- Allylphenols as a new class of human 15-lipoxygenase-1 inhibitors
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In this study, a series of mono- and diallylphenol derivative were designed, synthesized, and evaluated as potential human 15-lipoxygenase-1 (15-hLOX-1) inhibitors. Radical scavenging potency of the synthetic allylphenol derivatives was assessed and the results were in accordance with lipoxygenase (LOX) inhibition potency. It was found that the electronic natures of allyl moiety and para substituents play the main role in radical scavenging activity and subsequently LOX inhibition potency of the synthetic inhibitors. Among the synthetic compounds, 2,6-diallyl-4-(hexyloxy)phenol (42) and 2,6-diallyl-4-aminophenol (47) showed the best results for LOX inhibition (IC50 = 0.88 and 0.80 μM, respectively).
- Alavi, Seyed Jamal,Seyedi, Seyed Mohammad,Saberi, Satar,Safdari, Hadi,Eshghi, Hossein,Sadeghian, Hamid
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p. 259 - 266
(2020/10/12)
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- Synthesis and some features of phase behavior of chiral p-alkoxyphenyl glycerol ethers
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A series of (S)-3-(4-alkoxyphenoxy)propane-1,2-diols was prepared with the enantiomeric excess 86-92% by Sharpless asymmetric dihydroxylation of 1-alkoxy-4-allyloxybenzenes with an AD-mix-β mixture. R-Enantiomers with enantiomeric excess 97-99% and racemic samples were obtained by reaction of sodium p-substituted phenolates with (R)- and rac-3-chloropropane-1,2-diol. The phase behavior of racemates and scalemates in the produced homolog series of glycerol aryl ethers with hydrocarbon substituents of various length was examined by means of thermomicroscopy. The higher memberes of the homolog series of both racemic and scalemic diols undergo at heating an enantiotropic phase transition to a smectic liquid crystal phase.
- Fayzullin,Antonovich,Zakharychev,Bredikhina,Kurenkov,Bredikhin
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p. 202 - 209
(2015/04/14)
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- An amphiphilic pillar[5]arene: Synthesis, controllable self-assembly in water, and application in calcein release and TNT adsorption
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An amphiphilic pillar[5]arene was made. It could self-assemble to form vesicles and multiwalled microtubes in water. Dynamic light scattering, transmission electron microscopy, scanning electron microscopy, atomic force microscopy, and UV-vis and FTIR spectroscopy were employed to characterize its self-assembly process and the resultant assemblies. The vesicles could encapsulate calcein within their interiors under neutral conditions and release it in response to a decrease in pH. The microtubes, which have primary amine groups on their surfaces, could adsorb TNT through donor-acceptor interactions.
- Yao, Yong,Xue, Min,Chen, Jianzhuang,Zhang, Mingming,Huang, Feihe
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supporting information
p. 15712 - 15715,4
(2020/08/24)
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- Smectic aggregates of sheet-like side-chain liquid crystalline polyacetylenes directly formed during solution polymerization
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We have successfully synthesized two side-chain liquid crystalline polyacetylenes (denoted as P3-5 and P2-5) with the mesogenic units based on a "phenyl-ester-phenyl" motif directly linked to the semirigid polyacetylene backbone in a terminal-on mode without flexible spacer. During the polymerization catalyzed by Rh(nbd)[B(C6H5)4] in toluene, the resultant polymers (or oligomers) automatically precipitate out of the polymerization solution as red solids, which cannot be dissolved in common organic solvents. Wide-angle X-ray diffraction results confirm that the polymer precipitates possess a smectic (or sanidic) structure, suggesting that the molecules without flexible spacers are sheet-like and can stack parallel to each other during polymerization. We in situ monitored the solution polymerization and the aggregation processes using UV-visible and 1H NMR spectroscopy methods. The experimental results indicate that after reaching a critical molecular weight the P3-5 and P2-5 molecules self-aggregate in solution and that the smectic aggregation proceeds during the solution polymerization. An apparent first-order polymerization kinetics can be obtained after the polymerization and aggregation slowed down. The resultant polymers are cis-rich with the main-chain absorption at ~455 nm. This implies that a considerably long effective conjugation length is achieved in the sheet-like cis-rich polyacetylene derivatives.
- Liu, Lu-Mei,Liu, Kai-Peng,Dong, Yu-Ping,Chen, Er-Qiang,Tang, Ben Zhong
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experimental part
p. 6014 - 6023
(2011/10/19)
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- Synthesis of Y-Shaped liquid crystals and the influence of their structure on the phase behavior
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A series of the Y-shaped liquid crystalline (LC) materials based on central 1,2,4-benzenetricarboxylic core was synthesized with variation of the arm length (two or three para-linked phenyl rings) in the Y-shaped mesogen and their dipole architecture (ether or ester terminal and linked groups). Our results indicate that main relationships between molecular structure and mesomorphic behavior well known for the calamitic LC are valid for the Y-shaped compounds too. Smectic mesophases might be obtained by lengthening the mesogen with an additional aromatic core in the arm or with an alkyl chain at the tail. The substitution of the alkoxy terminal groups on to alkanoyl also leads to the enhanced smectic behavior of the Y-shaped molecules. Taylor & Francis Group, LLC.
- Zuev, Vjacheslav V.
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experimental part
p. 3 - 12
(2011/06/10)
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- Dipole architecture of molecules and mesomorphic behavior of liquid crystals with rigid T-shaped mesogenic fragment
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A number of liquid crystalline polyesters having a rigid T-shaped mesogenic fragment and differing in dipole architecture were synthesized and examined by polarizing optical microscopy, differential scanning calorimetry, and IR and 1H NMR spectroscopy. The thermal stability of the mesophase in the given series of compounds was shown to increase with extension of arms in the T-shaped mesogenic fragment, as well as on replacement of the terminal ester groups (COOAlk) therein by ether moieties (OAlk). Such replacement also enhances smectogenic properties.
- Zuev
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experimental part
p. 1559 - 1564
(2009/06/28)
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- Synthesis of 4-[(1R,4R)-3-oxo-p-menthan-2-ylidenemethyl]benzoic acid and its esters
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Carbonylation of (E)-2-(4-halobenzylidene)-p-menthan-3-ones, catalyzed by PdCl2(PPh3)2, gave a distereometric mixure of 4-[(1R,4R)- and (1R,4S)-3-oxo-p-menthan-2-ylidenemethyl]benzoic acids, whose reaction with phenols gave 1R,4R diastereomers of the corresponding esters. 2005 Pleiades Publishing, Inc.
- Drushlyak,Kutulya,Pivnenko,Vashchenko
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p. 622 - 627
(2007/10/03)
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- O-MONOALKYLATION OF HYDROQUINONE BY ALCOHOLS
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The dependence of the initial rate of O-monoalkylation of hydroquinone by alcohols on the F constant of the alcohol radical has the following form: w0*104 = 21(F + 1.28)-5 + 0.44.The previously unknown steric constants F for hexyl, heptyl, cyclohexyl, and 2-ethoxyethyl radicals were determined by means of this relationship.
- Rybin, A. G.,Orlov, A. V.,Zil'berman, E. N.,Barskova, M. Z.
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p. 1609 - 1611
(2007/10/02)
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- LIQUID CRYSTALLINE PROPERTIES OF 4-N-ALKOXYPHENYL 4-NITROBENZOATES.
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Twelve 4-alkoxyphenyl esters of 4-nitrobenzoic acid were synthesized. The mesophases were identified and the transition temperatures and enthalpies determined. The above series shows considerable similarity to the reverse analogues, i. e. , the 4-nitro-phenyl 4-n-alkoxybenzoates.
- Galewski,Sobczyk
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