75956-65-9Relevant academic research and scientific papers
Octadentate ligands containing 2,3-dihydroxybenzamide and 2,3-dihydroxyterephthalamide coordinating subunits on a tetrapodal amine backbone for chelation of actinides
Xu, Jide,Gorden, Anne E. V.,Raymond, Kenneth N.
, p. 3244 - 3253 (2007/10/03)
The linear octadentate ligand 3,4,3-LICAM(C) (2) is one of the most effective chelating agents for PuIV that is not acutely toxic; however, at physiological pH, due to the weak acidity of the catechol hydroxy groups and the large proton dependence of the complexation reaction, only three of the four catecholate subunits are coordinated to PuIV. To overcome this disadvantage, a new topological class of octadentate ligands based on tetrapodal amine backbones and 2,3-dihydroxyterephthalamide (3) (TAM) binding units were designed and synthesized. The amide substituents provide a handle by which the functionality of the ligand can be readily modified, and this synthetic strategy and procedure can be extended to prepare a variety of new multidentate metal-coordination and extraction agents. A streamlined synthesis for the terephthalamides, both symmetric and asymmetric, was recently reported. In this work, the synthetic details of their incorporation into octadentate systems for use as coordination or extraction agents for PuIV or other metals in the +4 oxidation state are described. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
Synthetic Enterobactin Analogues. Carboxamido-2,3-dihydroxyterephthalate Conjugates of Spermine and Spermidine
Weitl, Frederick L.,Raymond, Kenneth N.,Durbin, Patricia W.
, p. 203 - 206 (2007/10/02)
Two examples of a new class of synthetic polycatecholate ligands, the carboxamido-2,3-dihydroxyterephthalate conjugates of spermine (8) and spermidine (10), have been synthesized via the generally useful synthon methyl-2,3-dimethoxyterephthaloyl chloride (6).Initial biological evaluation reveals tetrameric terephthalate (8) to be an extremely effective agent for sequestering and removing plutonium from mice; a single 25-μmol/kg (ip) dose of 8 removed 73percent of the plutonium citrate previously injected (iv,1h earlier).Under the same conditions, trimeric terephthalate (10) ex creted only 49percent injected plutonium.In vitro kinetic experiments have shown that 10 rapidly and quantitatively removed Fe from human transferrin.These results are discussed in relation to the design of metal-ion specific sequestering agents.
