- Design, synthesis and biochemical evaluation of AC ring mimics as novel inhibitors of the enzyme estrone sulfatase (ES)
-
We report the initial results of our study into a series of simple 4′-O-sulfamoyl-4-biphenyl based compounds as novel inhibitors of the enzyme estrone sulfatase (ES). The results of the study show that these compounds are potent inhibitors, possessing greater inhibitory activity than COUMATE, but weaker inhibitory activity than EMATE or the tricyclic derivative of COUMATE, namely 667-COUMATE. Furthermore, the compounds are observed to be irreversible inhibitors.
- Ahmed, Sabbir,James, Karen,Owen, Caroline P.,Patel, Chirag K.
-
-
Read Online
- Liquid-crystalline rod-coil polymers based on poly(ethylene oxide)s and the influence of the complexation of LiCF3so3 on the liquid-crystalline assembly
-
The synthesis and characterization of rod-coil polymers of ethyl 4′-(4′-oxy-4-biphenylcarbonyloxy)-4-biphenylcarboxylate with polyethylene oxide) of three (3-4), seven (7-4), twelve (12-4) and sixteen (16-4) ethylene oxide units, of 4′-(4′-oxy-4-phenylcarbonyloxy)-4-biphenylcarboxylate with poly (ethylene oxide) of sixteen ethylene oxide units (16-3), and of ethyl 4′-oxy-4-biphenylcarboxylate with poly (ethylene oxide) of sixteen ethylene oxide units (16-2) are described. All the rod-coil polymers except 16-2 display a layered smectic mesophase and, in particular, 16-4 shows a microphase-separated morphology. The complexes of 16-4 with up to 0.3 mol of LiCF3SO3 per mol of ethylene oxide units are also prepared. The rod-coil polymer 16-4 exhibits an enantiotropic smectic B (SB) mesophase. The complexes with 0.05 and 0.1 mol of LiCF3SO3, however, exhibit an enantiotropic smectic A (SA) mesophase in addition to an SB phase. In contrast with the complexes with 0.0-0.1 mol of LiCF3SO3, the complexes with 0.2 and 0.3 mol do not exhibit any smectic mesophases; however, they display a cylindrical micellar mesophase.
- Lee, Myongsoo,Oh, Nam-Keun
-
-
Read Online
- Iron-Catalyzed Room Temperature Cross-Couplings of Bromophenols with Aryl Grignard Reagents
-
Herein we report a room temperature Fe-catalyzed coupling reaction of various bromophenols with aryl Grignard reagents, which exhibits a wide substrate scope and high functional group tolerance. For the first time, the combination of simple Fe(acac)3/PBu3/Ti(OEt)4 has been used as an effective catalyst for the biaryl couplings of bromophenols or their Na or K salts with debromination and etherification side reactions being well suppressed. Various biphenols including natural product garcibiphenyl C as well as pharmaceutical diflunisal and its ethyl ester were facilely synthesized using the present protocol. (Figure presented.).
- Xu, Li-Chen,Liu, Kun-Ming,Duan, Xin-Fang
-
supporting information
p. 5421 - 5427
(2019/11/14)
-
- Experimental evidence for the formation of cationic intermediates during iodine(iii)-mediated oxidative dearomatization of phenols
-
Iodine(iii)-based oxidants are commonly used reagents for the oxidative dearomatization of phenols. Having a better understanding of the mechanism through which these reactions proceed is important for designing new iodine(iii)-based reagents, catalysts, and reactions. We have performed a Hammett analysis of the oxidative dearomatization of substituted 4-phenylphenols. This study confirms that iodine(iii)-mediated oxidative dearomatizations likely proceed through cationic phenoxenium ions and not the direct addition of a nucleophile to an iodine-bound phenol intermediate.
- Tang, Ting,Harned, Andrew M.
-
p. 6871 - 6874
(2018/10/02)
-
- Strongly Chemiluminescent Acridinium Esters under Neutral Conditions: Synthesis, Properties, Determination, and Theoretical Study
-
Various novel acridinium ester derivatives having phenyl and biphenyl moieties were synthesized, and their optimal chemiluminescence conditions were investigated. Several strongly chemiluminescent acridinium esters under neutral conditions were found, and then these derivatives were used to detect hydrogen peroxide and glucose. Acridinium esters having strong electron-withdrawing groups such as cyano, methoxycarbonyl, and nitro at the 4-position of the phenyl moiety in phenyl 10-methyl-10λ4-acridine-9-carboxylate trifluoromethanesulfonate salt showed strong chemiluminescence intensities. The chemiluminescence intensity of 3,4-dicyanophenyl 10-methyl-10λ4-acridine-9-carboxylate trifluoromethanesulfonate salt was approximately 100 times stronger than that of phenyl 10-methyl-10λ4-acridine-9-carboxylate trifluoromethanesulfonate salt at pH 7. The linear calibration ranges of hydrogen peroxide and glucose were 0.05-10 mM and 10-2000 μM using 3,4-(dimethoxycarbonyl)phenyl 10-methyl-10λ4-acridine-9-carboxylate trifluoromethanesulfonate salt at pH 7 and pH 7.5, respectively. The proposed chemiluminescence reaction mechanism of acridinium ester via a dioxetanone structure was evaluated via quantum chemical calculation on density functional theory. The proposed mechanism was composed of the nucleophilic addition reaction of hydroperoxide anion, dioxetanone ring formation, and nonadiabatic transition due to spin-orbit coupling around the transition state (TS) to the triplet state (T1) following the decomposition pathway. The TS which appeared in the thermal decomposition would be a rate-determining step for all three processes.
- Nakazono, Manabu,Oshikawa, Yuji,Nakamura, Mizuho,Kubota, Hidehiro,Nanbu, Shinkoh
-
p. 2450 - 2461
(2017/03/11)
-
- NOVEL AZO-BASED DICHROIC DYE, AND LIQUID CRYSTAL COMPOSITION AND LIQUID CRYSTAL ELEMENT COMPRISING THE AZO-BASED DICHROIC DYE
-
PROBLEM TO BE SOLVED: To provide a novel azo-based dichroic dye having improved solubility with a host liquid crystal while maintaining a high order parameter (S value), and a liquid crystal composition and a liquid crystal element or the like capable of
- -
-
Paragraph 0087; 0088; 0090
(2017/06/10)
-
- DICHROIC DYE, LIQUID CRYSTAL COMPOSITION, AND LIQUID CRYSTAL ELEMENT
-
PROBLEM TO BE SOLVED: To provide a new azo-based dichroic dye having a high order parameter (S value) and an absorption maximum wavelength in a long wavelength region, and a liquid crystal composition and a liquid crystal element containing the dye. SOLUT
- -
-
Paragraph 0076; 0079
(2017/06/20)
-
- DICHROIC DYE, LIQUID CRYSTAL COMPOSITION AND LIQUID CRYSTAL ELEMENT
-
PROBLEM TO BE SOLVED: To provide a novel azo dichroic dye having solubility for practical use while maintaining high contrast order parameter (S value). SOLUTION: There is provided azo dichroic dye represented by the formula (I), where Ar1 to A1 are each independently a substituted/unsubstituted 1,4-phenylene group, a substituted/unsubstituted naphthylene group or a substituted/unsubstituted (E)-cyclohexane-1,4-diyl group, X1 is a direct bond or a bivalent group, L1 is a direct bond or a bivalent group containing no cyclic structure nor azo bond, B1 and B2 are direct bond or bivalent group containing no cyclic structure nor azo bond and Y1 and Y2 are specific general formulae. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2017,JPO&INPIT
- -
-
Paragraph 0086; 0088
(2017/07/14)
-
- Phosphate and thiophosphate biphenyl analogs as steroid sulfatase inhibitors
-
Preclinical Research In the present work, we report convenient methods for the synthesis and biological evaluation of phosphate and thiophosphate biphenyl derivatives exhibiting steroid sulfatase (STS) activity. The described synthesis is based on straigh
- Demkowicz, Sebastian,Kozak, Witold,Das?ko, Mateusz,Mas?yk, Maciej,Kubiński, Konrad,Rachon, Janusz
-
-
- Photo and electrically switchable behavior of azobenzene containing pendant bent-core liquid crystalline polymers
-
New class of photo and electrically switchable azobenzene containing pendant bent-core liquid crystalline monomers (AZBM 1, 2, and 3) and their polymers (AZBP 1, 2, and 3) are reported. The synthesized precursors, monomers, and polymers were characterized by FT-IR, 1H, and 13C NMR spectroscopy. Thermal stability of polymers was examined by thermogravimetric analysis and revealed stable up to 260 °C. The mesophase transition of monomers and polymers are observed through polarized optical microscopy (POM) and further confirmed by differential scanning calorimetry (DSC). The electrically switching property of monomers and their polymers were studied by electro-optical method. Among the three monomers AZBM 1, 2, and 3, AZBM 1 and 2 exhibit antiferroelectric (AF) switching and AZBM 3 exhibits ferroelectric (F) switching behavior. On the other hand, low molecular weight polymers (AZMP 1, 2, and 3) show weak AF and F switching behavior. The photo-switching properties of bent-core azo polymers are investigated using UV-vis spectroscopy, trans to cis isomerization occurs around 25 s for AZBP-1 and 30 s for AZBP-2 and 3 in chloroform, whereas reverse processes take place around 80 and 90 s.
- Srinivasan, M. Vijay,Kannan,Roy
-
p. 936 - 946
(2013/03/28)
-
- Photo and electrically switchable B7 mesophase exhibiting asymmetric bent-core liquid crystals
-
The first bent-core liquid crystal materials with a photo-active azo linkage exhibiting the B7 mesophase are reported. The lower homologues of the bent-core compounds display the B1 phase and higher homologues show the B7 mesophase. The mesomorphic properties were characterized using polarized optical microscopy, differential scanning calorimetry and X-ray diffraction. The B7 phase of these materials establishes ferroelectric switching characteristics with anticlinic organization (SmCAPF) of the molecules in the layers. The bent-core molecules with an azo linkage are important for photoisomerization studies, which indicate trans to cis isomerization at 30 s, whereas the reverse processes take place over 40 s in chloroform.
- Srinivasan, Murugesan Vijay,Kannan, Palaninathan,Roy, Arun
-
p. 1584 - 1590
(2013/06/04)
-
- Investigation of spacer influences in phosphorescent-emitting nonconjugated PLED systems
-
An assay was introduced to clarify influences on electroluminescent behavior for RGB-colored phosphorescent terpolymers with N,N-Di-p-tolyl-aniline as hole-transporting unit, 2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4- oxadiazole (tert- BuPBD) as electron-transporting unit, and different iridium complexes in RGB-colors as triplet emitting materials. All monomers were attached with spacer moieties to the "para" position of a polystyrene. Polymer light emitting diodes (PLEDs) were built to study the electro-optical behavior of these materials. The gist was a remarkable influence of hexyl-spacer units to the PLED performance. For all three colors only very restricted PLED performances were found. In comparison RGB-terpolymers were synthesized with directly attached charge transport materials to the polymer backbone. For this directly linked systems efficiencies were 28 cd A-1 @ 6 V (green), 4.9 cd A-1 @ 5 V (red) and 4.3 cd A-1 @ 6 V (bluish). In summary we assume that an improved charge percolation pathways regarding to the higher content of semiconducting molecules and an improved charge transfer to the phosphorescent dopand in the case of the copolymers without spacers are responsible for the better device performance comparing the copolymers with hexyl spacers. The approach of the directly connected charge transport materials at the nonconjugated styrene polymer backbone should be favored for further investigations, therefore.
- Thesen, Manuel W.,Krueger, Hartmut,Janietz, Silvia,Wedel, Armin,Graf, Marion
-
experimental part
p. 389 - 402
(2010/11/04)
-
- Discovering potent inhibitors against the β-hydroxyacyl-acyl carrier protein dehydratase (FabZ) of helicobacter pylori: Structure-based design, synthesis, bioassay, and crystal structure determination
-
The discovery of HpFabZ inhibitors is now of special interest in the treatment of various gastric diseases. In this work, three series of derivatives (compounds 3, 4, and 5) were designed, synthesized, and their biological activities were investigated as potential HpFabZ inhibitors in a two phased manner. First, we designed and synthesized two series of derivatives (3a-r and 4a-u) and evaluated the enzyme-based assay against HpFabZ. Five compounds (3i-k, 3m, and 3q) showed potential inhibitory activity, with IC50 values less than 2 μM. Second, a focused combinatorial library containing 280 molecules was designed employing the LD1.0 program. Twelve compounds (5a-l) were selected and synthesized. The activity of the most potent compound 5h (IC 50) 0.86 μM) was 46 times higher than that of the hit 1. The high hit rate and the potency of the new HpFabZ inhibitors demonstrated the efficiency of the strategy for the focused library design and virtual screening.
- He, Lingyan,Zhang, Liang,Liu, Xiaofeng,Li, Xianghua,Zheng, Mingyue,Li, HongLin,Yu, Kunqian,Chen, Kaixian,Shen, Xu,Jiang, Hualiang,Liu, Hong
-
experimental part
p. 2465 - 2481
(2010/03/03)
-
- AZETIDINYL G-PROTEIN COUPLED RECEPTOR AGONISTS
-
Compounds of formula (I): or pharmaceutically acceptable salts thereof, are agonists of GPR119 and are useful for the treatment of diabetes and as peripheral regulators of satiety, e.g. for the treatment of obesity and metabolic syndrome.
- -
-
Page/Page column 15
(2009/05/28)
-
- Design, synthesis, and structure-activity analysis of isoform-selective retinoic acid receptor β ligands
-
We recently discovered the isoform selective RARβ2 ligand 4′-octyl-4-biphenylcarboxylic acid (3, AC-55649). Although 3 is highly potent at RARβ2 and displays excellent selectivity, solubility issues make it unsuitable for drug development. Herein we descr
- Lund, Birgitte W.,Knapp, Anne Eeg,Piu, Fabrice,Gauthier, Natalie K.,Begtrup, Mikael,Hacksell, Uli,Olsson, Roger
-
supporting information; experimental part
p. 1540 - 1545
(2009/12/25)
-
- Design, synthesis, and structure-affinity relationships of novel series of sialosides as CD22-specific inhibitors
-
Sialosides incorporating substituted amides or amines at 9-position of sialic acid moiety have been synthesized and evaluated as CD22 inhibitors. Several derivatives exhibited inhibitory potency in sub- to low micromolar range (e. g., 80, 9d, 9g, and 9k s
- Abdu-Allah, Hajjaj H. M.,Tamanaka, Taichi,Yu, Jie,Zhuoyuan, Lu,Sadagopan, Magesh,Adachi, Takahiro,Tsubata, Takeshi,Kelm, Soerge,Ishida, Hideharu,Kiso, Makoto
-
body text
p. 6665 - 6681
(2009/11/30)
-
- COMPOUNDS WITH ACTIVITY AT RETINOIC ACID RECEPTORS
-
Disclosed herein are novel compounds with activity at RARβ 2 receptors. Further disclosed are the use of such compounds for treatment of or to alleviate symptoms of cancer, neurological disorders such as memory deficits and schizophrenia, neurodegenerative disorders such as Parkinson's and Alzheimer's diseases, inflammatory disorders such as psoriasis and rheumatoid arthritis, eye disorders and depression.
- -
-
Page/Page column 45-46
(2008/06/13)
-
- A new series of liquid crystalline dimers with exceptionally high apparent tilt
-
A new series of dimeric chiral antiferroelectric materials using a trisiloxane as the central connecting linker and having fluorinated tails has been synthesized together with their corresponding monomers. Spacer lengths of 3-6 and 11 methylene groups were used. As a comparison to see the effect of the siloxane length on the phase behaviour, one dimer with a tetrasiloxane core was also synthesized. Monomers with 3-6 carbons in the spacer showed just orthogonal smectic phases and only the long 11 carbon spacer 7F4PPB11 showed tilted phases in a very similar way to what was found in the unfluorinated monomers previously studied. All trisiloxanes showed a high temperature antiferroelectric phase and those with a spacer length of 4 or more carbons also showed one or two columnar antiferroelectric phases when decreasing the temperature. The spontaneous polarisation Ps was high, especially in the columnar phases where it ranged from 800-1200 nC cm-2 and upward. The apparent tilt angles were exceptionally high, above 45 degrees for all materials studied. In accordance with the trend described previously, the tetrasiloxane containing dimer showed a ferroelectric phase at high temperature. But in this case the columnar phase was found to be antiferroelectric. Hence, the general idea that trisiloxane cores promote antiferroelectricity and tetrasiloxanes promote the ferroelectric phase is still correct also for these materials in the SmC* phase, but not for the columnar phase. It can also be noted that the phase separation between siloxane, fluorinated tail and mesogenic parts of the molecules was so high that the material became columnar on lowering the temperature. The Royal Society of Chemistry 2007.
- Olsson, Nils,Schroeder, Martin,Diele, Siegmar,Andersson, Gunnar,Dahl, Ingolf,Helgee, Bertil,Komitov, Lachezar
-
p. 2517 - 2525
(2008/09/20)
-
- Structures and phase transformations of asymmetric bent main-chain liquid crystalline polyesters
-
A series of new asymmetric bent main-chain liquid crystalline (LC) polyesters (BPE-Cn) were synthesized through the condensation polymerization of A-B type asymmetric α,ω-carboxylic acid-hydroxyl-terminated monomers containing different even numbers of me
- Jeong, Kwang-Un,Knapp, Brian S.,Ge, Jason J.,Jin, Shi,Graham, Matthew J.,Xiong, Huiming,Harris, Frank W.,Cheng, Stephen Z. D.
-
p. 8333 - 8344
(2008/02/03)
-
- (Meth)acrylic compound having an oxetanyl group and liquid crystal film produced by using the same
-
The present invention provides a novel compound which is suitable as the starting material of a side-chain type liquid crystalline polymeric substance having a reactive group which is excellent in reactivity upon fixation of the liquid crystal orientation structure. The novel compound is a (meth)acrylic compound having an oxetanyl group represented by the formula wherein R1 is hydrogen or methyl, R2 is hydrogen, methyl, or ethyl, "-L1-M-L2-" represents a mesogen portion, and n and m are each an integer of 0 to 10. The present invention also provides a liquid crystal film containing the side-chain type liquid crystalline polymeric substance and a liquid crystal display mounted with such a liquid crystal film.
- -
-
-
- Optically active compound and photosensitive resin composition
-
A photoactive compound is used in combination with a photosensitizer, represented by the following formula (1): A?[(J)m?(X-Pro)]n ??(1) wherein A represents a hydrophobic unit comprising at least one kind of hydrophobic groups selected from a hydrocarbon group and a heterocyclic group, J represents a connecting group, X-Pro represents a hydrophilic group protected by a protective group Pro which is removable by light exposure, m represents 0 or 1, and n represents an integer of not less than 1. The protective group Pro may be removable by light exposure in association with the photosensitizer (especially, a photo acid generator), or may be a hydrophobic protective group. The hydrophilic group may be a hydroxyl group or a carboxyl group. The photoactive compound has high sensitivity to a light source of short wavelength beams, for resist application, therefore, the photoactive compound is advantageously used for forming a pattern with high resolution.
- -
-
-
- Preparation of mesogen-functionalized dendrimers for second-order nonlinear optics
-
Liquid crystalline dendrimers with peripheral mesogen-containing units have been prepared. Multistep synthesis with several selective reactions was used in the preparation of the mesogen-containing molecules, 4″-[10-(hydroxycarbonyl)decyloxy]phenyl 4-[4′-
- Busson,Oertegren,Ihre,Gedde,Hult,Andersson,Eriksson,Lindgren
-
p. 1663 - 1671
(2007/10/03)
-
- Guanidinomethyl cyclohexane carboxylic acid ester derivatives
-
A compound represented by general formula (I-2) or a pharmaceutically acceptable acid-addition salt thereof, useful as an anti-microbial againstHelicobacter pyloriand as a medicinal composition for treatingHelicobacter pyloriinfection, wherein Ar represen
- -
-
-
- Mesomorphic trigonal bipyramidal iron(0) isocyanide complexes
-
The synthesis, characterization and mesomorphic properties of three series of isocyanides and their trigonal bipyramidal iron(0) complexes [Fe(CO)4(CNR)] (R= C6H4O(O)CC6H4C6H4OC(n)H2(n)+1, C6H4C(O)OC6H4C6H4OC(n)H2(n)+1, C6H4C6H4O(O)CC6H4OC(n)H2(n)+1, n = 6, 8, 10, 12) are described. The free isocyanides exhibit nematic and/or smectic A phases for shorter chains (n = 6, 8) and only smectic A phases for longer chains, except the isocyanides CNC6H4O(O)CC6H4C6H4OC(n)H2(n)+1 which melt with extensive decomposition and do not produce mesophases. Their coordination to give the iron complexes [Fe(CO)4(CNR)] produces a slight decrease of their transition temperatures. The iron isocyanide complexes prepared show only a smectic C phase. The relationship between the molecular structure of the complexes and their thermal behaviour is discussed.
- Coco, Silverio,Espinet, Pablo,Marcos, Eva
-
p. 1297 - 1302
(2007/10/03)
-
- Monomers and their use for the production of a laser-optical recording element which can be repeatedly erased and recorded on
-
Novel laser-optical recording elements which can be repeatedly erased and recorded on contain recording layers (a) which exhibit enantiotropic, ferroelectric smectic liquid crystalline (SC*) behavior, so that they can be switched back and forth
- -
-
-
- Mesomorphic Properties of n-Alkyl-4'-n-Pentanoyloxy-Biphenyl-4-Carboxylates
-
Esters in the homologous series n-alkyl-4'-n-pentanoyloxy-biphenyl-4-carboxylates (n4COOBC, n=1-12) have been synthesized.Mesomorphic properties and phase transitions have been determined using polarizing hot-stage microscopy, DSC and x-ray.Phase transitions from SA-SB crystal and hexatic (tentatively) have been observed.The relationship between the incidence of hexatic phase and molecular structure has been discussed.
- Surendranath, V.,Fishel, D. L.,Vries, A de,Mahmood, R.,Johnson, D. L.
-
-
