150705-10-5Relevant articles and documents
Photoinduced Decarboxylative Radical Addition Reactions for Late Stage Functionalization of Peptide Substrates
Fernandez-Rodriguez, Patricia,Legros, Fabien,Maier, Thomas,Weber, Angelika,Méndez, María,Derdau, Volker,Hessler, Gerhard,Kurz, Michael,Villar-Garea, Ana,Ruf, Sven
supporting information, p. 782 - 787 (2021/01/21)
Photoredox chemistry has greatly stimulated the application of radical based transformations in medicinal chemistry and early drug discovery in recent years. Carboxylate groups have been identified as traceless leaving groups that can be converted into radical intermediates capable of undergoing 1,4-conjugate addition reactions to Michael acceptors. Herein, we show the successful C-terminal derivatization of small peptide substrates by using this methodology in a parallel synthesis setting. Finally, we outline a general strategy for the γ-homologation of several drugs derived from α-amino acids in a late stage functionalization (LSF) approach.
Efficient cesium carbonate promoted N-alkylations of aromatic cyclic imides under microwave irradiation
Escudero, Mercedes Isasmendi,Kremenchuzky, Lautaro D.,Perillo, Isabel A.,Cerecetto, Hugo,Blanco, Maria M.
experimental part, p. 571 - 576 (2011/04/15)
We present here an efficient and simple method for the N-alkylation of aromatic cyclic imides employing cesium carbonate as the base in anhydrous N,N-dimethylformamide at low temperatures (20-70 °C). The employment of microwave irradiation presents noteworthy advantages over conventional heating. The method is compatible with base labile functional groups. Georg Thieme Verlag Stuttgart - New York.
Design, synthesis and biological evaluation of new oligopyrrole carboxamides linked with tricyclic DNA-intercalators as potential DNA ligands or topoisomerase inhibitors
David-Cordonnier, Marie-Helene,Hildebrand, Marie-Paule,Baldeyrou, Brigitte,Lansiaux, Amelie,Keuser, Christoph,Benzschawel, Kerstin,Lemster, Thomas,Pindur, Ulf
, p. 752 - 771 (2008/02/13)
In the context of the design and synthesis of minor groove binding and intercalating DNA ligands some new oligopyrrole carboxamides were synthesized. These hybrid molecules (combilexins) possess a variable and conformatively flexible spacer at the N-terminal end. As intercalating tricyclic systems acridone, acridine, anthraquinones and in a special case iminostilbene terminate the N-terminal end of the pyrrole chain. The cytotoxicity was examined by the NCI antitumor screening, furthermore, biophysical as well as biochemical studies were performed in order to get some information about the DNA binding properties and topoisomerase inhibition effect of this new series of molecules.
