19247-97-3Relevant academic research and scientific papers
Unraveling the structure and exciton coupling for multichromophoric merocyanine dye molecules
Koch, Federico,Stolte, Matthias,Zitzler-Kunkel, André,Bialas, David,Steinbacher, Andreas,Brixner, Tobias,Würthner, Frank
, p. 6368 - 6378 (2017)
The relative orientation of chromophores is a key factor in determining the relationship between the structure and the functionality in molecular multichromophore ensembles. In the case of structurally flexible molecular systems in solution, the task to c
Efficient Dimerization Disruption of Leishmania infantum Trypanothione Reductase by Triazole-phenyl-thiazoles
Revuelto, Alejandro,De Lucio, Héctor,García-Soriano, Juan Carlos,Sánchez-Murcia, Pedro A.,Gago, Federico,Jiménez-Ruiz, Antonio,Camarasa, María-José,Velázquez, Sonsoles
, p. 6137 - 6160 (2021/05/29)
Inhibition of Leishmania infantum trypanothione disulfide reductase (LiTryR) by disruption of its homodimeric interface has proved to be an alternative and unexploited strategy in the search for novel antileishmanial agents. Proof of concept was first obtained by peptides and peptidomimetics. Building on previously reported dimerization disruptors containing an imidazole-phenyl-thiazole scaffold, we now report a new 1,2,3-triazole-based chemotype that yields noncompetitive, slow-binding inhibitors of LiTryR. Several compounds bearing (poly)aromatic substituents dramatically improve the ability to disrupt LiTryR dimerization relative to reference imidazoles. Molecular modeling studies identified an almost unexplored hydrophobic region at the interfacial domain as the putative binding site for these compounds. A subsequent structure-based design led to a symmetrical triazole analogue that displayed even more potent inhibitory activity over LiTryR and enhanced leishmanicidal activity. Remarkably, several of these novel triazole-bearing compounds were able to kill both extracellular and intracellular parasites in cell cultures.
Synthesis of 1,4-Dicarbonyl Compounds from Silyl Enol Ethers and Bromocarbonyls, Catalyzed by an Organic Dye under Visible-Light Irradiation with Perfect Selectivity for the Halide Moiety over the Carbonyl Group
Esumi, Naoto,Suzuki, Kensuke,Nishimoto, Yoshihiro,Yasuda, Makoto
supporting information, p. 5704 - 5707 (2016/11/17)
We report the visible-light-induced radical coupling reaction of silyl enol ethers with α-bromocarbonyl compounds to give 1,4-dicarbonyls. The reaction was effectively accelerated using an inexpensive organic dye (eosin Y) as a photoredox catalyst. 1,4-Dicarbonyl compounds alone were afforded, without the generation of carbonyl adducts of the α-halocarbonyls, which are usually generated in the presence of fluoride anions or Lewis acids. A variety of silyl enol ethers, α-bromoketones, α-bromoesters, and α-bromoamides were applied to this system to produce the coupling compounds.
Anion receptors containing thiazine-1,1-dioxide heterocycles as hydrogen bond donors
Wang, Hong-Bo,Wisner, James A.,Jennings, Michael C.
scheme or table, (2010/08/20)
The synthesis, X-ray crystal structures and anion recognition properties of two receptors containing thiazine-1,1-dioxide heterocycles as hydrogen bond donating subunits are reported. The newly synthesized receptors display much different anion selectivit
Direct synthesis of α-bromoketones from alkylarenes by aerobic visible light photooxidation
Tada, Norihiro,Ban, Kazunori,Hirashima, Shin-Ichi,Miura, Tsuyoshi,Itoh, Akichika
supporting information; experimental part, p. 4701 - 4704 (2010/11/17)
The direct synthesis of α-bromoketones from alkylarenes by aerobic photooxidation with hydrobromic acid is reported. The key success for this direct oxidative reaction is due to control of bromination with acetic acid and ethanol, which are generated in situ by solvolysis of ethyl acetate in the course of the reaction.
