73630-96-3Relevant articles and documents
Myxochelin-Inspired 5-Lipoxygenase Inhibitors: Synthesis and Biological Evaluation
Schieferdecker, Sebastian,K?nig, Stefanie,Pace, Simona,Werz, Oliver,Nett, Markus
, p. 23 - 27 (2017/01/17)
A total of 48 analogues of the natural product myxochelin A were prepared and evaluated for their inhibitory effects on human 5-lipoxygenase in both cell-free and cell-based assays. Structure–activity relationship analysis revealed that the secondary alcohol function and only chiral center of myxochelin A is not required for biological activity. By expanding the diaminoalkane linker of the two aromatic residues it was possible to generate a myxochelin derivative with superior activity against 5-lipoxygenase in intact cells.
Ortho-substituted catechol derivatives: The effect of intramolecular hydrogen-bonding pathways on chloride anion recognition
Winstanley, Keith J.,Smith, David K.
, p. 2803 - 2815 (2008/02/01)
(Chemical Equation Presented) This paper reports a series of chloride anion receptors containing two catechol head groups connected through their ortho-positions via a spacer chain. The linking group chosen to attach the spacer chain to the catechol units has a major impact on the anion-binding potential of the receptor. Linking groups that are capable of forming stable six-membered intramolecular hydrogen-bonded rings with the catechol O-H groups significantly inhibit the ability of the catechol units to hydrogen bond to chloride anions. However, where the linking groups are only capable of forming five- or seven-membered intramolecular hydrogen-bonded rings, then anion binding via hydrogen bonding through the catechol O-H groups becomes a possibility. This process is solvent dependent; the presence of competitive solvent (e.g., DMSO-d6) disrupts the intramolecular hydrogen-bonding pattern and enhances anion binding relative to simple unfunctionalized catechol. The most effective receptor is that in which the hydrogen-bonding linker (-CH 2CONH-) is most distant from the catechol units and can only form a seven-membered intramolecular hydrogen-bonded ring. In this case, the receptor, which contains two catechol units, is a more effective chloride anion binder than simple unfunctionalized catechol, demonstrating that the two head groups, in combination with the N-H groups in the linker, act cooperatively and enhance the degree of anion binding. In summary, this paper provides insight into the hydrogen-bonding patterns in orthofunctionalized catechols and the impact these have on the potential of the catechol O-H groups to hydrogen bond to a chloride anion.
Specific Sequestering Agents for the Actinides. 3. Polycatecholate Ligands Derived from 2,3-dihydroxy-5-sulfobenzoyl Conjugates of Diaza- and Tetraazaalkanes
Weitl, Frederick L.,Raymond, Kenneth N.
, p. 2289 - 2293 (2007/10/02)
As part of a program to develop specific sequestering agents for the actinides, we have reported the synthesis of N,N',N'',N'''-tetra(2,3-dihydroxybenzoyl)tetraazaalkanes.These tetra(DBH) amides are potentially octadentate ligands via coordination of the
