4009-78-3Relevant academic research and scientific papers
Selective acylation of phenols in boron trifluoride diethyl etherate solution and the mechanistic implication
Xiao, Zhu-Ping,Wei, Wei,Huang, Shen,Lin, Xiao-Yi,Peng, Bin,Wang, Xu-Dong,Zhang, Lei
, p. 8039 - 8042 (2015/02/02)
In the presence of boron trifluoride diethyl etherate (BF3 · OEt2), direct acylation of phenols with free carboxylic acid is chemoselective and regioselective and no demethylation, if any, was observed. The para-directing effect of BF3·OEt2 is attributed to the large steric hindrance of the boron trifluoride-phenolic hydroxyl group complex, which blocks the ortho-acylation from occurrence. Microwave irradiation could not change the regioselectivity of BF3·OEt2 except the reaction time being greatly shortened.
The synthesis, structure and activity evaluation of pyrogallol and catechol derivatives as Helicobacter pylori urease inhibitors
Xiao, Zhu-Ping,Ma, Tao-Wu,Fu, Wei-Chang,Peng, Xiao-Chun,Zhang, Ai-Hua,Zhu, Hai-Liang
experimental part, p. 5064 - 5070 (2010/12/24)
Some pyrogallol and catechol derivatives were synthesized, and their urease inhibitory activity was evaluated by using acetohydroxamic acid (AHA), a well known Helicobacter pylori urease inhibitor, as positive control. The assay results indicate that many compounds have showed potential inhibitory activity against H. pylori urease. 4-(4-Hydroxyphenethyl)phen-1,2-diol (2a) was found to be the most potent urease inhibitor with IC50s of 1.5 ± 0.2 μM for extracted fraction and 4.2 ± 0.3 μM for intact cell, at least 10 times and 20 times lower than those of AHA (IC50 of 17.2 ± 0.9 μM, 100.6 ± 13 μM), respectively. This finding indicate that 2a would be a potential urease inhibitor deserves further research. Molecular dockings of 2a into H. pylori urease active site were performed for understanding the good activity observed.
