3034-86-4Relevant articles and documents
Synthesis and performances of poly(butylene-succinate) with enhanced viscosity and crystallization rate via introducing a small amount of diacetylene groups
Liu, Gui-Cheng,Zhang, Wen-Qiang,Wang, Xiu-Li,Wang, Yu-Zhong
, p. 354 - 357 (2017)
A cross-linkable comonomer containing a diacetylene group, named dimethyl 4,4′-(buta-1,3-diyne-1,4-diyl)dibenzoate (DA) was synthesized and copolymerized with dimethyl succinate and 1,4-butanediol to prepare a series of slightly cross-linked PBS copolyesters (PBDASx). The chemical structure, crystallization and rheological behaviours of PBDASx were well investigated. Compared to neat PBS, PBDASx showed the greatly increased crystallization rate because of the promoting nucleation of the cross-linking domains, and the XRD results indicated that it had no influence on crystallization structure of PBS. The rheological behaviours indicate that PBDASx possessed higher viscosity than neat PBS even at high shear rate and temperature. PBDAS0.3 exhibited better comprehensive properties than neat PBS, which will widen applications of PBS.
Water-Stable Zirconium-Based Metal–Organic Framework Material with High-Surface Area and Gas-Storage Capacities
Gutov, Oleksii V.,Bury, Wojciech,Gomez-Gualdron, Diego A.,Krungleviciute, Vaiva,Fairen-Jimenez, David,Mondloch, Joseph E.,Sarjeant, Amy A.,Al-Juaid, Salih S.,Snurr, Randall Q.,Hupp, Joseph T.,Yildirim, Taner,Farha, Omar K.
, p. 12389 - 12393 (2014)
We designed, synthesized, and characterized a new Zr-based metal–organic framework material, NU-1100, with a pore volume of 1.53 ccg?1and Brunauer–Emmett–Teller (BET) surface area of 4020 m2g?1; to our knowledge, currently the highest published for Zr-based MOFs. CH4/CO2/H2adsorption isotherms were obtained over a broad range of pressures and temperatures and are in excellent agreement with the computational predictions. The total hydrogen adsorption at 65 bar and 77 K is 0.092 g g?1, which corresponds to 43 g L?1. The volumetric and gravimetric methane-storage capacities at 65 bar and 298 K are approximately 180 vSTP/v and 0.27 g g?1, respectively.
Synthesis of a novel unsymmetrical Zn(ii) phthalocyanine bearing a phenyl ethynyl moiety as sensitizer for dye-sensitized solar cells
Zanotti, Gloria,Angelini, Nicola,Paoletti, Anna Maria,Pennesi, Giovanna,Rossi, Gentilina,Bonapasta, Aldo Amore,Mattioli, Giuseppe,Di Carlo, Aldo,Brown, Thomas M.,Lembo, Angelo,Reale, Andrea
, p. 38 - 40 (2011)
A new unsymmetrical zinc phthalocyanine sensitizer has been synthesised. The anchoring of the molecule to nanocrystalline TiO2 films is realised by a carboxylic group connected to a phenyl ethynyl moiety. Density Functional Theory (DFT) calculations show significant and positive effects of such a functionalization. Electron injection into the semiconductor and photocurrent generation in DSSC are also presented.
Chemistry and spectroscopy of cross-conjugated and pseudo-cross-conjugated quinolinium-ethynyl-benzoate mesomeric betaines
Batsyts, Sviatoslav,Ramírez, Francisco J.,Casado, Juan,Namyslo, Jan C.,Schmidt, Andreas
, p. 481 - 491 (2018)
The three isomers 1-methylquinolinium-2-, 3-, and 4-ethynyl(phenyl-4-carboxylates) belong to two distinct types of heterocyclic mesomeric betaines. The quinolinium substituted in position 3 is a cross-conjugated mesomeric betaine (CCMB), whereas the quinolinium derivatives substituted in positions 2 and 4 are members of the class of pseudo-cross-conjugated mesomeric betaines (PCCMBs). While the charges are strictly separated within the common π-electron system of the CCMB according to the canonical formulae, the charges are effectively but not exclusively delocalized in the PCCMBs because cumulenoid resonance forms including electron sextet structures without external octet stabilization can be formed in accordance with the definition of PCCMBs. As a consequence, despite being closely related structures, the three isomers differ in their chemical and spectroscopic behaviors. Thus, on trying to hydrolyze the ester group of the methyl quinolinium-2-ethynyl-benzoate into the corresponding acid by subsequent treatment with sodium hydroxide in methanol and aqueous hydrochloric acid at pH 3, the acetal methyl 1,1-dimethoxy-2-(quinolinium-ylidene)ethyl]benzoate and the corresponding β-enamino carbonyl compound were formed, respectively. The corresponding acids of the 2- and 4-substituted quinolinium-ethynyl-benzoates were obtained by a modified procedure. On deprotonation, the resulting cross-conjugated quinolinium-3-ethynyl-benzoate betaine proved to be stable, whereas the corresponding pseudo-cross-conjugated quinolinium-2- and -4-ethynyl-benzoate betaines decomposed. Frontier orbital profiles were calculated, and IR and Raman spectra of the starting materials were measured and calculated to analyze the differences of CCMBs and PCCMBs of mesomeric betaines possessing triple bonds. A higher contribution of the cumulenoid resonance forms to the overall structure of the PCCMBs was determined.
Highly selective room temperature acetylene sorption by an unusual triacetylenic phosphine MOF
Reynolds, Joseph E.,Walsh, Kelly M.,Li, Bin,Kunal, Pranaw,Chen, Banglin,Humphrey, Simon M.
, p. 9937 - 9940 (2018)
The new ligand tris(p-carboxyphenylethynyl)phosphine (P{CCC6H4-4-CO2H}3) was used to synthesize a permanently porous Mn(ii)-based acetylenic phosphine coordination material, PCM-48. This triply-interpenetrated MOF contains 1-D microchannels that are decorated with electron-rich and adsorbate-accessible acetylenic moieties and phosphine lone pairs. PCM-48 has a moderate room-temperature C2H2 adsorption capacity (25.54 cm3 g-1) and displays high separation selectivities for C2H2 over CH4 (C2H2/CH4 = 23.3), CO2 (C2H2/CO2 = 4.3), and N2 (C2H2/N2 = 76.9) at 296 K.
Design, synthesis and antitumor evaluations of nucleoside base hydroxamic acid derivatives as DNMT and HDAC dual inhibitors
Sun, Qinsheng,Dai, Qiuzi,Zhang, Cunlong,Chen, Yan,Zhao, Lei,Yuan, Zigao,Jiang, Yuyang
, p. 2479 - 2483 (2021/03/08)
DNA methyltransferase (DNMT) and histone deacetylase (HDAC) are well recognized epigenetic targets for discovery of antitumor agents. In this study, we designed and synthesized a series of nucleoside base hydroxamic acid derivatives as DNMT and HDAC dual inhibitors. MTT assays and enzymatic inhibitory activity tests indicated that compound 204 exhibited potent DNMT1 and HDAC1/6 inhibitory potency simultaneously in enzymatic levels and at cellular levels, inducing hypomethylation of p16 and hyperacetylation of histones H3K9 and H4K8. Besides, 204 remarkably inhibited proliferation against cancer cells U937 by prompting G0/G1 cell cycle arrest. Molecular docking models explained the functional mechanism of 204 inhibiting DNMT1 and HDAC. Preliminary studies on metabolic profiles revealed that 204 showed desirable stability in liver microsomes. Our study suggested that 204 inhibiting DNMT and HDAC concurrently can be a potential lead compound for epigenetic cancer therapy.
Discovery of 5-{2-[5-Chloro-2-(5-ethoxyquinoline-8-sulfonamido)phenyl]ethynyl}-4-methoxypyridine-2-carboxylic Acid, a Highly Selective in Vivo Useable Chemical Probe to Dissect MCT4 Biology
Heinrich, Timo,Sala-Hojman, Ada,Ferretti, Roberta,Petersson, Carl,Minguzzi, Stefano,Gondela, Andrzej,Ramaswamy, Shivapriya,Bartosik, Anna,Czauderna, Frank,Crowley, Lindsey,Wahra, Pamela,Schilke, Heike,B?pple, Pia,Dudek, ?ukasz,Le?, Marcin,Niedziejko, Paulina,Olech, Kamila,Pawlik, Henryk,W?oszczak, ?ukasz,Zuchowicz, Karol,Suarez Alvarez, Jose Ramon,Martyka, Justyna,Sitek, Ewa,Mikulski, Maciej,Szcz??niak, Joanna,J?ckel, Sven,Krier, Mireille,Król, Marcin,Wegener, Ansgar,Ga??zowski, Micha?,Nowak, Mateusz,Becker, Frank,Herhaus, Christian
supporting information, p. 11904 - 11933 (2021/09/02)
Due to increased lactate production during glucose metabolism, tumor cells heavily rely on efficient lactate transport to avoid intracellular lactate accumulation and acidification. Monocarboxylate transporter 4 (MCT4/SLC16A3) is a lactate transporter that plays a central role in tumor pH modulation. The discovery and optimization of a novel class of MCT4 inhibitors (hit 9a), identified by a cellular screening in MDA-MB-231, is described. Direct target interaction of the optimized compound 18n with the cytosolic domain of MCT4 was shown after solubilization of the GFP-tagged transporter by fluorescence cross-correlation spectroscopy and microscopic studies. In vitro treatment with 18n resulted in lactate efflux inhibition and reduction of cellular viability in MCT4 high expressing cells. Moreover, pharmacokinetic properties of 18n allowed assessment of lactate modulation and antitumor activity in a mouse tumor model. Thus, 18n represents a valuable tool for investigating selective MCT4 inhibition and its effect on tumor biology.
