Two-directional synthesis and biological evaluation of alkaloid 5-epi-cis-275B?
Autor: | Gareth W. Harbottle, Robert A. Stockman, Annabella F. Newton, David Richards, Ian R. Mellor, George Procopiou, P. Aggarwal |
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Jazyk: | angličtina |
Rok vydání: | 2014 |
Předmět: |
Stereochemistry
Cholinergic Agonists Receptors Nicotinic Catalysis Cell Line chemistry.chemical_compound Alkaloids Materials Chemistry Humans Acetylcholine receptor Biological evaluation Biological Products Natural product Tandem Alkaloid Metals and Alloys Total synthesis General Chemistry Acetylcholine Surfaces Coatings and Films Electronic Optical and Magnetic Materials Nicotinic agonist chemistry Cyclization Quinolines Ceramics and Composites |
ISSN: | 1359-7345 1364-548X |
Popis: | © 2014 The Royal Society of Chemistry. The first total synthesis of myrmicine ant alkaloid 5-epi-cis-275B′ (4) is presented. A tandem cyclisation established the entire core of the structure in a single transformation as well as the required 2,5-anti stereochemistry. Two-directional synthesis was used to furnish the cyclisation precursor 2, as in each of the subsequent steps towards the natural product. The first electrophysiology studies for 4 (against nicotinic acetylcholine receptors) were also conducted, finding modest inhibition of current. |
Databáze: | OpenAIRE |
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