67882-97-7Relevant academic research and scientific papers
Hydrogen bonding and the design of twist-bend nematogens
Crawford, Catriona A.,Gorecka, Ewa,Imrie, Corrie T.,Pociecha, Damian,Storey, John M. D.,Walker, Rebecca
, (2020/02/13)
The phase properties of equimolar mixtures consisting of a hydrogen bond donor, a 4-alkoxybenzoic acid (nOBA), and one of two different stilbazole-based hydrogen bond acceptors, either 4-[(E)-2-(4-{[6-(4′-methoxy[1,1′-biphenyl]-4-yl)hexyl]oxy}phenyl)-ethenyl]-pyridine (1OB6OS) or 4-[(E)-4′-(6-{4-[(E)-2-(pyridin-4-yl)ethenyl]phenoxy}hexyl)-[1,1′-biphenyl]-4-carbonitrile (CB6OS) are reported. Neither hydrogen bond acceptor exhibits liquid crystal behaviour whereas the nOBA compounds show smectic and/or nematic behaviour depending on the length of the alkyloxy chain. For the complexes of an nOBA with n = 1–5, both conventional nematic and twist-bend nematic phases were observed, while for n ≥ 6 smectic phases emerged and the twist-bend nematic phase was extinguished. The CB6OS-nOBA mixtures may exhibit the heliconical smectic CTB phase. The local molecular arrangement in the two sets of mixtures are similar and changes on increasing n but this is not reflected in the nematic-isotropic transition temperatures. Birefringence studies of the mixtures are reported. In general the behaviour of the hydrogen-bonded mixtures is similar to that of their covalently bonded counterparts.
Synthesis and cytotoxic effects on pancreatic cancer cells of resveratrol analogs
De Filippis, Barbara,De Lellis, Laura,Florio, Rosalba,Ammazzalorso, Alessandra,Amoia, Pasquale,Fantacuzzi, Marialuigia,Giampietro, Letizia,Maccallini, Cristina,Amoroso, Rosa,Veschi, Serena,Cama, Alessandro
, p. 984 - 991 (2019/05/10)
In this study, a series of resveratrol analogs was synthesized and the effects on the viability of pancreatic cancer cell lines were evaluated. The new molecules were designed by removing the 3- and 5-OH groups of resveratrol, and by incorporating other s
Spontaneous chirality through mixing achiral components: A twist-bend nematic phase driven by hydrogen-bonding between unlike components
Walker,Pociecha,Abberley,Martinez-Felipe,Paterson,Forsyth,Lawrence,Henderson,Storey,Gorecka,Imrie
supporting information, p. 3383 - 3386 (2018/04/05)
The spontaneous formation of a chiral phase via molecular recognition in a system consisting of achiral components is reported. Specifically, the liquid crystalline behaviour of two molecular complexes assembled by hydrogen bonding between a stilbazole-ba
Fluoroethoxy-1,4-diphenethylpiperidine and piperazine derivatives: Potent and selective inhibitors of [3H]dopamine uptake at the vesicular monoamine transporter-2
Hankosky, Emily R.,Joolakanti, Shyam R.,Nickell, Justin R.,Janganati, Venumadhav,Dwoskin, Linda P.,Crooks, Peter A.
, p. 5467 - 5472 (2017/11/21)
A small library of fluoroethoxy-1,4-diphenethyl piperidine and fluoroethoxy-1,4-diphenethyl piperazine derivatives were designed, synthesized and evaluated for their ability to inhibit [3H]dopamine (DA) uptake at the vesicular monoamine transporter-2 (VMAT2) and dopamine transporter (DAT), [3H]serotonin (5-HT) uptake at the serotonin transporter (SERT), and [3H]dofetilide binding at the human-ether-a-go-go-related gene (hERG) channel. The majority of the compounds exhibited potent inhibition of [3H]DA uptake at VMAT2, Ki changes in the nanomolar range (Ki = 0.014–0.073 μM). Compound 15d exhibited the highest affinity (Ki = 0.014 μM) at VMAT2, and had 160-, 5-, and 60-fold greater selectivity for VMAT2 vs. DAT, SERT and hERG, respectively. Compound 15b exhibited the greatest selectivity (>60-fold) for VMAT2 relative to all the other targets evaluated, and 15b had high affinity for VMAT2 (Ki = 0.073 μM). Compound 15b was considered the lead compound from this analog series due to its high affinity and selectivity for VMAT2.
2,4-dinitrophenyl ether-containing chemodosimeters for the selective and sensitive in vitro and in vivo detection of hydrogen sulfide
El Sayed, Sameh,De La Torre, Cristina,Santos-Figueroa, Luis E.,Martinez-Manez, Ramon,Sancenon, Felix,Orzaez, Mar,Costero, Ana M.,Parra, Margarita,Gil, Salvador
, p. 244 - 254 (2015/10/20)
Four probes (i.e. D1-D4) for the selective and sensitive fluorogenic detection of HS- have been prepared and characterised. HEPES (10 mM, pH 7.4)-DMSO 99:1 v/v solutions of D1-D4 are essentially non-fluorescent. Changes in the emission using D1-D4 in the presence of anions (F-, Cl-, Br-, I-,N-3, CN-, SCN-, AcO-,CO2-3 ,PO2-4,SO2-4, HS- and OH-), biothiols (GSH, Cys, Hcy, Me-Cys and lipoic acid), reducing agents (SO2-3 and S2O2-3) and oxidants (H2O2) demonstrated that only HS- is able to induce the appearance of intense emission bands in the 400-520 nm range in the four probes. The selectivity observed was ascribed to a unique hydrogen sulfide-induced hydrolysis of the 2,4-dinitrophenyl ether moiety that yielded the corresponding free highly fluorescent alcohols. The potential detection of intracellular HS- was also studied.
Tuning the photonic properties of chiral nematic mesoporous organosilica with hydrogen-bonded liquid-crystalline assemblies
Giese, Michael,Krappitz, Tim,Dong, Ronald Y.,Michal, Carl A.,Hamad, Wadood Y.,Patrick, Brian O.,MacLachlan, Mark J.
, p. 1537 - 1545 (2015/04/27)
A series of novel hydrogen-bonded assemblies was synthesized and characterized with respect to their liquid-crystalline behaviour. Solid-state NMR spectroscopy gave insight into the columnar nematic mesophase and the corresponding ordering and alignment.
Inhibitory effect of cytotoxic nitrogen-containing heterocyclic stilbene analogues on VEGF protein secretion and VEGF, hTERT and c-Myc gene expression
Martí-Centelles, Rosa,Murga, Juan,Falomir, Eva,Carda, Miguel,Alberto Marco
supporting information, p. 1809 - 1815 (2015/10/20)
A group of 21 nitrogen-containing heterocyclic stilbene derivatives, prepared by means of Heck coupling reactions, has been investigated for their cytotoxicity as well as their ability to inhibit the production of the vascular endothelial growth factor (VEGF) and the activation of telomerase. The ability of these compounds to inhibit proliferation of two tumoral cell lines (HT-29 and MCF-7) and one non-tumoral cell line (HEK-293) was first determined. Subsequently, we determined the capacity of the compounds to inhibit the secretion of VEGF in the aforementioned cell lines and downregulate the expression of the VEGF, hTERT and c-Myc genes, of which the latter two are involved in controlling the activation of telomerase.
PPARα agonists based on stilbene and its bioisosteres: Biological evaluation and docking studies
De Filippis, Barbara,Agamennone, Mariangela,Ammazzalorso, Alessandra,Bruno, Isabella,D'Angelo, Alessandra,Di Matteo, Mauro,Fantacuzzi, Marialuigia,Giampietro, Letizia,Giancristofaro, Antonella,MacCallini, Cristina,Amoroso, Rosa
supporting information, p. 1513 - 1517 (2015/08/18)
A new series of gemfibrozil analogues conjugated with trans-stilbene were synthesized and evaluated with the aim of developing new PPARα agonists. The phenyls of stilbene were modified by introducing substituents in the ortho or para position and only the
Cyanide ion colorimetric chemosensor based on protonated merocyanine in EtOH
Chen, Lianfang,Nie, Hongmei,Zhang, Guangbo,Gong, Fuwen,Yang, Yuzhu,Gong, Chengbin,Tang, Qian,Xiao, Kun
, p. 3017 - 3023 (2014/05/20)
This Letter aimed to develop an efficient method for the determination of cyanide ion (CN-). A novel colorimetric chemosensor 4-[(1E)-2-(4-hydroxyphenyl)ethenyl]-1-allylpyridinium bromide (HPEAPB) was synthesized. HPEAPB displayed good selectiv
SOLVATOCHROMIC FUNCTIONAL MONOMER AND USE THEREOF FOR CHEMOSENSING BY SOLVATOCHROMIC MOLECULAR IMPRINTING
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Page/Page column 7-8, (2011/02/24)
A solvatochromic functional monomer having the chemical structure as shown in the accompanying drawing (Fig.3), and a process for preparing the solvatochromic functional monomer (Fig.2) are provided. The solvatochromic functional monomer can be used for f
