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  • Adolfsson, Dan E.,1989-Umeå universitet,Kemiska institutionen,Fredrik Almqvist (author)

Intramolecular Povarov Reactions for the Synthesis of Chromenopyridine fused 2-Pyridone Polyheterocycles Binding to α-Synuclein and Amyloid-β fibrils

  • Article/chapterEnglish2020

Publisher, publication year, extent ...

  • 2020-10-25
  • American Chemical Society (ACS),2020
  • electronicrdacarrier

Numbers

  • LIBRIS-ID:oai:DiVA.org:umu-174531
  • https://urn.kb.se/resolve?urn=urn:nbn:se:umu:diva-174531URI
  • https://doi.org/10.1021/acs.joc.0c01699DOI

Supplementary language notes

  • Language:English
  • Summary in:English

Part of subdatabase

Classification

  • Subject category:vet swepub-contenttype
  • Subject category:art swepub-publicationtype

Notes

  • Previously included in thesis in manuscript form.
  • A BF3×OEt2 catalyzed intramolecular Povarov reaction was used to synthesize a library of 15 chromenopyridine fused thiazolino-2-pyridone peptidomimetics. The reaction works with a range of O-alkylated salicylaldehydes and amino functionalized thiazolino-2-pyridones, to generate polyheterocycles with diverse substitution. The synthesized compounds were screened for their ability to bind α-synuclein and amyloid β fibrils in vitro. Analogs substituted with a nitro group bind to mature amyloid fibrils, and the activity moreover depends on the positioning of this functional group.

Subject headings and genre

Added entries (persons, corporate bodies, meetings, titles ...)

  • Tyagi, MohitUmeå universitet,Kemiska institutionen(Swepub:umu)moty0009 (author)
  • Singh, PardeepUmeå universitet,Kemiska institutionen,Fredrik Almqvist(Swepub:umu)pasi0012 (author)
  • Deuschmann, AdrianUmeå universitet,Kemiska institutionen (author)
  • Ådén, Jörgen,1980-Umeå universitet,Kemiska institutionen(Swepub:umu)jonadn02 (author)
  • Gharibyan, AnnaUmeå universitet,Institutionen för medicinsk kemi och biofysik,Anders Olofsson(Swepub:umu)angh0001 (author)
  • Jayaweera, Sanduni WasanaAnders Olofsson(Swepub:umu)sawa0061 (author)
  • Lindgren, Anders E. G.Umeå universitet,Kemiska institutionen,Fredrik Almqvist(Swepub:umu)arslin04 (author)
  • Olofsson, Anders,1970-Umeå universitet,Institutionen för medicinsk kemi och biofysik(Swepub:umu)anol0042 (author)
  • Almqvist, FredrikUmeå universitet,Kemiska institutionen(Swepub:umu)fral0001 (author)
  • Umeå universitetKemiska institutionen (creator_code:org_t)

Related titles

  • In:Journal of Organic Chemistry: American Chemical Society (ACS)85:21, s. 14174-141890022-32631520-6904

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