129-64-6Relevant articles and documents
Synthesis, structures, molecular docking, cytotoxicity and bioimaging studies of two novel Zn(II) complexes
Gao, Enjun,Sun, Na,Zhang, Shaozhong,Ding, Yuqing,Qiu, Xue,Zhan, Yang,Zhu, Mingchang
, p. 1 - 11 (2016)
Two novel compounds [Zn2(Endc)2(bipy)2(H2O)3]·4(H2O)·2(O)(1), [Zn2(Endc)2(phen)2(H2O)]·(O)(2) (bipy Combining double low line 2,2-bipyridine, phen Combining double low line 1,10-phenanthroline, and Endc Combining double low line endo-norbornene-cis-5,6-dicarboxylicacid) have been synthesized and characterized. In this paper abbreviations are FS-DNA (fish sperm DNA), HeLa (human cervix epithelia carcinoma cells), KB (human oral epithelial carcinoma cells), LO2 (human liver cell L-O2), EtBr (ethidium bromide), DMF (Dimethyl Formamide), MTT ([3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium]). The binding of complexes with Fish Sperm DNA were measured by electronic absorption spectra and fluorescence spectroscopy. The ability of these complexes to cleave the pBR322 plasmid DNA or the KB and HeLa DNA extracted in our laboratory was demonstrated by gel electrophoresis assay. The cytotoxic effects of these complexes were examined on two tumor cell lines, HeLa, KBr and one normal cell line LO-2. UV absorption and fluorescence spectra indicate the ability of the complexes bond to DNA with different binding affinity. Gel electrophoresis assay demonstrates which one complex more effective DNA-cleavage activity. The cytotoxic activity of the complexes was tested against two different cancer and one normal cell lines. The two complexes exhibited cytotoxic specificity and significant cancer cell inhibitory rate and lower cytotoxicity toward the normal cell lines. The unique interaction mode with DNA and cancer cells inhibition effect clearly revealed the relationship between the structure and the activity of the novel antitumor agent Zn(II) complexes.
Synthesis of new polyhedral oligomeric silsesquioxane derivatives as some possible antimicrobial agents
Ersoy, Elif Basak,Gunkara, Omer Tahir,Ocal, Nuket
, p. 257 - 268 (2019)
1,3-Dipolar cycloaddition reactions were studied to synthesize Polyhedral oligomeric silsesquioxane (POSS)-based norbornyl imide derivatives containing izoxazoline groups in good yields. And also 1,3-dipolar cycloaddition reactions of azomethine ylides with POSS-based norbornene dipolarophiles for a synthesis of the novel POSS-based norbornane-fused spiro-1,3-indandionolylpyrrolidines are reported. All newly synthesized POSS compounds were structurally characterized by FTIR, 1H, 13C NMR, HRMS and GC/MS analyses.
Stereo- and regioselective halogenation of norbornenes directed by neighboring group participation
Pavlovi?, Radoslav Z.,Border, Sarah E.,Gallucci, Judith,Badji?, Jovica D.
, p. 5584 - 5587 (2016)
Directing the outcome of electrophilic addition reactions of norbornenes could be a challenging task. We have found that the ionic addition of bromine to dichloro-norbornene 2 is accompanied with the formation of a bromonium cation followed by anchimeric assistance of juxtaposed chlorine to give five-membered chloronium cation, which upon reacting with bromide gives norbornane 4 in >90% yield. At higher temperatures, however, the radical addition of Br2dominates so that dibromo compound 3 appears as the principal reaction product (72%). Stereo- and regioselective rearrangements of norbornenes, reported herein, could be of interest for the syntheses of complex haloalkanes.
An analysis of the structural, thermal and optical characteristics as well as the electrical resistivity of tert-butyldiphenylsilyl substituted poly(norbornene-dicarboximide)s
Spring, Andrew M.,Maeda, Daisuke,Ozawa, Masaaki,Odoi, Keisuke,Qiu, Feng,Yamamoto, Kazuhiro,Yokoyama, Shiyoshi
, p. 189 - 198 (2015)
A sequence of well controlled tert -butyldiphenylsilyl substituted poly(norbornene-dicarboximide)s with ascending molecular weights have been prepared using the Grubbs 1st generation catalyst in anhydrous chloroform. The kinetics of the polymerization was examined using nuclear magnetic resonance spectroscopy and gel permeation chromatography. By decreasing the Grubbs catalyst concentration, the polymer molecular weights increased linearly. The glass transition temperatures and thermal decomposition temperatures initially increased with polymer molecular weight, then reached a plateau. Regardless of molecular weight the polydispersities remained narrow. The polymers exhibited a predominantly trans microstructure and matrix-assisted laser desorption/ionization mass spectrometry was utilized to determine polymer end groups and to calculate the absolute molecular weights. The residual ruthenium content of the polymers was quantified using inductively coupled plasma mass spectrometry and the influence on the resistivity, refractive indices and thin film optical transmittance was evaluated.
Removal of Nerve Agent Simulants from Water Using Light-Responsive Molecular Baskets
Border, Sarah E.,Pavlovi?, Radoslav Z.,Zhiquan, Lei,Badji?, Jovica D.
, p. 18496 - 18499 (2017)
We found that molecular baskets 1-3, with amino acids at their rim, undergo photoinduced decarboxylations to give baskets 4-6 forming a solid precipitate in water. Furthermore, organophosphonates 7-9 (OP), akin in size and shape to G-type nerve agents, form inclusion complexes with baskets 1-3 (K = 6-2243 M-1). Light irradiation (300 nm) of an aqueous solution of 1-3?OP led to the formation of precipitate containing an OP compound thereby amounting to a novel strategy for light-induced sequestration of nerve agents or, perhaps, other targeted compounds. Importantly, the stability of basket OP complexes in addition to functional groups at the basket's rim play a role in the efficiency (up to 98%) by which OPs are removed from water.
ROMP polymer-based antimicrobial films repeatedly chargeable with silver ions
Takano, Shigenaga,Tamegai, Hideyuki,Itoh, Toshihiro,Ogata, Seitaro,Fujimori, Hiroki,Ogawa, Shoujiro,Iida, Takashi,Wakatsuki, Yasuo
, p. 195 - 203 (2011)
Two norbornene derivatives bearing a pendant pyridyl group were prepared: the 3-(pyridin-2-yl)propyl ester of 5-norbornene-endo-2-carboxylic acid (1) and N-(pyridin-2-ylmethyl)-5-norbornene-endo-2,3-dicarboxyimide (2). Both of these compounds produced high yields of ROMP polymers, poly(1) and poly(2), with the 2nd generation Grubbs catalyst. When Ag+ ions were added to these polymer solutions, the polymer-Ag+ composites, poly(1-Ag) and poly(2-Ag), were formed quantitatively. Poly(2) and poly(2-Ag) produced films from their DMF solutions, and the latter film showed strong antimicrobial properties against Gram-positive Bacillus subtilis and Gram-negative Escherichia coli. Alternatively, when the film of poly(2) was immersed in a solution of Ag+, it was able to trap the ion to give a surface-modified film [Ag/poly(2)]. The antimicrobial efficacy of [Ag/poly(2)] was the same as that of films made of poly(2-Ag), which indicated that the solid-state reaction of the film surfaces toward Ag+ ions in solution was quantitative. When the [Ag/poly(2)] film lost its biocidal effect after repeated use, the Ag + ions could be reloaded by immersing the film in a silver ion solution, which fully restored original activity.
Synthesis and Carbonic Anhydrase Inhibition of Novel 2-(4-(Aryl)thiazole-2-yl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione Derivatives
Kocyigit, Umit M.,Aslan, Osman Nuri,Gulcin, Ilhami,Temel, Yusuf,Ceylan, Mustafa
, p. 955 - 963 (2016)
Carbonic anhydrase (CA, EC 4.2.1.1) is a member of the metalloenzyme family. It catalyzes the rapid conversion of carbon dioxide (CO2) and water to bicarbonate (HCO3 ?) and protons (H+) and also plays an important role in biochemical and physiological processes. In this study, a number of novel 2-(4-(aryl)thiazole-2-yl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione derivatives were synthesized and evaluated for their inhibitory characteristics against the human CA isoenzymes I and II (hCA I and hCA II). The structures of the new molecules 8a–i were confirmed by means of IR, 1H NMR, 13C NMR, and elemental analysis. These compounds exhibited excellent inhibitory effects, in the low nanomolar range, with Ki values in the range of 27.07–37.80 nM against hCA I and in the range of 11.80–25.81 nM against hCA II. Our findings suggest that the new isoindolylthiazole derivatives have superior inhibitory effect over acetazolamide (AZA), which is used as clinical CA inhibitor with Ki values of 34.50 and 28.93 nM against the hCA I and hCA II isoenzymes, respectively.
Gas sorption in new fluorine containing polynorbornenes with imide side chain groups
Tlenkopatchev, Mikhail,Vargas, Joel,Almaraz-Giron, Marco A.,Lopez-Gonzalez, Mar,Riande, Evaristo
, p. 2696 - 2703 (2005)
The synthesis of (N-3,5-bis(trifluoromethyl)phenyl-exo-endo-norbornene-5,6-dicarboximide) as well as the ring opening methatesis polymerization (ROMP) of this monomer to yield poly(N-3,5-bis-(trifluoromethyl)phenyl-exo-encdo-norbornene-5,6-dicarboximide) are reported. The glass transition of the polymer is 162°C. Solubility coefficients of different gases (nitrogen, oxygen, carbon monoxide, carbon dioxide, methane, ethane, ethylene, propane, and propylene) in membranes prepared by casting from poly(N-3,5-bis(trifluoromethyl)phenyl-exo-endo-norbornene-5,6-dicarboximide) solutions were measured at several temperatures and pressures. The interpretation of the sorption results by the dual-mode model gives the Henry and Langmuir contributions to the solubility. As usual in glassy membranes, sorption processes are exothermic and the activation energies associated with the Henry and Langmuir parameters are also negative. Gas sorption in the continuous amorphous phase was interpreted in terms of the Flory-Huggins theory obtaining reasonable values for the enthalpic parameter x that accounts for the gas (in liquid form)-polymer interactions. The use of this approach to simulate gas sorption in polymers is discussed.
Modification of polyhedral oligomeric silsesquioxane derivatives with heck reaction as possible new bio-hybrid materials
Tahir Gunkara, Omer
, p. 909 - 916 (2019)
The regioselective synthesis of Polyhedral oligomeric silsesquioxane (POSS)-based norbornyl imide derivatives through palladium catalyzed Heck coupling reaction was reported on an effective synthetic method to organic–inorganic bio-hybrids serving as advanced materials. The reaction of POSS-based imide derivatives with various aryl iodides catalyzed by palladium acetate in the presence of triethyl amine, as the base, in DMF afforded the products in moderate yields. All new POSS derivatives were structurally characterized by FTIR, 1H, 13C NMR, HRMS and GC/MS analyses.
Synthesis, characterization, DNA interaction, apoptosis and molecular docking of Cu(II) and Mn(II) complexes with endo-norbornene-cis-5,6-dicarboxylic acid
Gao, Enjun,Ding, Yuqing,Sun, Na,Zhang, Shaozhong,Qiu, Xue,Zhan, Yang,Zhu, Mingchang
, (2017)
Two new novel complexes, [Cu4(Endc)4(phen)4]?7(H2O)?2(O) and [Mn2(Endc)2(phen)2(H2O)2]?(H2O) (phen =1,10-phenanthroline, H2Endc?=?endo-norbornene-cis-5,6-dicarboxylic acid), were synthesized and structurally characterized using IR and 1H NMR spectroscopies, elemental analysis and single-crystal X-ray diffractometry. Their reactivity with calf thymus DNA and HeLa cell DNA was measured using UV absorption and fluorescence spectroscopies. The results indicated that these complexes can bind to DNA with different binding affinity. Gel electrophoresis assay demonstrated the ability of the complexes to cleave pBR322 plasmid DNA. Apoptotic study showed that the complexes exhibit significant cancer cell inhibitory rates. Eventually, the complexes can suitably dock with a special DNA (PDB ID: 1AIO).
