679398-19-7Relevant academic research and scientific papers
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.
Synthesis and bright luminescence of lanthanide (Eu(III), Tb(III)) complexes sensitized with a novel organic ligand
An, Bao-Li,Gong, Meng-Lian,Cheah, Kok-Wai,Zhang, Ji-Ming,Li, King-Fai
, p. 345 - 350 (2007/10/03)
A novel organic ligand, 6-[(benzylamino) carbonyl]-2-pyridine carboxylic acid (HBAP), and the corresponding lanthanide complexes, tris(6-[(benzylamino) carbonyl]- 2-pyridine carboxylato) lanthanide(III) (Ln-BAP, Ln=Eu, Tb, Gd), have been designed and synthesized. The lanthanide (Eu(III), Tb(III)) complexes were efficiently sensitized by BAP ligand. The fluorescence quantum yields were investigated by comparison with a luminescence standard, and the yields were 15±3%, 34±3% for the solid europium and terbium complexes respectively. The lowest triplet level of HBAP ligand was calculated from the phosphorescence spectrum of Gd-BAP complex, and the energy transfer mechanisms in the lanthanide complexes were discussed.
