The reaction of enamines and bromoquinones in the presence of copper(II) acetate and potassium carbonate results in a regiospecific synthesis of indolequinones. The reaction is broad in scope and scalable and provides a route to the core structure that is present in several biologically interesting natural and synthetic compounds.
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http://dx.doi.org/10.1002/ejoc.201201597 | DOI Listing |
Org Lett
December 2024
Institut für Pharmazeutische Biologie und Biotechnologie, Fachbereich Pharmazie, Philipps-Universität Marburg, Robert-Koch-Straße 4, 35037Marburg, Germany.
Genome mining and gene deletion experiments in proved the involvement of the PKS-NRPS PemA and the -enoyl reductase PemB in the formation of three enantiomeric clavatol-containing tetramate pairs. Overexpression of a transcription factor significantly improved the product yields. Feeding experiments provided evidence for their formation via 1,4-Michael addition of hydroxyclavatol to two tetramates from the Pem pathway.
View Article and Find Full Text PDFInt J Mol Sci
November 2024
Pharmazentrum Frankfurt, Institut für Allgemeine Pharmakologie und Toxikologie, Goethe University Hospital, 60590 Frankfurt am Main, Germany.
Sphingolipids play a major role in the regulation of hepatocellular apoptosis and proliferation. We have previously identified sphingolipid metabolites as biomarkers of chronic liver disease and hepatocellular carcinoma. Human hepatocellular carcinoma cell lines were transfected with a plasmid vector encoding for acid sphingomyelinase.
View Article and Find Full Text PDFInt J Biochem Cell Biol
December 2024
Department of Health Sciences, Biochemistry Laboratory, University of Milan, Via A. di Rudinì 8, Milan, Italy. Electronic address:
Mitomycin C as well as other antiproliferative drugs are off-label agents widely used to prevent the failure of glaucoma surgery due to activation of Tenon's fibroblasts and the ensuing excessive subconjunctival scarring. Though efficacious, these treatments are associated with some severe long-term complications, so it is crucial to investigate less cytotoxic compounds as adjuvant therapy in glaucoma surgery. The aim of this study was to evaluate the effect and potential cytotoxicity of Myriocin, a natural sphingolipid synthesis inhibitor, on TGF-β1-induced myofibroblasts transformation of human dermal fibroblasts.
View Article and Find Full Text PDFOrg Biomol Chem
January 2025
Department of chemistry, Pondicherry University, Puducherry-605014, India.
We present a method for synthesizing -benzyl pyridones from -quinone methides (-QMs) and 2- or 4-hydroxy pyridines in the presence of a base at room temperature. The reaction proceeds through 1,6-Michael addition reaction. Simple operation, good to excellent yields, broad substrate scope, and good functional group tolerance are the salient features of the developed methodology.
View Article and Find Full Text PDFAnal Chem
December 2024
Key Laboratory of Bioorganic Synthesis of Zhejiang Province, College of Biotechnology and Bioengineering, Zhejiang University of Technology, Hangzhou 310014, China.
β-Galactosidase (β-gal) has emerged as a pivotal biomarker in primary ovarian cancer. Despite the existence of numerous fluorescent probes for β-gal activity detection, quinone methide-based immobilizing probes were shown to avoid rapid diffusion of the activated fluorophore and improve the resolution. However, the synthesis of these fluorophores, particularly near-infrared fluorophores, still exhibits lower efficiency.
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