scholarly journals Reversible photoswitching of the DNA-binding properties of styrylquinolizinium derivatives through photochromic [2 + 2] cycloaddition and cycloreversion

2020 ◽  
Vol 16 ◽  
pp. 111-124 ◽  
Author(s):  
Sarah Kölsch ◽  
Heiko Ihmels ◽  
Jochen Mattay ◽  
Norbert Sewald ◽  
Brian O Patrick
Keyword(s):  
Dna Binding ◽  
Diffraction Analysis ◽  
Binding Constants ◽  
Binding Modes ◽  
Reaction Products ◽  
X Ray Diffraction ◽  
Binding Properties ◽  
X Ray ◽  
Spectroscopic Analyses ◽  
Dna Binding Properties

It was demonstrated that styrylquinolizinium derivatives may be applied as photoswitchable DNA ligands. At lower ligand:DNA ratios (≤1.5), these compounds bind to duplex DNA by intercalation, with binding constants ranging from K b = 4.1 × 104 M to 2.6 × 105 M (four examples), as shown by photometric and fluorimetric titrations as well as by CD and LD spectroscopic analyses. Upon irradiation at 450 nm, the methoxy-substituted styrylquinolizinium derivatives form the corresponding syn head-to-tail cyclobutanes in a selective [2 + 2] photocycloaddition, as revealed by X-ray diffraction analysis of the reaction products. These photodimers bind to DNA only weakly by outside-edge association, but they release the intercalating monomers upon irradiation at 315 nm in the presence of DNA. As a result, it is possible to switch between these two ligands and likewise between two different binding modes by irradiation with different excitation wavelengths.

scholarly journals Synthesis, Crystal Structure and DNA-binding Properties of a Nickel(II) Complex with 2, 6-Bis(2-benzimidazolyl)pyridine

2010 ◽  
Vol 65 (11) ◽  
pp. 1334-1340 ◽  
Author(s):  
Huilu Wu ◽  
Xingcai Huang ◽  
Jingkun Yuan ◽  
Fan Kou ◽  
Guisheng Chen ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Dna Binding ◽  
Fluorescence Spectra ◽  
Distorted Octahedral Geometry ◽  
Spectral Measurements ◽  
X Ray Diffraction ◽  
Binding Properties ◽  
X Ray ◽  
Distorted Octahedral ◽  
Dna Binding Properties

A novel complex of nickel(II) picrate (pic) with the V-shaped ligand 2, 6-bis(2-benzimidazolyl) pyridine (bbp) was synthesized and characterized by elemental analysis, electrical conductivity, and IR and UV/Vis spectral measurements. The crystal structure of the nickel(II) complex ([Ni(bbp)2](pic)2·2DMF) has been determined by single-crystal X-ray diffraction. The Ni(II) cation is bonded to two bbp ligands through six nitrogen atoms, resulting in a distorted octahedral geometry. The DNA-binding properties of the nickel(II) complex were investigated by electronic absorption and fluorescence spectra and by viscosity measurements. The experimental results suggest that the nickel(II) complex binds to DNA in an intercalation mode.

Synthesis and DNA-binding Properties of a Cationic Seven-coordinate Manganese(II) Complex Formed with the Tripodal Ligand Tris(Nmethylbenzimidazol- 2-ylmethyl)amine and Salicylate

2012 ◽  
Vol 67 (8) ◽  
pp. 819-826 ◽  
Author(s):  
Huilu Wu ◽  
Ying Bai ◽  
Jingkun Yuan ◽  
Hua Wang ◽  
Guolong Pan ◽  
...  
Keyword(s):  
Dna Binding ◽  
Binding Mode ◽  
X Ray Diffraction ◽  
Binding Properties ◽  
Tripodal Ligand ◽  
Spectrophotometric Methods ◽  
Physico Chemical ◽  
Dna Binding Properties ◽  
Hydroxyl Radical Scavenge

A ternary cationic Mn(II) complex with the tripodal ligand tris(2-(N-methyl) benzimidazylmethyl)amine (Mentb), salicylate and DMF as ligands and nitrate as counterion, [Mn(Mentb)(salicylate)DMF](NO3), was synthesized and characterized by physico-chemical and spectroscopic methods. The crystal structure of the Mn(II) complex has been determined by single-crystal X-ray diffraction and revealed that the central Mn(II) atom is seven-coordinated. The DNA-binding properties of the Mn(II) complex were investigated by spectrophotometric methods and viscosity measurements, and the results suggest that the Mn(II) complex binds to DNA via an intercalation binding mode. Additionally, the complex exhibited potential hydroxyl radical scavenge properties in in vitro studies

Chemistry of Polyhalogenated Nitrobutadienes, Part 9: Acyclic and Heterocyclic Nitroenamines and Nitroimines from 2-Nitroperchlorobuta-1,3-diene

2010 ◽  
Vol 65 (7) ◽  
pp. 843-860 ◽  
Author(s):  
Viktor A. Zapol’skii ◽  
Jan C. Namyslo ◽  
Mimoza Gjikaj ◽  
Dieter E. Kaufmann
Keyword(s):  
Single Crystal ◽  
Diffraction Analysis ◽  
Ring Closure ◽  
Reaction Products ◽  
X Ray Diffraction ◽  
Substitution Pattern ◽  
X Ray

Various amino, diamino, aminothio, or benzotriazolo compounds derived from the exceedingly versatile 2-nitroperchlorobutadiene (1) gave structurally interesting and physiologically promising nitro-enamines, -imines, -amidines, and hydrazines as well as ring closure reaction products, e. g. pyrimidines and pyrazoles. Most of these reactions turned out to be highly selective with good to very good yields. The structure of the pyrazole precursor (E,E)-1-(benzotriazol-1-yl)-4,4-dichloro-3- (4-ethoxyphenylamino)-1-(4-ethoxyphenylimino)-2-nitrobut-2-ene (30), due to its exceptional substitution pattern, was evidenced by single-crystal X-ray diffraction analysis.

Antitumor Activity, X-ray Crystal Structure, and DNA Binding Properties of Thiocoraline A, a Natural Bisintercalating Thiodepsipeptide

2007 ◽  
Vol 50 (14) ◽  
pp. 3322-3333 ◽  
Author(s):  
Ana Negri ◽  
Esther Marco ◽  
Verónica García-Hernández ◽  
Alberto Domingo ◽  
Antonio L. Llamas-Saiz ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Dna Binding ◽  
Antitumor Activity ◽  
Binding Properties ◽  
X Ray ◽  
Dna Binding Properties

scholarly journals Antibacterial Activity and DNA Binding Properties of Bivalent Metal Complexes of Cuminaldehyde Acetoylhydrazone

2021 ◽  
Vol 37 (5) ◽  
pp. 1125-1131
Author(s):  
Y.B. Nagamani ◽  
K. Hussain Reddy ◽  
K. Srinivasulu ◽  
D. Dhanalakshmi ◽  
K. Anuja
Keyword(s):  
Antibacterial Activity ◽  
Dna Binding ◽  
Binding Constants ◽  
Dna Interactions ◽  
Bivalent Metal ◽  
Binding Properties ◽  
Hydrazone Ligand ◽  
Metal Compounds ◽  
Physico Chemical ◽  
Dna Binding Properties

Metallo-hydrazones having the formula [M(IBAH)2] (where, M = Ni(II), Cu(II) and Zn(II); IBAH = p-Isopropylbenzaldehyde acetoylhydrazone) are prepared and confirmed on the basis of physico-chemical and spectral analyses. Conductivity data revealed that the complexes are non-electrolytes. Metal-DNA interactions are investigated using absorption spectrophotometry. Binding constant (Kb) data revealed that the copper complex interact DNA more strongly than other complexes. Antibacterial activity studies indicated higher activity for complexes than the metal free hydrazone ligand. The copper compound displays higher activity. DNA binding constants are correlated with the activity of metal compounds in this article.

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