29745-44-6Relevant articles and documents
Highly Cytotoxic Palladium(II) Pincer Complexes Based on Picolinylamides Functionalized with Amino Acids Bearing Ancillary S-Donor Groups
Churusova, Svetlana G.,Aleksanyan, Diana V.,Rybalkina, Ekaterina Yu.,Susova, Olga Yu.,Brunova, Valentina V.,Aysin, Rinat R.,Nelyubina, Yulia V.,Peregudov, Alexander S.,Gutsul, Evgenii I.,Klemenkova, Zinaida S.,Kozlov, Vladimir A.
, p. 9834 - 9850 (2017)
The reactions of picolinyl and 4-chloropicolinyl chlorides with methyl esters of S-methyl-l-cysteine, l- and d-methionine, and l-histidine afforded a series of functionalized carboxamides, which readily formed pincer-type complexes upon interaction with PdCl2(NCPh)2 in solution under mild conditions. The direct cyclopalladation of the ligands derived was also accomplished in the solid phase, in particular, mechanochemically, although it was complicated by the partial deactivation of the starting amides. The resulting complexes with 5,5- and 5,6-membered fused metallocycles were fully characterized by IR and NMR spectroscopy, including variable-temperature and 2D-NMR studies. In the case of some cysteine- and methionine-based derivatives, the realization of κ3-N,N,S-coordination was supported by X-ray diffraction. The cytotoxic effects of these complexes were examined on HCT116, MCF7, and PC3 human cancer cell lines as well as HEK293 as a representative of normal cells. The comparative studies allowed us to determine that the presence of the sulfide ancillary donor group is crucial for cytotoxic activity of this type of Pd(II) complexes. The main structure-activity relationships and the most promising palladocycles were outlined. The additional studies by gel electrophoresis revealed that 4-chloropicolinyl derivatives, despite the nature of an amino acid, can bind with DNA and inhibit topoisomerase I activity.
A new colorimetric and fluorescent bifunctional probe for Cu2+ and F- ions based on perylene bisimide derivatives
Wang, Yefeng,Zhang, Liang,Zhang, Guanjun,Wu, Yue,Wu, Shengying,Yu, Jianjun,Wang, Limin
, p. 3218 - 3222 (2014)
A perylene bisimide derivative (PBI) based colorimetric and fluorescent bifunctional probe PAM-PBI was designed and synthesized. It was highly selective and sensitive for distinguishing both Cu2+ and F- from other ions through a conspicuous change of UV-vis and fluorescence spectra. The recognition of Cu2+ by PAM-PBI showed an obvious color change from rose red to purple in aqueous solution, while the sensing of F- gave a marked color change from rose red to light green in THF.
Acid-induced molecular-structural transformation of N-methyl aromatic oligoamides bearing pyridine-2-carboxamide
Yamasaki, Ryu,Fujikake, Saori,Ito, Ai,Migita, Kentaro,Morita, Nobuyoshi,Tamura, Osamu,Okamoto, Iwao
, p. 56 - 59 (2016)
Amide oligomers composed of pyridine-2-carboxamide as the repeating unit were synthesized in a stepwise manner and their structures were examined by means of 1H NMR, NOE measurements, and DFT calculations. All the synthesized oligomers adopted a folded conformation, but became partially unfolded at the C-terminal upon addition of acid. A characteristic long-range hydrogen bond, which stabilizes local folding, was present in oligomers with a long main chain.
Planar-chiral metal complexes comprised of square-planar metal and achiral tetradentate ligands: Design, optical resolution, and thermodynamics
Goto, Hidetoshi,Hayakawa, Teppei,Furutachi, Kanako,Sugimoto, Hiroshi,Inoue, Shohei
, p. 4134 - 4142 (2012)
Planar-chiral palladium complexes {[[N,N′-[1,4-butanediylbis(oxy-7,1- naphthalenediyl)]bis(2-pyridinecarboxamidato)](2-)-κN1, κN1′,κN2,κN2′] palladium (PdL4) and [[2,2′-[1,4-butanediylbis[[(oxy-7,1- naphthalenediyl)imino]methyl]]dipyrrolato](2-)-κN1, κN1′,κN2,κN2′] palladium (PdL5)} were synthesized from achiral tetradentate ligands N,N′-[1,4-butanediylbis(oxy-7,1-naphthalenediyl)]bis(2- pyridinecarboxamide) (H2L4) and N,N′-bis[(1H-pyrrol- 2-yl)methylidene]-7,7′-(1,4-butanediyldioxy)bis(1-naphthalenamine) (H 2L5) bearing two dissymmetric bidentate units at both ends and a PdII ion, respectively. The palladium complexes were crystallized in the monoclinic space group P21/n with the unit cell parameters a = 16.5464(6) A, b = 11.3534(4) A, c = 17.6697(7) A, α = 115.5300(10)°, and Z = 4 for PdL4 and a = 17.2271(8) A, b = 10.1016(5) A, c = 17.9361(9) A, α = 105.6310(10)°, and Z = 4 for PdL5. The planar-chiral structures of PdL4 and PdL5 were confirmed by single-crystal X-ray analyses, resulting in the fact that the crystals were racemic mixtures. The racemic mixtures were successfully resolved by using chiral high-performance liquid-chromatography techniques. Racemizations of the complexes were found to be drastically dependent on the arrangement of the charged or uncharged metal-binding N atoms of the ligands.
A fluorescence nanosensor for Cu2+ on silica particles
Brasola, Elena,Mancin, Fabrizio,Rampazzo, Enrico,Tecilla, Paolo,Tonellato, Umberto
, p. 3026 - 3027 (2003)
A fluorescence nanosensor for Cu2+ ions has been obtained by surface functionalization of silica particles with trialk-oxysilane derivatized ligand and fluorescent dye.
Pseudocryptand Hosts for Paraquats and Diquats
Jones, Jason W.,Price, Terry L.,Huang, Feihe,Zakharov, Lev,Rheingold, Arnold L.,Slebodnick, Carla,Gibson, Harry W.
, p. 823 - 834 (2018/01/28)
H-bonding interaction of acidic moieties (CH2OH, COOH) at the 5- and 5′-positions of bis(1,3-phenylene)-32-crown-10 (1) with di- or tritopic anions leads to enhanced formation of inclusion complexes with N,N′-dialkyl-4,4′-bipyridinium salts ("paraquats", 2); the enforced folding of the crown ethers into pseudocryptands thus leads to pseudo-pseudorotaxanes. Strikingly, in the presence of the most effective anion (trifluoroacetate, TFA), the apparent bimolecular association constants for crown-paraquat complexation increase by more than an order of magnitude and approach those for covalent cryptands derived from the crown ether. Even though they may form pseudocryptands, the picolinate, nicotinate, and isonicotinate diesters 6 of cis-(4,4')-bis(hydroxymethyl)dibenzo-30-crown-10 do not exhibit enhanced binding of either diquat or paraquat relative to the starting diol in contrast to the picolinate ester of isomeric 5,5′-bis(hydroxymethyl)bis(m-phenylene)-32-crown-10, which displayed a higher binding constant than the starting diol. The results for the analogous reverse esters 7 derived from cis-(4,4')-dicarboxydibenzo-30-crown-10 and pyridylmethanols reveal weaker complexes with diquat than the normal esters 6; however, surprisingly, two reverse esters 7 complex paraquat more strongly than isomers 6.
The light-emitting compound and use this light-emitting compound of the organic light emitting diode device
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Paragraph 0074-0077, (2017/04/11)
An embodiment of the present invention provides an emitting compound of following formula: wherein “A” is represented by and “B” is represented by