1006877-05-9Relevant academic research and scientific papers
In silico-driven multicomponent synthesis of 4,5- and 1,5-disubstituted imidazoles as indoleamine 2,3-dioxygenase inhibitors
Fallarini,Massarotti,Gesù,Giovarruscio,Coda Zabetta,Bergo,Giannelli,Brunco,Lombardi,Sorba,Pirali
, p. 409 - 419 (2016)
Indoleamine 2,3-dioxygenase is involved in pathological immune escape and has recently become an attractive target for anti-cancer therapy. 4-Phenylimidazole (4-PI) provides a promising starting point for the development of IDO1 inhibitors. With the aim o
Synthesis, characterization and biological activity of bromido[3-ethyl-4-aryl-5-(2-methoxypyridin-5-yl)-1-propyl-1,3-dihydro-2H-imidazol-2-ylidene]gold(i) complexes
Ausserer, Marjana,Baecker, Daniel,Gallati, Caroline M.,Goetzfried, Sina K.,Gust, Ronald,Hermann, Martin,Kircher, Brigitte,Plangger, Matthias,Sagasser, Jessica,Wurst, Klaus
supporting information, p. 5471 - 5481 (2020/05/13)
Bromido[3-ethyl-4-aryl-5-(2-methoxypyridin-5-yl)-1-propyl-1,3-dihydro-2H-imidazol-2-ylidene]gold(i) complexes (8a-h) with methoxy, methyl and fluorine substituents at different positions of the 4-aryl ring were synthesized and characterized. The relevance of the 2-methoxypyridin-5-yl residue and the substituents at the 4-aryl ring with regard to the activity against a series of cell lines was determined. Particularly against the Cisplatin-resistant ovarian cancer cell line A2780cis, the most active bromido[3-ethyl-4-(4-methoxyphenyl)-5-(2-methoxypyridin-5-yl)-1-propyl-1,3-dihydro-2H-imidazol-2-ylidene]gold(i) complex8cwas more active than Auranofin. It also inhibited thioredoxin reductase more effectively and induced high amounts of reactive oxygen species in A2780cis cells. Furthermore, its influence on non-cancerous SV 80 lung fibroblasts was lower than that of Auranofin. This fact, together with a high accumulation rate in tumor cells, determined on the example of MCF-7 cells, makes this complex an interesting candidate for further extensive studies.
The base-free van Leusen reaction of cyclic imines on water: Synthesis of N-fused imidazo 6,11-dihydro β-carboline derivatives
Satyam, Killari,Murugesh,Suresh, Surisetti
supporting information, p. 5234 - 5238 (2019/06/07)
Construction of imidazoles has been demonstrated on water under base-free conditions. The reaction of dihydro β-carboline imines and p-toluenesulfonylmethyl isocyanides furnished the corresponding substituted N-fused imidazo 6,11-dihydro β-carboline derivatives in very good yields under ambient conditions. The use of deuterium oxide (D2O) as a solvent enabled the incorporation of deuterium isotopes in the imidazole ring.
Organocatalytic asymmetric synthesis of β-aryl-β-isocyano esters
Morana, Fabio,Basso, Andrea,Bella, Marco,Riva, Renata,Banfi, Luca
, p. 2199 - 2210 (2012/11/07)
The asymmetric addition of malonates to in situ generated N-formylimines of aromatic aldehydes was achieved under phase-transfer catalysis using Cinchona alkaloids-derived quaternary ammonium salts. The resulting β- formamidomalonates have been efficientl
Design and modular parallel synthesis of a MCR derived α-helix mimetic protein-protein interaction inhibitor scaffold
Antuch, Walfrido,Menon, Sanjay,Chen, Quin-Zene,Lu, Yingchun,Sakamuri, Sukumar,Beck, Barbara,Schauer-Vukasinovic, Vesna,Agarwal, Seema,Hess, Sibylle,Doemling, Alexander
, p. 1740 - 1743 (2007/10/03)
A terphenyl α-helix mimetic scaffold recognized to be capable of disrupting protein-protein interactions was structurally morphed into an easily amenable and versatile multicomponent reaction (MCR) backbone. The design, modular in-parallel library synthes
