@article{HofmannGinexEspargaroetal.2021,
  author    = {Hofmann, Julian and Ginex, Tiziana and Espargar{\´o}, Alba and Scheiner, Matthias and Gunesch, Sandra and Arag{\´o}, Marc and Stigloher, Christian and Sabat{\´e}, Raimon and Luque, F. Javier and Decker, Michael},
  title     = {Azobioisosteres of Curcumin with Pronounced Activity against Amyloid Aggregation, Intracellular Oxidative Stress, and Neuroinflammation},
  series = {Chemistry - A European Journal},
  volume    = {27},
  journal   = {Chemistry - A European Journal},
  number    = {19},
  doi       = {10.1002/chem.202005263},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-238988},
  pages     = {6015 -- 6027},
  year      = {2021},
  abstract  = {Many (poly-)phenolic natural products, for example, curcumin and taxifolin, have been studied for their activity against specific hallmarks of neurodegeneration, such as amyloid-β 42 (Aβ42) aggregation and neuroinflammation. Due to their drawbacks, arising from poor pharmacokinetics, rapid metabolism, and even instability in aqueous medium, the biological activity of azobenzene compounds carrying a pharmacophoric catechol group, which have been designed as bioisoteres of curcumin has been examined. Molecular simulations reveal the ability of these compounds to form a hydrophobic cluster with Aβ42, which adopts different folds, affecting the propensity to populate fibril-like conformations. Furthermore, the curcumin bioisosteres exceeded the parent compound in activity against Aβ42 aggregation inhibition, glutamate-induced intracellular oxidative stress in HT22 cells, and neuroinflammation in microglial BV-2 cells. The most active compound prevented apoptosis of HT22 cells at a concentration of 2.5 μm (83 \% cell survival), whereas curcumin only showed very low protection at 10 μm (21 \% cell survival).},
  language  = {en}
}