31162-13-7Relevant articles and documents
One-pot synthesis of triazoloquinazolinones via copper- catalyzed tandem click and intramolecular C-H amidation
Selvaraju, Manikandan,Sun, Chung-Ming
, p. 1329 - 1336 (2014)
A novel and highly efficient copper-catalyzed tandem synthesis of triazoloquinazolinones is explored. The synthetic strategy involves a sequential one-pot click reaction followed by aerobic intramolecular C-H amidation. Two distinct and important transfor
Benzimidazole–galactosides bind selectively to the Galectin-8 N-Terminal domain: Structure-based design and optimisation
Hassan, Mujtaba,van Klaveren, Sjors,H?kansson, Maria,Diehl, Carl,Kova?i?, Rebeka,Baussière, Floriane,Sundin, Anders P.,Dernov?ek, Jaka,Walse, Bj?rn,Zetterberg, Fredrik,Leffler, Hakon,Anderluh, Marko,Toma?i?, Tihomir,Jakopin, ?iga,Nilsson, Ulf J.
, (2021/07/06)
We have obtained the X-ray crystal structure of the galectin-8 N-terminal domain (galectin-8N) with a previously reported quinoline–galactoside ligand at a resolution of 1.6 ?. Based on this X-ray structure, a collection of galactosides derivatised at O3 with triazole, benzimidazole, benzothiazole, and benzoxazole moieties were designed and synthesised. This led to the discovery of a 3-O-(N-methylbenzimidazolylmethyl)–galactoside with a Kd of 1.8 μM for galectin-8N, the most potent selective synthetic galectin-8N ligand to date. Molecular dynamics simulations showed that benzimidazole–galactoside derivatives bind the non-conserved amino acid Gln47, accounting for the higher selectivity for galectin-8N. Galectin-8 is a carbohydrate-binding protein that plays a key role in pathological lymphangiogenesis, modulation of the immune system, and autophagy. Thus, the benzimidazole-derivatised galactosides represent promising compounds for studies of the pathological implications of galectin-8, as well as a starting point for the development of anti-tumour and anti-inflammatory therapeutics targeting galectin-8.
Design, synthesis, and evaluation of new 4(3H)-quinazolinone derivatives containing a pyrazole carboxamide moiety
Wang, Xiang,Wang, Xiaoyu,Zhou, Banghua,Long, Jiefeng,Li, Pei
, p. 2109 - 2116 (2021/07/10)
A total of 15 new 4(3H)-quinazolinone derivatives containing a pyrazole carboxamide moiety were designed and synthesized in this study. The structures of the target compounds were elucidated using 1H NMR, 13C NMR, MS, and elemental a