259228-52-9Relevant articles and documents
Effective Synthetic Approach to 4-Arylpyridine-2,6-dicarboxylic Acids
Chupakhin, O. N.,Kopchuk, D. S.,Kozhevnikov, D. N.,Rusinov, V. L.,Shabunina, O. V.,Suvorova, A. I.,Zyryanov, G. V.
, p. 1108 - 1111 (2020)
Abstract: A convenient synthetic route to 4-arylpyridine-2,6-dicarboxylic acid has been proposed on the basis of substituted benzaldehydes according to the Kr?hnke method, followed by oxidation of methyl group.
Dipicolinic Acid Derivatives as Inhibitors of New Delhi Metallo-β-lactamase-1
Chen, Allie Y.,Thomas, Pei W.,Stewart, Alesha C.,Bergstrom, Alexander,Cheng, Zishuo,Miller, Callie,Bethel, Christopher R.,Marshall, Steven H.,Credille, Cy V.,Riley, Christopher L.,Page, Richard C.,Bonomo, Robert A.,Crowder, Michael W.,Tierney, David L.,Fast, Walter,Cohen, Seth M.
, p. 7267 - 7283 (2017/09/22)
The efficacy of β-lactam antibiotics is threatened by the emergence and global spread of metallo-β-lactamase (MBL) mediated resistance, specifically New Delhi metallo-β-lactamase-1 (NDM-1). By utilization of fragment-based drug discovery (FBDD), a new class of inhibitors for NDM-1 and two related β-lactamases, IMP-1 and VIM-2, was identified. On the basis of 2,6-dipicolinic acid (DPA), several libraries were synthesized for structure-activity relationship (SAR) analysis. Inhibitor 36 (IC50 = 80 nM) was identified to be highly selective for MBLs when compared to other Zn(II) metalloenzymes. While DPA displayed a propensity to chelate metal ions from NDM-1, 36 formed a stable NDM-1:Zn(II):inhibitor ternary complex, as demonstrated by 1H NMR, electron paramagnetic resonance (EPR) spectroscopy, equilibrium dialysis, intrinsic tryptophan fluorescence emission, and UV-vis spectroscopy. When coadministered with 36 (at concentrations nontoxic to mammalian cells), the minimum inhibitory concentrations (MICs) of imipenem against clinical isolates of Eschericia coli and Klebsiella pneumoniae harboring NDM-1 were reduced to susceptible levels.
An efficient synthetic approach to 4′,5,5″-triaryl-2,2′:6′,2″-terpyridines
Kopchuk, Dmitry S.,Chepchugov, Nikolay V.,Kim, Grigory A.,Zyryanov, Grigory V.,Kovalev, Igor S.,Rusinov, Vladimir L.,Chupakhin, Oleg N.
supporting information, p. 296 - 299 (2016/01/12)
An efficient synthetic approach is proposed to construct 4′,5,5″-triaryl-2,2′:6′,2″-terpyridines using two methods of pyridine ring construction, that is, the Weiss method and the '1,2,4-triazine' methodology. Due to the use of '1,2,4-triazine' methodolog
Efficient formation of luminescent lanthanide(III) complexes by solid-phase synthesis and on-resin screening
Nakamura, Tatsuya,Mizukami, Shin,Tanaka, Miho,Kikuchi, Kazuya
, p. 2685 - 2690 (2013/11/19)
Time-resolved luminescence measurements of luminescent lanthanide complexes have advantages in biological assays and high-throughput screening, owing to their high sensitivity. In spite of the recent advances in their energy-transfer mechanism and molecular-orbital-based computational molecular design, it is still difficult to estimate the quantum yields of new luminescent lanthanide complexes. Herein, solid-phase libraries of luminescent lanthanide complexes were prepared through amide-condensation and Pd-catalyzed coupling reactions and their luminescent properties were screened with a microplate reader. Good correlation was observed between the time-resolved luminescence intensities of the solid-phase libraries and those of the corresponding complexes that were synthesized by using liquid-phase chemistry. This method enabled the rapid and efficient development of new sensitizers for SmIII, EuIII, and TbIII luminescence. Thus, solid-phase combinatorial synthesis combined with on-resin screening led to the discovery of a wide variety of luminescent sensitizers. La confidential: Solid-phase synthesis by using amide-condensation and Pd-coupling reactions enabled the efficient development of new antenna ligands for SmIII, EuIII, and Tb III atoms for discovering a wide variety of luminescent sensitizers. Copyright
Rhodium-catalyzed asymmetric hydrosilylation of ketones employing a new ligand embodying the bis(oxazolinyl)pyridine moiety
Ghoshal, Atanu,Sarkar, Asit R.,Manickam, Govindaswamy,Kumaran, R. Senthil,Jayashankaran
scheme or table, p. 1459 - 1462 (2010/08/19)
A general approach to new ligands embodying bis(oxazolinyl)pyridine has been developed, employing palladium-catalyzed Suzuki coupling and base-mediated cyclization as pivotal steps. A rhodium catalyst derived from the ligand 4-(4-ethylphenyl)-2,6-bis(4-isopropyl-4,5-dihydrooxazol-2-yl)pyridine gave excellent enantioselectivity in the asymmetric hydrosilylation of ketones. In addition the electronic effect of remote substituents on the catalytic activity of rhodium catalyst was studied.
