined supramolecular chirality. The single dipyridinium-bridged dimer showed intercalation at low dye-DNA/RNA ratios. All new cyanine dyes showed potent micromolar antiproliferative activity against cancer cell lines, making them promising theranostic agents.

Benzimidazole derivatives as anticancer drugs: A theoretical investigation

2015 ◽  
Vol 14 (03) ◽  
pp. 1550018 ◽  
Author(s):  
Davood Farmanzadeh ◽  
Meysam Najafi
Keyword(s):  
Anticancer Activity ◽  
Chemical Potential ◽  
Binding Energies ◽  
Benzimidazole Derivatives ◽  
The Novel ◽  
Base Pairs ◽  
Anticancer Properties ◽  
Dna Base ◽  
Novel Drugs ◽  
Dna Base Pairs

In this study the anticancer properties of a series of benzimidazole drugs 1–9 and their interactions with DNA base pairs were investigated. The obtained theoretical results for anticancer activity of synthesized drugs 1–5 were compared to corresponding published experimental results. Based on theoretical and published experimental anticancer scales, drugs 2 and 4 have higher anticancer activity among drugs 1–5. Obtained results reveal that interactions of studied drugs with DNA base pairs are energetically favorable and solvent and electric field (EF) increase the binding energies in comparison to gas phase. The binding energies of drugs 2, 5 and 4 with DNA base pairs are more negative than corresponding values for drug 1. We propose the novel drugs 6–9 to synthesize with higher anticancer activity. Results show that binding energies of novel drugs 6–9 were more negative than drugs 1–5. Finally, results show that chemical potential, electrophilicity and global hardness can be considered as admissible theoretical anticancer indexes for studied benzimidazole drugs 1–9.

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

2020 ◽  
Vol 17 (2) ◽  
pp. 124-137 ◽  
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.

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

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.

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

MRS Advances ◽  
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.

scholarly journals UV-induced hydrogen transfer in DNA base pairs promoted by dark nπ* states

2020 ◽  
Vol 56 (2) ◽  
pp. 201-204 ◽  
Author(s):  
Kinga E. Szkaradek ◽  
Petr Stadlbauer ◽  
Jiří Šponer ◽  
Robert W. Góra ◽  
Rafał Szabla
Keyword(s):  
Excited State ◽  
Hydrogen Transfer ◽  
Base Pairs ◽  
Dna Base ◽  
Dna Base Pairs

Formation of an excited-state complex enables ultrafast photorelaxation of dark nπ* states in GC and HC base pairs.

Ultraviolet Absorption Induces Hydrogen-Atom Transfer in G⋅C Watson-Crick DNA Base Pairs in Solution

2015 ◽  
Vol 127 (49) ◽  
pp. 14932-14935 ◽  
Author(s):  
Katharina Röttger ◽  
Hugo J. B. Marroux ◽  
Michael P. Grubb ◽  
Philip M. Coulter ◽  
Hendrik Böhnke ◽  
...  
Keyword(s):  
Hydrogen Atom ◽  
Hydrogen Atom Transfer ◽  
Ultraviolet Absorption ◽  
Atom Transfer ◽  
Base Pairs ◽  
Dna Base ◽  
Dna Base Pairs
Sign in / Sign up

Export Citation Format

Share Document