22809-37-6Relevant articles and documents
Predictable adjustment of spin crossover temperature in solutions of iron(III) complexes functionalized with alkyl-urea tails
Johnson, Chloe J.,Morgan, Grace G.,Albrecht, Martin
, p. 7883 - 7889 (2015)
A new series of amphiphilic alkylurea functionalised iron(III) sal2trien complexes were prepared by substitution of phenolic ligand site with OCnH2n-NHC(=O)NHCmH2m+1 tails (n = 5, 9, m = 4, 12, 14, 16). These complexes display remarkably tunable spin-crossover (SCO) behaviour in solution. By imposing very slight structural modifications in the number of methylene recognition sites in a position remote from the functional unit, i.e. the SCO active iron(III) centre, the transition temperature T1/2 is modulated in a predictable manner. Additionally, a correlation between the concentration of the SCO-active amphiphile and its T1/2 allows for precise fine-tuning of the spin-transition properties and for quantifying the efficiency of self-assembly.
A series of novel, potent, and selective histone deacetylase inhibitors
Jones, Philip,Altamura, Sergio,Chakravarty, Prasun K.,Cecchetti, Ottavia,Francesco, Raffaele De,Gallinari, Paola,Ingenito, Raffaele,Meinke, Peter T.,Petrocchi, Alessia,Rowley, Michael,Scarpelli, Rita,Serafini, Sergio,Steinkuehler, Christian
, p. 5948 - 5952 (2006)
Histone deacetylase (HDAC) inhibitors offer a promising strategy for cancer therapy and the first generation HDAC inhibitors are currently in clinical trials. A structurally novel series of HDAC inhibitors based on the natural cyclic tetrapeptide Apicidin is described. Selected screening of the sample collection looking for L-2-amino-8-oxodecanoic acid (L-Aoda) derivatives identified a small acyclic lead molecule 1 with the unusual ketone zinc binding group. SAR studies around this lead resulted in optimization to potent, low molecular weight, selective, non-hydroxamic acid HDAC inhibitors, equipotent to current clinical candidates.
Constitutional Dynamic Selection at Low Reynolds Number in a Triple Dynamic System: Covalent Dynamic Adaptation Driven by Double Supramolecular Self-Assembly
Gu, Ruirui,Lehn, Jean-Marie
supporting information, p. 14136 - 14146 (2021/09/15)
A triple dynamic complex system has been designed, implementing a dynamic covalent process coupled to two supramolecular self-assembly steps. To this end, two dynamic covalent libraries (DCLs), DCL-1 and DCL-2, have been established on the basis of dynamic covalent C-C/C-N organo-metathesis between two Knoevenagel derivatives and two imines. Each DCL contains a barbituric acid-based Knoevenagel constituent that may undergo a sequential double self-organization process involving first the formation of hydrogen-bonded hexameric supramolecular macrocycles that subsequently undergo stacking to generate a supramolecular polymer SP yielding a viscous gel state. Both DCLs display selective self-organization-driven amplification of the constituent that leads to the SP. Dissociation of the SP on heating causes reversible randomization of the constituent distributions of the DCLs as a function of temperature. Furthermore, diverse distribution patterns of DCL-2 were induced by modulation of temperature and solvent composition. The present dynamic systems display remarkable self-organization-driven constitutional adaption and tunable composition by coupling between dynamic covalent component selection and two-stage supramolecular organization. In more general terms, they reveal dynamic adaptation by component selection in low Reynolds number conditions of living systems where frictional effects dominate inertial behavior.
Gemfibrozil derivatives as activators of soluble guanylyl cyclase – A structure-activity study
Baker, Hannah,Ferreira, Liam D.,Gayler, Kevin M.,Kane, Robert R.,Karunananthan, Johann W.,Kostyo, Jessica H.,Martin, Emil,Mattke, Jordan,Nguyen, Harold,Plunk, Michael A.,Quintana, Jeremy M.,Sharina, Iraida,Shuda, Mina,Stinchcomb, Alexandra L.
, (2021/08/09)
Previous studies demonstrated that anti-hyperlipidemic drug gemfibrozil acts as NO- and heme-independent activator of NO receptor soluble guanylyl cyclase. A series of new gemfibrozil derivatives were synthesized and evaluated for sGC activation. The structure-activity relationship study identified the positions in gemfibrozil's scaffold that are detrimental for sGC activation and those that are amendable for optimizing modifications. Compared with gemfibrozil, compounds 7c and 15b were more potent activators of cGMP-forming activity of purified sGC and exhibited enhanced relaxation of preconstricted mouse thoracic aorta rings. These studies established the overall framework needed for futher improvement of sGC activators based on gemfibrozil scaffold.