scholarly journals Solving a chemical challenge in the synthesis of antiprotozoal agents targeting the DNA minor groove: A high yield synthesis of <em>trans</em>-azoxybenzene

2021 ◽  
Author(s):  
J. Jonathan Nué-Martínez ◽  
Ibon Alkorta ◽  
Christophe Dardonville
1994 ◽  
Vol 70 (1) ◽  
pp. 48-53 ◽  
Author(s):  
M Smellie ◽  
LR Kelland ◽  
DE Thurston ◽  
RL Souhami ◽  
JA Hartley

2011 ◽  
Vol 17 (11) ◽  
pp. 2805-2816 ◽  
Author(s):  
Mathew Varghese Koonammackal ◽  
Unnikrishnan Viswambharan Nair Nellipparambil ◽  
Chellappanpillai Sudarsanakumar

Biochemistry ◽  
1996 ◽  
Vol 35 (4) ◽  
pp. 1106-1114 ◽  
Author(s):  
Nadarajah Vigneswaran ◽  
Charles A. Mayfield ◽  
Brad Rodu ◽  
Roger James ◽  
H.-G. Kim ◽  
...  

1999 ◽  
Vol 55 (12) ◽  
pp. 2005-2012 ◽  
Author(s):  
Anirban Ghosh ◽  
Manju Bansal

AA·TT and GA·TC dinucleotide steps in B-DNA-type oligomeric crystal structures and in protein-bound DNA fragments (solved using data with resolution <2.6 Å) show very small variations in their local dinucleotide geometries. A detailed analysis of these crystal structures reveals that in AA·TT and GA·TC steps the electropositive C2—H2 group of adenine is in very close proximity to the keto O atoms of both the pyrimidine bases in the antiparallel strand of the duplex structure, suggesting the possibility of intra-base pair as well as cross-strand inter-base pair C—H...O hydrogen bonds in the DNA minor groove. The C2—H2...O2 hydrogen bonds in the A·T base pairs could be a natural consequence of Watson–Crick pairing. However, the cross-strand interactions between the bases at the 3′-end of the AA·TT and GA·TC steps obviously arise owing to specific local geometry of these steps, since a majority of the H2...O2 distances in both data sets are considerably shorter than their values in the uniform fibre model (3.3 Å) and many are even smaller than the sum of the van der Waals radii. The analysis suggests that in addition to already documented features such as the large propeller twist of A·T base pairs and the hydration of the minor groove, these C2—H2...O2 cross-strand interactions may also play a role in the narrowing of the minor groove in A-tract regions of DNA and help explain the high structural rigidity and stability observed for poly(dA)·poly(dT).


2019 ◽  
Author(s):  
Mateo I. Sánchez ◽  
Gustavo Rama ◽  
Renata Calo ◽  
Kübra Ucar ◽  
Per Lincoln ◽  
...  

We report the first Ru(II) coordination compounds that interact with DNA through a canonical minor groove insertion mode and with selectivity for A/T rich sites. This was made possible by integrating a bis‑benzamidine minor groove DNA-binding agent with a ruthenium(II) complex. Importantly, one of the enantiomers (Δ‑[Ru(bpy)<sub>2</sub><b>b4bpy</b>]<sup>2+</sup>, <b>Δ‑4Ru</b>) shows a considerably higher DNA affinity than the parent organic ligand and than the other enantiomer, particularly for the AATT sequence, while the other enantiomer preferentially targets long AAATTT sites with overall lower affinity. Finally, we demonstrate that the photophysical properties of these new binders can be exploited for DNA cleavage using visible light.


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