52546-36-8Relevant articles and documents
Conformationally constrained nicotines: Polycyclic, bridged, and spiro-annulated analogues as novel ligands for the nicotinic acetylcholine receptor
Ullrich, Thomas,Krich, Sylvia,Binder, Dieter,Mereiter, Kurt,Anderson, David J.,Meyer, Michael D.,Pyerin, Michael
, p. 4047 - 4054 (2007/10/03)
A set of novel nicotine-related, conformationally constrained compounds, including tetracyclic, bridged (4), and tricyclic, spiro-annulated (5) structures, were synthesized in a straightforward manner and optically resolved in a convenient fashion with (+)- and (-)-O,O′-di-p-toluoyltartaric acids. Absolute configurations were determined by X-ray crystallography. These compounds were evaluated for their ability to displace [3H]cytisine in a rat forebrain preparation and compared to (-)-nicotine. Three substances emerged With high affinity in the low nanomolar range. Moreover, one of these compounds ((+)-5b) showed not only high binding affinity (Ki = 4.79 nM) but also significant enantioselectivity over its antipode (Ki = 148 nM), supporting the hypothesis that conformational restraint can lead to high-affinity ligands, which are stereochemically discriminated by the nicotinic acetylcholine receptor and may feature optimum locations of the active sites of the pharmacophore.
A New Oxaanalog of Myristic Acid that Suppresses Replication of Human Immunodeficiency Virus
Vodovozova, E. L.,Mikhalev, I. I.,Rzhaninova, A. A.,Garaev, M. M.,Molotkovsky, Yul. G.
, p. 626 - 632 (2007/10/03)
A series of oxaanalogs of myristic acid were synthesized and tested for antiviral activity in MT4 cells infected with human immunodeficiency virus 1 (HIV-1).The synthesized acids have no toxic effect on uninfected MT4 cells at a concentration of 100μM. 14,14,14-Trifluoro-12-oxatetradecanoic acid substantially (by 75percent) inhibits the reproduction of HIV-1.Other compounds synthesized, (7Z)-13-, (9Z)-13-, and (7Z)-11-oxatetradecenoic acids, exhibit no antiviral effect.Key words: inhibitors of retroviruses; anti-HIV agents; protein N-myristoylation; mystoylCoA: protein-N-myristoyltransferase; myristic acid; oxaanalogs; inhibitors of virus-specific protein myristoylation
CARBON-CARBON BOND FORMATION BETWEEN ALKYLATED ALKENES AND ACRYLIC ESTER VIA 2-METHOXYALKYL RADICALS
Giese, Bernd,Heuck, Klaus
, p. 1829 - 1832 (2007/10/02)
Methoxymercuration/demercuration reactions of alkenes 10 in the presence of acrylic ester yield products 11 in a carbon-carbon bond formation reaction.
