1609957-05-2Relevant academic research and scientific papers
Synthesis of 2,5-diaryl-substituted thiophenes as helical mimetics: Towards the modulation of islet amyloid polypeptide (IAPP) amyloid fibril formation and cytotoxicity
Hassanpour, Avid,Dea Carufel, Carole Anne,Bourgault, Steve,Forgione, Pat
supporting information, p. 2522 - 2528 (2014/03/21)
A range of 2,5-diarylated thiophenes were synthesised as small molecule mimetics of the α-helix to modulate the amyloidogenesis and cytotoxic effect of islet amyloid polypeptide (IAPP). 3-Substituted thiophene-2-carboxylic acids were used as key intermediates and functionalised by palladium decarboxylative cross-coupling and direct C=H activation successively with overall yields ranging from 23 to 95 %. The effect of the ligands on IAPP amyloid fibril formation was evaluated with the thioflavina T (ThT) fluorescence-based assay. Furthermore, the capacity of these compounds to inhibit the cytotoxic effect of IAPP was assessed using β-pancreatic cells. A twist manipulated: A range of 2,5-diarylated thiophenes was synthesised as small molecule mimetics of the α-helix to modulate the amyloidogenesis and cytotoxic effect of islet amyloid polypeptide (IAPP; see scheme). The effect of the ligands on IAPP amyloid fibril formation was evaluated. Furthermore, the capacity of these compounds to inhibit the cytotoxic effect of IAPP was assessed using β-pancreatic cells. Copyright
