Microwave-assisted decarboxylation of bicyclic 2-pyridone scaffolds and identification of A beta-peptide aggregation inhibitors
2005 (English)In: Organic and biomolecular chemistry, ISSN 1477-0520, E-ISSN 1477-0539, Vol. 3, no 15, 2817-2823 p.Article in journal (Refereed) Published
A reagent-free microwave-assisted decarboxylation procedure for carboxylic acid functionalized bicyclic 2-pyridones has been developed. This new method, based on microwave heating at 220 degrees C for 600 seconds in N-methyl pyrrolidone (NMP), proved to be practical and very efficient, resulting in decarboxylated 2-pyridones in near-quantitative yields. The decarboxylated products and the intermediate 2-pyridones in the form of carboxylic acid methyl esters and carboxylic acids were screened for their effect on A beta-peptide aggregation. Two out of the 21 2-pyridones described in this study inhibited amyloid formation of the Alzheimer A beta(1-40) peptide. The effect was seen even at a 4 : 1 ratio of 2-pyridone and monomeric A beta-peptide.
Place, publisher, year, edition, pages
London, U.K.: Royal Society of Chemistry , 2005. Vol. 3, no 15, 2817-2823 p.
RING-FUSED 2-PYRIDINONES, ALZHEIMERS-DISEASE, ELECTRON-TRANSFER, OLIGOMERS, ACIDS, NEUROTOXICITY, DERIVATIVES, MECHANISM, RADICALS, ESTERS
Other Basic Medicine
IdentifiersURN: urn:nbn:se:umu:diva-13466DOI: 10.1039/b503294fPubMedID: 16032359OAI: oai:DiVA.org:umu-13466DiVA: diva2:153137