scholarly journals Spectroscopic and electrochemical study of interactions between DNA and different salts of 1,4-dihydropyridine AV-153

PeerJ ◽  
2020 ◽  
Vol 8 ◽  
pp. e10061
Author(s):  
Elina Leonova ◽  
Karlis Shvirksts ◽  
Vitalijs Borisovs ◽  
Edgars Smelovs ◽  
Jelizaveta Sokolovska ◽  
...  

1,4-dihydropyridines (1,4-DHP) possess important biochemical and pharmacological properties, including antimutagenic and DNA-binding activity. The latter activity was first described for water-soluble 1,4-DHP with carboxylic group in position 4, the sodium salt of the 1,4-DHP derivative AV-153 among others. Some data show the modification of physicochemical properties and biological activities of organic compounds by metal ions that form the salts. We demonstrated the different affinity to DNA and DNA-protecting capacity of AV-153 salts, depending on the salt-forming ion (Na, K, Li, Rb, Ca, Mg). This study aimed to use different approaches to collate data on the DNA-binding mode of AV-153-Na and five other AV-153 salts. All the AV-153 salts in this study quenched the ethidium bromide and DNA complex fluorescence, which points to an intercalation binding mode. For some of them, the intercalation binding was confirmed using cyclic voltammetry and circular dichroism spectroscopy. It was shown that in vitro all AV-153 salts can interact with four DNA bases. The FTIR spectroscopy data showed the interaction of AV-153 salts with both DNA bases and phosphate groups. A preference for base interaction was observed as the AV-153 salts interacted mostly with G and C bases. However, the highest differences were detected in the spectral region assigned to phosphate groups, which might indicate either conformational changes of DNA molecule (B form to A or H form) or partial denaturation of the molecule. According to the UV/VIS spectroscopy data, the salts also interact with the human telomere repeat, both in guanine quadruplex (G4) and single-stranded form; Na and K salts manifested higher affinity to G4, Li and Rb –to single-stranded DNA.

2018 ◽  
Vol 22 (11) ◽  
pp. 1022-1029 ◽  
Author(s):  
Vigen G. Barkhudaryan ◽  
Gayane V. Ananyan

The influence of water soluble cationic meso-tetra-(4N-allylpyridyl) porphyrin (H2TAlPyP4) and its metal complexes with Cu, Co and Zn on hydrodynamic and spectral behavior of DNA solutions has been studied by viscometry, CD and UV-vis spectroscopy methods. The results were compared with the results of previously conducted similar studies on meso-tetra-(3N-allylpyridyl) porphyrin (H2TAllPyP3). It has been shown that the change in position of peripheral radicals on the pyridylic ring has absolutely no effect on the rules of interaction of investigated porphyrins with DNA in the case of outside binders CoTAllPyP4 and ZnTAllPyP4. Planar porphyrin H2TAllPyP4 interacts with DNA predominantly by the intercalation mode at low relative concentrations of [Formula: see text] ([Formula: see text] [Porphyrin]/[DNA]) and by external binding mode at high values of [Formula: see text]. CuTAllPyP4 shows unusual behavior by interacting with DNA via a non-classical (partial) intercalation binding mode. It was shown that H[Formula: see text]TAllPyP3 and its metal complexes bind to DNA much more intensely than H2TAllPyP4 and its metal complexes.


2016 ◽  
Vol 45 (11) ◽  
pp. 4633-4646 ◽  
Author(s):  
Dejan Lazić ◽  
Aleksandar Arsenijević ◽  
Ralph Puchta ◽  
Živadin D. Bugarčić ◽  
Ana Rilak

UV-Vis spectroscopy studies, viscosity measurements and competitive binding studies with EB have revealed the ability of the complexes to bind to CT DNA covalently through N7 of guanine residues and non-covalently through intercalation.


2012 ◽  
Vol 2012 ◽  
pp. 1-7 ◽  
Author(s):  
Huilu Wu ◽  
Tao Sun ◽  
Ke Li ◽  
Bin Liu ◽  
Fan Kou ◽  
...  

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.


2021 ◽  
Author(s):  
Nikita J. Patel ◽  
Milan P. Dhaduk ◽  
Ravi A. Dabhi ◽  
Bhupesh S. Bhatt ◽  
Vaibhav D. Bhatt ◽  
...  

Abstract A series of trisubstituted pyrazole-based ligands (L1-L6) and corresponding palladium(II) complexes were synthesized and characterized by conductivity measurement, 1H NMR, 13C NMR, Fourier Transform infrared (FT-IR) spectroscopy and liquid chromatography-mass spectrometry (LC-MS). Synthesized compounds were screened for various biological activities. UV-Vis spectroscopy, viscosity measurement, fluorescence spectroscopy and molecular docking studies were used to determine the binding mode between HS-DNA and complexes, which suggest intercalation mode of binding. The protein binding study of complexes was evaluated by UV-visible spectroscopy. Antibacterial study of the complexes was screened against two Gram (+ve) and three Gram (-ve) bacteria and results show that all complexes are more effective against microorganisms than their respective ligands. The cytotoxicity of the synthesized compounds was tested against brine shrimp and MCF-7 Cells. The LC50 values of the ligand and complexes were found in the range of 9.24-4.12 µg/mL and 5.68-7.94 µg/mL, respectively.


2013 ◽  
Vol 711 ◽  
pp. 73-78 ◽  
Author(s):  
Rui Fang Zhang ◽  
Rui Rui Zhang ◽  
Yu Jing Lu ◽  
Zhi Yun Du ◽  
Cheng Jie Fu ◽  
...  

Several derivatives of 5-methyl-benzofuro [3,2-quinoline (O-isostere of cryptolepine) were synthesized. Spectrometric experiments and molecular modeling indicated that these derivatives interacted with duplex DNA by intercalation binding mode. The derivatives with aniline substituent exhibited superior DNA binding affinity to that of lead compound 5-methyl-benzofuro [3,2-quinoline.


2014 ◽  
Vol 70 (a1) ◽  
pp. C700-C700
Author(s):  
Ruchi Anand ◽  
Hussain Bhukya

Streptomyces species are well-known for their wide variety of biologically active secondary metabolites and contribute to two-third of naturally occurring antibiotics. Production of antibiotics and resistance pathways in these species are dictated by interplay of transcriptional regulatory proteins that trigger downstream responses to either small diffusible molecules (autoinducers) or by binding to the antibiotic intermediates. These regulators have a ligand binding site and a DNA binding site and they carry out their transcription regulation via conformational changes induced upon ligand or DNA binding. To decipher the structural mechanism of action here we present the crystal structure of CprB in complex with its consensus DNA element to a resolution of 3.2 Å. The structure revealed that CprB belongs to the tetracycline family of antibiotic resistance efflux pumps regulators. CprB binds to the DNA as a tetramer via the helix-turn-helix (HTH) motif with the mode of DNA binding is most analogous to that observed for the broad spectrum multidrug resistance regulator QacR from Staphylococcus aureus. The binding of the DNA induces the restructuring of the CprB dimeric interface, thereby inducing a pendulum like motion of the HTH motif that inserts into the major grove of the DNA. A genome wide search for the cognate DNA element revealed that CprB serves as an autoregulatory protein and binds to its own promoter sequence. Our studies suggest that CprB is a part of a network of proteins that regulate the antibiotic production and resistance pathways in Streptomyces. Fluorescence anisotropy lifetime studies performed with both consensus and CprB promoter helped in concluding that both the sequence have an analogous mode of binding with the CprB DNA exhibiting a stronger binding profile as supported by ITC studies. A sequential binding mode, similar to a clamp and click model of binding was proposed.


2018 ◽  
Vol 4 (3) ◽  
pp. 6 ◽  
Author(s):  
Pornanong Aramwit ◽  
Amorpun Sereemaspun ◽  
Rungnapha Yamdech

Hydrogel of polyvinyl alcohol (PVA) and sericin can be easily produced using a repeated freeze-thaw process. The effects of polymer concentration (4-8 %wt), blending ratio of PVA/sericin (100/0-50/50), and the number of freeze-thawing cycle (4, 8, and 12 cycles) on chemical and physical properties of the hydrogels obtained were studied. We here showed that higher polymer concentration, higher PVA ratio, and more cycles of freeze-thawing produced the hydrogels with high gel (crosslinked) fraction (>90), wall-like structure, and high compressive modulus (100-170 kPa). When the sericin ratio was increased, the hydrogels showed less gel fraction (60-80), more porous structure with highly interconnected pores, and better swelling ability (up to 8-9 times of its original state). The formation of the PVA/sericin hydrogels was occurred by the conformational changes of both PVA and sericin. The secondary structures of PVA and sericin turned to more stable crystalline conformation during the freeze-thawing process, as confirmed by fourier transform infrared (FTIR) spectroscopic results. Furthermore, all hydrogels were not toxic to human skin keratinocytes (HaCaT) cells while the anti-oxidant activity of sericin component in hydrogels was confirmed. We concluded that the freeze-thawing process was a simple and effective technique for fabrication of PVA and sericin, which both are water-soluble, into the stable hydrogels without the use of any chemical solvents or further crosslinking. More importantly, sericin enhances the biological activities of the hydrogels, allowing the use of this hydrogel in various medical applications such as wound dressing.


2020 ◽  
Vol 44 (15) ◽  
pp. 5762-5773 ◽  
Author(s):  
Tatiyana V. Serebryanskaya ◽  
Mikhail A. Kinzhalov ◽  
Vladimir Bakulev ◽  
Georgii Alekseev ◽  
Anastasiya Andreeva ◽  
...  

Water soluble Pd(ii) and Pt(ii)–ADC species synthesized via the metal-mediated coupling of isocyanides and 1,2-diaminobenzene have demonstrated antitumor potential.


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