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Université de Fribourg

Application of photoclick chemistry for the synthesis of pyrazoles via 1,3‐dipolar cycloaddition between alkynes and nitrilimines generated in situ

Remy, Richard ; Bochet, Christian G.

In: European Journal of Organic Chemistry, 2018, vol. 2018, no. 3, p. 316–328

The photochemical extrusion of gaseous nitrogen from 2,5-disubstituted tetrazoles to generate reactive nitrilimines in situ represents an efficient and attractive way to form dipoles that can be used to provide useful chemicals via 1,3-dipolar cycloadditions. The concept of “photoclick chemistry” already inspired numerous researchers, who exploited photochemical processes involving...

Université de Fribourg

In vitro antitubercular activity of extract and constituents from the stem bark of Disthemonanthus benthamianus

Evina, Jean Noel ; Bikobo, Dominique Serge Ngono ; Zintchem, ?, Auguste Abouem A. ; Nyemeck II, Norbert Mbabi ; Ndedi, Esther Del Florence Moni ; Diboué, Patrick Hervé Betote ; Nyegue, Maximilienne Ascension ; Atchadé, Alex de Théodore ; Pegnyemb, Dieudonné Emmanuel ; Koert, Ulrich ; Bochet, Christian G.

In: Revista Brasileira de Farmacognosia, 2017, vol. 27, no. 6, p. 739–743

A new C-glycosylflavone, apigenin 7-methyl ether 6-C-[β-xylopyranosyl-(1→3)-β- glucopyranoside] named distemonanthoside was isolated from the stem bark of Distemonanthus benthamianus Baill., Fabaceae, along with six known compounds, sitosterol 3-O-β-d-glucopyranoside, 4-methoxygallic acid, syringic acid, quercetin, 6″- O-acetylvitexin, quercetin 3-O-β-d-glucopyranoside. The structures...

Université de Fribourg

Solid‐phase synthesis of the aged‐nonapeptide‐nerve‐agent adduct of butyrylcholinesterase as reference materials for analytical verification

Bielmann, Andreas ; Curty, Christophe ; Bochet, Christian G.

In: Helvetica Chimica Acta, 2017, vol. 100, no. 11, p. -

Two pathways were developed and investigated for the synthesis of the ‘aged’- nonapeptide nerve-agent bioadduct of human butyrylcholinesterase (BuChE). Considering the fast ageing of nerve-agent adducts of BuChE in patients and biomedical samples this target molecule is of paramount relevance for quantitative analysis with respect to the Chemical Weapons Convention. Two approaches using a ...

Université de Fribourg

Photochemical C–H activation: generation of indole and carbazole libraries, and first total synthesis of clausenawalline D

Alimi, Isak ; Remy, Richard ; Bochet, Christian G.

In: European Journal of Organic Chemistry, 2017, vol. 2017, no. 22, p. 3197–3210

The photolysis of N-aryltriazoles and N-arylbenzotriazoles leads to indoles and carbazoles, respectively. Because libraries of triazoles can be accessed rapidly, for example by the copper-catalyzed [3+2] cycloaddition reaction between alkynes and azides, this reaction allows the preparation of indoles in a single operation, by the simultaneous photolysis of the precursor library. As an example of...

Consortium of Swiss Academic Libraries

Photochemical release of various functional groups

Bochet, Christian G.

In: Pure and Applied Chemistry, 2006, vol. 78, no. 2, p. 241-247

Université de Fribourg

Bis-retinoid A2E induces an increase of basic fibroblast growth factor via inhibition of extracellular signal-regulated kinases 1/2 pathway in retinal pigment epithelium cells and facilitates phagocytosis

Balmer, Delphine ; Bapst-Wicht, Linda ; Pyakurel, Aswin ; Emery, Martine ; Nanchen, Natacha ; Bochet, Christian G. ; Roduit, Raphael

In: Frontiers in Aging Neuroscience, 2017, vol. 9, p. -

Age-related macular degeneration (ARMD) is the leading cause of vision loss in developed countries. Hallmarks of the disease are well known; indeed, this pathology is characterized by lipofuscin accumulation, is principally composed of lipid-containing residues of lysosomal digestion. The N-retinyl-N-retinylidene ethanolamine (A2E) retinoid which is thought to be a cytotoxic component for RPE...

Université de Fribourg

Crystal structures of a copper(II) and the isotypic nickel(II) and palladium(II) complexes of the ligand (E)-1-[(2,4,6-tri­bromo­phen­yl)diazen­yl]naphthalen-2-ol

Chetioui, Souheyla ; Rouag, Djamil-Azzeddine ; Djukic, Jean-Pierre ; Bochet, Christian G. ; Touzani, Rachid ; Bailly, e Corinne ; Crochet, Aurélien ; Fromm, Katharina M.

In: Acta Crystallographica Section E: Crystallographic Communications, 2016, vol. 72, no. 8, p. 1093–1098

In the copper(II) complex, bis­{(E)-1-[(2,4,6-tri­bromo­phen­yl)diazen­yl]naph­thalen-2- olato}copper(II), [Cu(C₁₆H₈Br₃N₂O)₂], (I), the metal cation is coord­inated by two N atoms and two O atoms from two bidentate (E)-1-[(2,4,6-tri­bromo­phen­yl)diazen­yl]naphthalen-2-olate ligands, forming a slightly distorted square-planar...

Université de Fribourg

Activity-dependent structural plasticity of perisynaptic astrocytic domains promotes excitatory synapse stability

Bernardinelli, Yann ; Randall, Jerome ; Janett, Elia ; Nikonenko, Irina ; König, Stéphane ; Jones, Emma Victoria ; Flores, Carmen E. ; Murai, Keith K. ; Bochet, Christian G. ; Holtmaat, Anthony ; Muller, Dominique

In: Current Biology, 2014, vol. 24, no. 15, p. 1679–1688

Excitatory synapses in the CNS are highly dynamic structures that can show activity- dependent remodeling and stabilization in response to learning and memory. Synapses are enveloped with intricate processes of astrocytes known as perisynaptic astrocytic processes (PAPs). PAPs are motile structures displaying rapid actin-dependent movements and are characterized by Ca²⁺ elevations in...

Université de Fribourg

Supramolecular agent–simulant correlations for the luminescence based detection of V-series chemical warfare agents with trivalent lanthanide complexes

Dennison, Genevieve H. ; Bochet, Christian G. ; Curty, Christophe ; Ducry, Julien ; Nielsen, David J. ; Sambrook, Mark R. ; Zaugg, Andreas ; Johnston, Martin R.

In: European Journal of Inorganic Chemistry, 2016, p. -

Solution spectroscopic investigations into the interactions of eight potential bidentate V-series organophosphorus chemical warfare agent (OP CWA) simulants with [Eu(phen)₂(NO₃)₃]·2H₂O demonstrated that the chemical and structural composition of the secondary binding site within the simulant was of paramount importance. Only simulants containing both phosphoryl/phosphonyl and...

Université de Fribourg

Synthesis of FMRFaNV, a photoreleasable caged transmitter designed to study neuron–glia interactions in the central nervous System

Janett, Elia ; Bernardinelli, Yann ; Müller, Dominique ; Bochet, Christian G.

In: Bioconjugate Chemistry, 2015, vol. 26, no. 12, p. 2408–2418

Neuroscience studies require technologies able to deliver compounds with both scale and timing compatibility with morphological and physiological synaptic properties. In this light, two-photon flash photolysis has been extensively used to successfully apply glutamate or other neurotransmitters at the synaptic level. However, the set of commercially available caged compounds is restricted and...