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K2S2O8-mediated coupling of 6-amino-7-aminomethyl-thiazolino-pyridones with aldehydes to construct amyloid affecting pyrimidine-fused thiazolino-2-pyridones
Umeå University, Faculty of Science and Technology, Department of Chemistry.ORCID iD: 0000-0003-3269-6228
Umeå University, Faculty of Science and Technology, Department of Chemistry.ORCID iD: 0000-0002-4480-1219
Umeå University, Faculty of Medicine, Department of Medical Biochemistry and Biophysics.ORCID iD: 0000-0001-9070-6215
Umeå University, Faculty of Science and Technology, Department of Chemistry.
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2021 (English)In: Organic and biomolecular chemistry, ISSN 1477-0520, E-ISSN 1477-0539, Vol. 19, no 44, p. 9758-9772Article in journal (Refereed) Published
Abstract [en]

We herein present the synthesis of diversely functionalized pyrimidine fused thiazolino-2-pyridones via K2S2O8-mediated oxidative coupling of 6-amino-7-(aminomethyl)-thiazolino-2-pyridones with aldehydes. The developed protocol is mild, has wide substrate scope, and does not require transition metal catalyst or base. Some of the synthesized compounds have an ability to inhibit the formation of Amyloid-β fibrils associated with Alzheimer's disease, while others bind to mature amyloid-β and α-synuclein fibrils.

Place, publisher, year, edition, pages
The Royal Society of Chemistry , 2021. Vol. 19, no 44, p. 9758-9772
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:umu:diva-189516DOI: 10.1039/D1OB01580JISI: 000714122800001PubMedID: 34730163Scopus ID: 2-s2.0-85120001225OAI: oai:DiVA.org:umu-189516DiVA, id: diva2:1611313
Funder
Swedish Research Council, 2017-02339; 2017-00695; 2018-04589Knut and Alice Wallenberg Foundation, 2013.0031Göran Gustafsson Foundation for Research in Natural Sciences and MedicineSwedish Foundation for Strategic Research, SB12-0070NIH (National Institutes of Health), (R01AI134847-01A1Available from: 2021-11-15 Created: 2021-11-15 Last updated: 2023-08-09Bibliographically approved

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Bharate, Jaideep B.Ådén, JörgenGharibyan, AnnaAdolfsson, Dan E.Jayaweera, Sanduni WasanaSingh, PardeepVielfort, KatarinaTyagi, MohitBonde, MariBergström, SvenOlofsson, AndersAlmqvist, Fredrik

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Bharate, Jaideep B.Ådén, JörgenGharibyan, AnnaAdolfsson, Dan E.Jayaweera, Sanduni WasanaSingh, PardeepVielfort, KatarinaTyagi, MohitBonde, MariBergström, SvenOlofsson, AndersAlmqvist, Fredrik
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Department of ChemistryDepartment of Medical Biochemistry and BiophysicsDepartment of Molecular Biology (Faculty of Medicine)
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Organic and biomolecular chemistry
Organic Chemistry

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