6278-97-3Relevant articles and documents
Chiral arylideneaminoimidazolidin-4-ones: Green synthesis and isomerisation mechanism in solution
Bouzayani, Nadia,Marque, Sylvain,Kacem, Yakdhane,Kra?em, Jamil,Bourdreux, Flavien,Marrot, Jér?me,Ben Hassine, Béchir
, p. 4777 - 4786 (2019/03/26)
A green and eco-friendly synthetic approach of pure 2,5-disubstituted 3-arylideneaminoimidazolidin-4-ones is developed using water as the solvent. These new chiral arylideneaminoimidazolidin-4-one derivatives were obtained diastereoselectively in high ove
Structure-based design of inhibitors of the aspartic protease endothiapepsin by exploiting dynamic combinatorial chemistry
Mondal, Milon,Radeva, Nedyalka,Koester, Helene,Park, Ahyoung,Potamitis, Constantinos,Zervou, Maria,Klebe, Gerhard,Hirsch, Anna K. H.
supporting information, p. 3259 - 3263 (2014/04/03)
Structure-based design (SBD) can be used for the design and/or optimization of new inhibitors for a biological target. Whereas de novo SBD is rarely used, most reports on SBD are dealing with the optimization of an initial hit. Dynamic combinatorial chemistry (DCC) has emerged as a powerful strategy to identify bioactive ligands given that it enables the target to direct the synthesis of its strongest binder. We have designed a library of potential inhibitors (acylhydrazones) generated from five aldehydes and five hydrazides and used DCC to identify the best binder(s). After addition of the aspartic protease endothiapepsin, we characterized the protein-bound library member(s) by saturation-transfer difference NMR spectroscopy. Cocrystallization experiments validated the predicted binding mode of the two most potent inhibitors, thus demonstrating that the combination of de novo SBD and DCC constitutes an efficient starting point for hit identification and optimization. The dynamic duo: The combination of de novo structure-based design and dynamic combinatorial chemistry has been applied to the identification of novel acylhydrazone-based inhibitors for the aspartic protease endothiapepsin. 1H-STD-NMR spectroscopy has been used to identify the binders from the dynamic combinatorial libraries. Proposed binding modes of the most potent inhibitors have been confirmed by X-ray crystallography.
Synthesis and Antitubercular Activity of Novel Amino Acid Derivatives
Da Costa, Cristiane F.,Pinheiro, Alessandra C.,De Almeida, Mauro V.,Lourenco, Maria C.S.,De Souza, Marcus V.N.
, p. 216 - 222 (2012/04/23)
In this work, 17 new N-acylhydrazone derivatives of amino acids have been evaluated for their in vitro antibacterial activity against Mycobacterium tuberculosis H37Rv. The compounds 8b, 8e, 8f, 9a-d, and 10c exhibited an important minimum inhibitory concentration activity between 12.5 and 50μg/mL, which can be compared with that of the tuberculostatic drug d-cycloserine (20μg/mL). In this work 17 new N-acylhydrazone derivatives of amino acids have been evaluated for their in vitro antibacterial activity against Mycobacterium tuberculosis H37Rv. Eight compounds were non-cytotoxic and exhibited an important MIC activity between 12.5 and 50μg/mL, which can be compared with that of the tuberculostatic drug d-cycloserine (20μg/mL).
