16116-80-6Relevant articles and documents
4-[2-(Trimethylsilyl)ethynyl]benzoates: Synthesis and evaluation for mesomorphic properties of some novel calamitic molecules
Srinivasa,Hariprasad
, p. 19 - 25 (2014)
A series of novel terminal trimethylsilylacetylene benzoate derivatives with various linking groups were synthesized using Friedel-Craft's O-acylation reaction. The chemical structures of the novel 4-[2-(trimethylsilyl)ethynyl]benzoates were confirmed by
Pillar[5]arene-Based Polycationic Glyco[2]rotaxanes Designed as Pseudomonas aeruginosa Antibiofilm Agents
Coenye, Tom,De Winter, Julien,Diaconu, Andrei,Fransolet, Maude,Gillon, Emilie,Imberty, Anne,Jimmidi, Ravikumar,Michiels, Carine,Mohy El Dine, Tharwat,Vincent, Stéphane P.
supporting information, p. 14728 - 14744 (2021/10/12)
Pseudomonas aeruginosa (P.A.) is a human pathogen belonging to the top priorities for the discovery of new therapeutic solutions. Its propensity to generate biofilms strongly complicates the treatments required to cure P.A. infections. Herein, we describe the synthesis of a series of novel rotaxanes composed of a central galactosylated pillar[5]arene, a tetrafucosylated dendron, and a tetraguanidinium subunit. Besides the high affinity of the final glycorotaxanes for the two P.A. lectins LecA and LecB, potent inhibition levels of biofilm growth were evidenced, showing that their three subunits work synergistically. An antibiofilm assay using a double δlecAδlecB mutant compared to the wild type demonstrated that the antibiofilm activity of the best glycorotaxane is lectin-mediated. Such antibiofilm potency had rarely been reached in the literature. Importantly, none of the final rotaxanes was bactericidal, showing that their antibiofilm activity does not depend on bacteria killing, which is a rare feature for antibiofilm agents.
Convenient and easy access to 2-hydroxycyclopent-2-enones from acylcyanohydrins
Pantin, Mathilde,Bodinier, Florent,Saillour, Jordan,Youssouf, Yassine M.,Boeda, Fabien,Pearson-Long, Morwenna S.M.,Bertus, Philippe
supporting information, p. 4657 - 4662 (2019/07/16)
A convenient access to 2-hydroxycyclopentenones was designed from acylcyanohydrins, by using titanacyclopropane complexes as nucleophilic partners and an intramolecular aldol condensation in basic conditions. The development of a one-pot procedure allows a step- and atom-economic process, and the use of Grignard reagents other than ethylmagnesium bromide provided valuable 3,4-disubstituted 2-hydroxycyclopentenones. The utility of the hydroxy group was illustrated by further functionalization of the α-position using palladium-mediated cross-coupling reactions.
Heteromultifunctional Oxazolones as Versatile Linkers for Click Chemistry Reactions
Pantin, Mathilde,Caillé, Julien,Boeda, Fabien,Fontaine, Laurent,Pearson-Long, Morwenna S. M.,Bertus, Philippe
, p. 7359 - 7366 (2019/11/26)
New oxazolone-based heteromultifunctional linkers were synthesized using a zinc-mediated double functionalization of nitriles as the key step. The orthogonality of the functional groups displayed by this original scaffold was demonstrated by conducting se
A sub-milligram-synthesis protocol for in vitro screening of HDAC11 inhibitors
Tian, Yinping,Jin, Jin,Wang, Congying,Lv, Wenhui,Li, Xuewei,Che, Xiaona,Gong, Yanchao,Li, Yanjun,Li, Quanli,Hou, Jingli,Wang, Peng G.,Shen, Jie
supporting information, p. 2434 - 2437 (2016/07/07)
This work demonstrated the high efficiency of a sub-milligram-synthesis based medicinal chemistry method. Totally 72 compounds, consisting a tri-substituted pyrrolidine core, were prepared. Around 0.1 mg of each compound was solid-phase synthesized. Based on the additive property of UV absorptions of unconjugated chromophores of a molecule, these compounds were quantified by UV measurement. A hit, whose IC50 value was 1.2 μM in HDAC11 inhibition assays, highlights the applicability of the approach reported here in future optimization works.
Evidence for the assembly of carboxyphenylethynyl zinc porphyrins on nanocrystalline TiO2 surfaces
Lo, Chen-Fu,Luo, Liyang,Diau, Eric Wei-Guang,Chang, I.-Jy,Lin, Ching-Yao
, p. 1430 - 1432 (2008/02/03)
UV-visible absorption and AFM studies suggest that carboxyphenylethynyl zinc porphyrins aggregate on nanocrystalline TiO2 surfaces in an H-type fashion. The Royal Society of Chemistry 2006.
Oligonucleotides containing arylacetylene residues: Synthesis and post-synthetic modification via [3+2] cycloaddition
Ustinov,Korshun
, p. 1268 - 1274 (2008/02/05)
The synthesis of a phosphoramidite reagent for 5′-modification of oligonucleotides by introducing an arylacetylene residue has been described. Using the reaction with 3-(perylen-3-yl)propyl azide as an example, it was shown that the acetylene derivatives
