106792-38-5Relevant articles and documents
First total synthesis of β-carboline alkaloid trigonostemine G and its derivatives
Szabó, Tímea,Dancsó, András,Volk, Balázs,Milen, Mátyás
, p. 72 - 79 (2021)
The β-carboline core is the base structure of several biologically active natural and unnatural compounds. Herein, we report the first total synthesis of trigonostemine G, which is a newly isolated natural β-carboline alkaloid from the twigs of Trigonostemon filipes. Synthesis of two structurally close derivatives of trigonostemine G is also reported. Key step of the syntheses involves a nucleophilic addition of 5-{[tert-butyl(dimethyl) silyl]oxy}-1H-indole to 1-formyl-β-carboline building blocks.
Partially fluorinated alkoxy groups ? Conformational adaptors to changing environments
Huchet, Quentin A.,Trapp, Nils,Kuhn, Bernd,Wagner, Bj?rn,Fischer, Holger,Kratochwil, Nicole A.,Carreira, Erick M.,Müller, Klaus
, p. 34 - 46 (2017/06/23)
Lipophilicities of partially fluorinated n-propyloxy indole derivatives and their rates of oxidative metabolic degradation are presented. Comparison of the lipophilicity data with those of compounds containing the same partially fluorinated propyl groups attached to carbon or nitrogen reveals remarkable similarities and some distinct differences. A further striking difference in lipophilicity pattern is noted between terminally fluorinated n-propyloxy and corresponding methoxy derivatives. The lipophilicity patterns are rationalized in a consistent way by application of a simple rule-of-thumb based on polar-bond vector superposition, taking into account conformational aspects deduced from X-ray crystal structures and quantum chemical calculations. Several of these groups can switch between polar and non-polar conformations of comparable energies and may thus be regarded as potentially effective conformational adaptors to changing chemical environments. All compounds exhibit relatively high rates of metabolic degradation with a moderate correlation between degradation rate and lipophilicity.
Nucleoside Aryl Phosphoramidates for the Treatment of RNA-Dependent RNA Viral Infection
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Page/Page column 21, (2010/09/18)
The present invention provides nucleoside aryl phosphoramidates of structural formula (I) which are precursors to inhibitors of RNA-dependent RNA viral polymerase. These compounds are precursors to inhibitors of RNA-dependent RNA viral replication and are