108849-83-8Relevant articles and documents
Zinc-catalyzed amide cleavage and esterification of β- hydroxyethylamides
Kita, Yusuke,Nishii, Yuji,Higuchi, Takafumi,Mashima, Kazushi
supporting information; body text, p. 5723 - 5726 (2012/08/07)
Snipping tool: Zn(OTf)2 is an efficient catalyst for selective cleavage of amides bearing a β-hydroxyethyl group on the nitrogen atom. The mechanism involves an N,O-acyl rearrangement and transesterification. This new catalytic system can be applied to sequence-specific peptide bond scission at the amine side of a serine residue. Tf=trifluoromethanesulfonyl. Copyright
Concise total syntheses of variecolortides A and B through an unusual hetero-Diels-Alder reaction
Kuttruff, Christian A.,Zipse, Hendrik,Trauner, Dirk
supporting information; experimental part, p. 1402 - 1405 (2011/04/21)
A fusion of certain anthraquinones and diketopiperazines is an apt description of the variecolortides, a family of unusual fungal alkaloids. In a new, concise total synthesis of the variecolortides A and B, the natural racemates are obtained highly convergently and almost without protecting-group manipulations. The spirocyclic core is generated in a hetero-Diels-Alder reaction of a 1,4-anthraquinone with a didehydrodiketopiperazine.
Synthesis, Degradation, and Antimicrobial Properties of Targeted Macromolecular Prodrugs of Norfloxacin
Roseeuw, Eveline,Coessens, Veerle,Balazuc, Anne-Marie,Lagranderie, Micheline,Chavarot, Pierre,Pessina, Augusto,Neri, Maria Grazia,Schacht, Etienne,Marchal, Gilles,Domurado, Dominique
, p. 3435 - 3441 (2007/10/03)
Long-term antibiotic treatment is required to cure tuberculosis. Targeted antibiotics should improve the efficacy of treatment by concentrating the drugs close to the bacteria. The aim of the present study was to synthesize targeted conjugates. For this purpose, we used mannose as a homing device to direct norfloxacin into macrophages. Dextran was used as the polymer bearing both mannose and norfloxacin. Using different peptide spacer arms to link norfloxacin to dextran, we demonstrated that norfloxacin acts as an antibiotic only when it is released in its native form. Also, targeting by using mannose as a homing device is required to achieve antimycobacterial activity in vivo. Thus, norfloxacin, which is inactive against mycobacteria in its native form in vivo, can be transformed into an active drug by targeting.
