106792-38-5Relevant academic research and scientific papers
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.
Discovery of a Class of Potent and Selective Non-competitive Sentrin-Specific Protease 1 Inhibitors
Brand, Michael,Frasson, David,Gall, Flavio,Hunziker, Lukas,Kroslakova, Ivana,Lindenmann, Urs,Riedl, Rainer,Sievers, Martin
, (2020)
Sentrin-specific proteases (SENPs) are responsible for the maturation of small ubiquitin-like modifiers (SUMOs) and the deconjugation of SUMOs from their substrate proteins. Studies on prostate cancer revealed an overexpression of SENP1, which promotes prostate cancer progression as well as metastasis. Therefore, SENP1 has been identified as a novel drug target against prostate cancer. Herein, we report the discovery and biological evaluation of potent and selective SENP1 inhibitors. A structure-activity relationship (SAR) of the newly identified pyridone scaffold revealed allosteric inhibitors with very attractive in vitro ADMET properties regarding plasma binding and plasma stability for this challenging target. This study also emphasizes the importance of biochemical mode of inhibition studies for de novo designed inhibitors.
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.
Total synthesis of (±)-hyrtiazepine
Ito, Fumihiro,Shudo, Koichi,Yamaguchi, Kentaro
experimental part, p. 1805 - 1811 (2011/04/16)
The total synthesis of the azepinoindole alkaloid, (±)-hyrtiazepine, was achieved. Construction of the azepinoindole core structure was carried out by C-4 selective α-hydroxyalkylation of 5-hydroxyindole, introduction of serine at C-3 of the indole moiety, and intramolecular imination.
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
JAK INHIBITOR
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Page/Page column 82, (2009/10/21)
A JAK inhibitor comprising, as an active ingredient, a nitrogen-containing heterocyclic compound represented by formula (I) {wherein W represents a nitrogen atom or -CH-; X represents -C (=O) - or -CHR4- (wherein R4 represents a hydrogen atom, or the like); R1 represents the formula described below [wherein Q1 represents-CR8-(wherein R8 represents a hydrogen atom, substituted or unsubstituted lower alkyl, or the like); Q2 represents -NR15- (wherein R15 represents a hydrogen atom, substituted or unsubstituted lower alkyl, or the like); and R5 and R6 may be the same or different and each represents a hydrogen atom, halogen, carboxy, substituted or unsubstituted lower alkyl, or the like], or the like; and R2 and R3 may be the same or different and each represents a hydrogen atom, halogen, substituted or unsubstituted lower alkyl, or the like} or a pharmaceutically acceptable salt thereof.
Indole derivatives comprising an acetylene group
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Page/Page column 23, (2008/06/13)
This invention is directed to compounds of the formula (I): wherein one of R6, R7, R8 and R9 is and X, R1 to R12, m, n and o are as defined in the description, and pharmaceutically acceptable salts and/or esters thereof. The invention is also directed to pharmaceutical compositions containing such compounds, to a process for their preparation and to their use for the treatment and/or prevention of diseases which are modulated by PPARδ and/or PPARα agonists.
Indolyl and dihydroindolyl derivatives, their manufacture and use as pharmaceutical agents
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Page/Page column 20, (2008/06/13)
This invention relates to compounds of the formula wherein one of R6, R7 and R8 is and X, Y1 to Y4, R1 to R14 and n are as defined in the description, and to all enantiomers and pharmaceutically acceptable salts and/or esters thereof The invention further relates to pharmaceutical compositions containing such compounds, to a process for their preparation and to their use for the treatment and/or prevention of diseases which are modulated by PPARδ and/or PPARα agonists.
Thiazolyl-indole derivatives, their manufacture and use as pharmaceutical agents
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Page 21; 27, (2010/02/10)
This invention relates to compounds of the formula wherein one of R6, R7 or R8 is and all enantiomers and pharmaceutically acceptable salts and/or esters thereof as well as pharmaceutical compositions containing such compo
Indolyl derivatives
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Page/Page column 22, (2010/02/14)
This invention relates to compounds of the formula I: wherein one of R6, R7 and R8 is and R1 to R15 and n are as defined in the description, and all enantiomers and pharmaceutically acceptable salts a
