76528-36-4Relevant academic research and scientific papers
Development of reusable palladium catalysts supported on hydrogen titanate nanotubes for the Heck reaction
Martínez-Klimov, Mark E.,Hernandez-Hipólito, Patricia,Klimova, Tatiana E.,Solís-Casados, Dora A.,Martínez-García, Marcos
, p. 138 - 150 (2016)
Palladium catalysts supported on hydrogen titanate nanotubes were prepared by adsorption of palladium(II) acetate from dichloromethane solutions. At low Pd(OAc)2 loadings (up to 5?wt.%), the catalysts contained only highly dispersed chemisorbed
Functionalized styrene synthesis via palladium-catalyzed C[sbnd]C cleavage of aryl ketones
Zhang, Xu,Wang, Zhen-Yu,Wang, Xing,Xu, Hui,Dai, Hui-Xiong
, (2022/03/31)
We report herein the synthesis of functionalized styrenes via palladium-catalyzed Suzuki–Miyaura cross-coupling reaction between aryl ketone derivatives and potassium vinyltrifluoroborate. The employment of pyridine-oxazoline ligand was the key to the cleavage of unstrained C[sbnd]C bond. A variety of functional groups and biologically important moleculars were well tolerated. The orthogonal Suzuki–Miyaura coupling demonstrated the synthetic practicability.
Vinyl-Stilbene Compounds and Uses Thereof
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, (2021/06/22)
The present invention relates to a biphenyl - stilbene (Vinyl-stilbene) - based compound and a pharmaceutical composition for preventing or treating norovirus infection comprising the same as an active ingredient. The present invention can be usefully used as a pharmaceutical composition for treating norovirus infection by showing superior norovirus inhibitory activity and lower cell toxicity as compared to previously known compounds.
Covalently Tethered Rhodamine Voltage Reporters for High Speed Functional Imaging in Brain Tissue
Deal, Parker E.,Liu, Pei,Al-Abdullatif, Sarah H.,Muller, Vikram R.,Shamardani, Kiarash,Adesnik, Hillel,Miller, Evan W.
supporting information, p. 614 - 622 (2020/01/22)
Voltage-sensitive fluorophores enable the direct visualization of membrane potential changes in living systems. To pair the speed and sensitivity of chemically synthesized fluorescent indicators with cell-type specific genetic methods, we here develop Rhodamine-based Voltage Reporters (RhoVR) that can be covalently tethered to genetically encoded, self-labeling enzymes. These chemical-genetic hybrids feature a photoinduced electron transfer triggered RhoVR voltage-sensitive indicator coupled to a chloroalkane HaloTag ligand through a long, water-soluble polyethylene glycol linker (RhoVR-Halo). When applied to cells, RhoVR-Halo dyes selectively and covalently bind to surface-expressed HaloTag enzyme on genetically modified cells. RhoVR-Halo dyes maintain high voltage sensitivities - up to 34% ΔF/F per 100 mV - and fast response times typical of untargeted RhoVRs, while gaining the selectivity of genetically encodable voltage indicators. We show that RhoVR-Halos can record action potentials in single trials from cultured rat hippocampal neurons and can be used in concert with green-fluorescent Ca2+ indicators like GCaMP to provide simultaneous voltage and Ca2+ imaging. In a brain slice, RhoVR-Halos provide exquisite labeling of defined cells and can be imaged using epifluorescence, confocal, or two-photon microscopy. Using high-speed epifluorescence microscopy, RhoVR-Halos provide a read-out of action potentials from labeled cortical neurons in a rat brain slice, without the need for trial averaging. These results demonstrate the potential of hybrid chemical-genetic voltage indicators to combine the optical performance of small-molecule chromophores with the inherent selectivity of genetically encodable systems, permitting imaging modalities inaccessible to either technique individually.
Identification of novel non-nucleoside vinyl-stilbene analogs as potent norovirus replication inhibitors with a potential host-targeting mechanism
Harmalkar, Dipesh S.,Lee, Sung-Jin,Lu, Qili,Kim, Mi Il,Park, Jaehyung,Lee, Hwayoung,Park, Minkyung,Lee, Ahrim,Lee, Choongho,Lee, Kyeong
, (2019/10/09)
Norovirus (NV), is the most common cause of acute gastroenteritis worldwide. To date, there is no specific anti-NV drug or vaccine to treat NV infections. In this study, we evaluated the inhibitory effect of different stilbene-based analogs on RNA genome replication of human NV (HNV) using a virus replicon-bearing cell line (HG23). Initial screening of our in-house chemical library against NV led to the identification of a hit containing stilbene scaffold 5 which on initial optimization gave us a vinyl stilbene compound 16c (EC50 = 4.4 μM). Herein we report our structure-activity relationship study of the novel series of vinyl stilbene analogs that inhibits viral RNA genome replication in a human NV-specific manner. Among these newly synthesized compounds, several amide derivatives of vinyl stilbenes exhibited potent anti-NV activity with EC50 values ranging from 1 to 2 μM. A trans-vinyl stilbenoid with an appended substituted piperazine amide (18k), exhibited potent anti-NV activity and also displayed favorable metabolic stability. Compound 18k demonstrated an excellent safety profile, the highest suppressive effect, and was selective for HNV replication via a viral RNA polymerase-independent manner. Its potential host-targeting antiviral mechanism was further supported by specific activation of heat shock factor 1-dependent stress-inducible pathway by 18k. These results suggest that 18k might be a promising lead compound for developing novel NV inhibitors with the novel antiviral mechanism.
Catalytic α-Selective Deuteration of Styrene Derivatives
Puleo, Thomas R.,Strong, Alivia J.,Bandar, Jeffrey S.
supporting information, p. 1467 - 1472 (2019/01/25)
We report an operationally simple protocol for the catalytic α-deuteration of styrenes. This process proceeds via the base-catalyzed reversible addition of methanol to styrenes in DMSO-d6 solvent. The concentration of methanol is shown to be critical for high yields and selectivities over multiple competing side reactions. The synthetic utility of α-deuterated styrenes for accessing deuterium-labeled chiral benzylic stereocenters is demonstrated.
Synthesis of porphyrin dendrimers via Heck reaction and their photovoltaic properties
Organista-Mateos, Ulises,Martínez-Klimov, Mark E.,Pedro-Hernández, Luis D.,Borja-Miranda, Andrés,Cortez-Maya, Sandra,Hernández-Ortega, Simón,Martínez-García, Marcos
, p. 58 - 65 (2017/04/28)
Porphyrins meso-substituted with p-phenylene vinylene (OPV) were synthesized. The porphyrin dendrimers obtained showed a strong dependence on the type of connection of the dendritic branches. In the instance of the all trans-conformation linkages, an H-type aggregate is obtained for the linear OPV and strong J-aggregate for the ramified OPV. An adequate intramolecular energy transference stemming from the OPVs (donors) to the respective cores was observed. Furthermore, the number oligo(p-phenylene vinylene) (OPV) groups linked to the porphyrin system increase the energy transfer efficiency. This behavior also was observed in the photovoltaic studies.
Improved PeT molecules for optically sensing voltage in neurons
Woodford, Clifford R.,Frady, E. Paxon,Smith, Richard S.,Morey, Benjamin,Canzi, Gabriele,Palida, Sakina F.,Araneda, Ricardo C.,Kristan, William B.,Kubiak, Clifford P.,Miller, Evan W.,Tsien, Roger Y.
supporting information, p. 1817 - 1824 (2015/03/04)
VoltageFluor (VF) dyes have the potential to measure voltage optically in excitable membranes with a combination of high spatial and temporal resolution essential to better characterize the voltage dynamics of large groups of excitable cells. VF dyes sens
Nickel phosphide nanocatalysts for the chemoselective hydrogenation of alkynes
Carenco, Sophie,Leyva-Pérez, Antonio,Concepción, Patricia,Boissire, Cédric,Mézailles, Nicolas,Sanchez, Clément,Corma, Avelino
experimental part, p. 21 - 28 (2012/07/27)
Well-defined 25 nm nickel phosphide nanoparticles act as a colloidal catalyst for the chemoselective hydrogenation of terminal and internal alkynes. Cis-alkenes are obtained in mild conditions with good conversion and selectivity. The phosphorus inserted in the Ni-P nanoparticles is critical for the selectivity of the nanocatalyst. Mechanistic investigations using isotope labeling provide insight on the reactants interaction with the nanoparticles surface. They pinpoint the occurrence of CH bond cleavage in terminal alkynes during the reaction.
Mizoroki-heck-type reaction mediated by potassium tert-butoxide
Shirakawa, Eiji,Zhang, Xuejing,Hayashi, Tamio
supporting information; experimental part, p. 4671 - 4674 (2011/06/27)
In the absence of transition-metal catalysts, a Mizoroki-Heck-type reaction proceeded to give stilbene derivatives in a simple manner using an aryl halide, a styrene derivative, KOtBu, EtOH, and DMF (see scheme; DMF=N,N- dimethylformamide).
