1275593-72-0Relevant academic research and scientific papers
Methyl propiolate and 3-butynone: Starting points for synthesis of amphiphilic 1,2,3-triazole peptidomimetics for antimicrobial evaluation
Bakka, Thomas A.,Str?m, Morten B.,Andersen, Jeanette H.,Gautun, Odd R.
, p. 5380 - 5395 (2017)
A library of 29 small 1,4-substituted 1,2,3-triazoles was prepared for studies of antimicrobial activity. The pharmacophore model investigated with these substrates was based on small peptidomimetics of antimicrobial peptides and antimicrobials isolated from marine organisms from sub-arctic regions. Using methyl 1,2,3-triazole-carboxylates and 1,2,3-triazole methyl ketones prepared through “click” chemistry we were able to synthesize the different cationic amphiphiles through three steps or less. Several structural modifications to the lipopohilic side and hydrophilic sides of the amphiphiles were investigated and compared with regards to antimicrobial activity and cytotoxicity in particular. The most promising amphiphile 10f displayed minimum inhibitory concentrations (MICs) between 4–16 μg/mL against Gram-positive Enterococcus faecalis, Staphylococcus aureus, Streptococcus agalacticae, and Gram-negative Escherichia coli and Pseudomonas aeruginosa. The decent level of antimicrobial activity and biofilm inhibition, short synthesis, and accessible reagents, makes this type of amphiphilic mimics interesting leads for further development.
Comparing Isomeric Tridentate Carbazole-Based Click Ligands: Metal Complexes and Redox Chemistry
Pryjomska-Ray, Iweta,Zornik, Denise,P?tzel, Michael,Krause, Konstantin B.,Grubert, Lutz,Braun-Cula, Beatrice,Hecht, Stefan,Limberg, Christian
, p. 5341 - 5349 (2018)
Two novel bis(triazolyl)carbazole ligands Hbtc1 (3,6-di(tert-butyl)-1,8-bis[(1-(3,5-di(tert-butyl)phenyl)-1,2,3-triazol-4-yl)]-9H-carbazole) and Hbtc2 (3,6-di(tert-butyl)-1,8-bis[(4-(3,5-di(tert-butyl)phenyl)-1,2,3-triazol-1-yl)]-9H-carbazole), differing
Synthesis and antimicrobial evaluation of cationic low molecular weight amphipathic 1,2,3-triazoles
Bakka, Thomas A.,Str?m, Morten B.,Andersen, Jeanette H.,Gautun, Odd R.
supporting information, p. 1119 - 1123 (2017/06/21)
A library of 28 small cationic 1,4-substituted 1,2,3-triazoles was prepared for studies of antimicrobial activity. The structures addressed the pharmacophore model of small antimicrobial peptides and an amphipathic motif found in marine antimicrobials. Eight compounds showed promising antimicrobial activity, of which the most potent compound 10b displayed minimum inhibitory concentrations of 4–8?μg/mL against Streptococcus agalacticae, Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli, and Enterococcus faecalis. The simple syntheses and low degree of functionalization make these 1,4-substituted 1,2,3-triazoles interesting for further optimizations.
Triazole-pyridine ligands: A novel approach to chromophoric iridium arrays
Juriek, Michal,Felici, Marco,Contreras-Carballada, Pablo,Lauko, Jan,Bou, Sandra Rodriguez,Kouwer, Paul H. J.,Brouwer, Albert M.,Rowan, Alan E.
supporting information; experimental part, p. 2104 - 2111 (2011/10/02)
We describe a novel modular approach to a series of luminescent iridium complexes bearing triazole-pyridine-derived ligands that were conveniently prepared by using "click" chemistry. One, two or three triazole-pyridine units were effectively built into the heteroaromatic macromolecule using versatile acetylene- and azide-functionalised precursors. Using this approach, a series of iridium-derived molecules, that differ in the number of iridium centres, the structural characteristics of the cyclometalating ligand and the backbone, were synthesised. The preliminary photophysical properties of the prepared complexes indicate that there is only limited interaction (through space or through the backbone) between the iridium centres within one molecule and that each iridium centre retains its individual properties. The results show that our approach can be generally applied towards covalently linked multichromophoric systems with potential application, for instance, in the design and preparation of tunable light emitters. As a demonstration of this concept, a single molecule white-light emitter, constructed from two iridium centres (yellow emission) and a fluorene unit (blue emission), is presented. The Royal Society of Chemistry.
