7580-46-3Relevant academic research and scientific papers
A template-free approach to nanotube-decorated polymer surfaces using 3,4-phenylenedioxythiophene (PhEDOT) monomers
Szczepanski, Caroline R.,M'Jid, Inès,Darmanin, Thierry,Godeau, Guilhem,Guittard, Frédéric
, p. 17308 - 17323 (2016/11/18)
In this work, novel 3,4-phenylenedioxythiophene (PhEDOT) monomers with alkyl, branched, and aromatic substituents were synthesized and tested for their efficacy at forming surfaces with unique wetting properties and surface morphology without the aid of surfactants. Monomers with a naphthalene substituent clearly showed the highest capacity to stabilize gas bubbles (O2 or H2) formed in solution during electrodeposition from trace water, resulting in the formation of nanotubes. Variation in the resulting density, diameter, and height of nanotubes was demonstrated by varying the electropolymerization protocol, conditions, or electrolyte used. The wetting induced by the nanotube formation results in the surfaces formed having both high contact angles with water (W) and strong adhesion, despite all polymers being intrinsically hydrophilic. This one-step and easily tunable approach to nanotube formation has potential to advance applications in membrane design, water transport and harvesting, as well as sensor design.
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.
Conception, characterization and correlation of new marine odorants
Kraft, Philip,Eichenberger, Walter
, p. 3735 - 3743 (2007/10/03)
Via a synthetic sequence consisting of PPA-mediated Friedel-Crafts acylation of veratrol (8), Clemmensen reduction, demethylation with TMSI, Williamson ether synthesis employing 3-chloro-2-(chloromethyl)prop-1-ene and in-situ ruthenium tetroxide oxidation, numerous substituted benzo[b][1,4]dioxepinones 15-27 and 2,3-dihydro-1H-5,9-di-oxacyclohepta[f]indenones 7, 13 and 14 were prepared to study their odor-structure correlation. In the course of these studies, we discovered the extremely powerful new marine odorant 7-(3′ -methylbutyl)benzo[b][1,4]dioxepin-3-one (16). On the basis of the measured odor threshold data, an olfactophore model was constructed that rationalizes the observed odor intensities, and indicates an aliphatic hydrophobe at a distance of 6.3 A from the centre of the aromatic-ring binding site. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.
Quantitative structure-activity relationship of catechol derivatives inhibiting 5-lipoxygenase
Naito,Sugiura,Yamaura,Fukaya,Yokoyama,Nakagawa,Ikeda,Senda,Fujita
, p. 1736 - 1745 (2007/10/02)
Various catechol derivatives (β-substituted 3,4-dihydroxystyrenes, 1-substituted 3,4-dihydroxybenzenes, and 6-substituted 2,3-dihydroxynaphthalenes) were synthesized and their inhibition of 5-lipoxygenase was assayed. Their structure-activity relationships were examined quantitatively with substituent and structural parameters and regression analysis. The variations in the inhibitory activity were explained in bilinear hydrophobic parameter (log P) terms, and steric (molecular thickness) and electronic (proton nuclear magnetic resonance (1H-NMR) chemical shift of the proton adjacent to the catechol group) parameter terms. The hydrophobicity of the inhibitor molecule was important, and the optimum value of log P was about 4.3-4.6, beyond which inhibition did not increase further. A low electron density of the aromatic ring containing the catechol group and the greater thickness of the lipophilic side chains were unfavorable to the activity. The results added a physicochemical basis for the selection of candidate compounds for developmental studies.
