250281-90-4Relevant academic research and scientific papers
Synthesis and biological evaluation of triazolyl-substituted benzyloxyacetohydroxamic acids as LpxC inhibitors
Hoff, Katharina,Mielniczuk, Sebastian,Agoglitta, Oriana,Iorio, Maria Teresa,Caldara, Manlio,Bülbül, Emre F.,Melesina, Jelena,Sippl, Wolfgang,Holl, Ralph
, (2020/05/25)
The bacterial deacetylase LpxC is a promising target for the development of antibiotics selectively combating Gram-negative bacteria. To improve the biological activity of the reported benzyloxyacetohydroxamic acid 9 ((S)-N-hydroxy-2-{2-hydroxy-1-[4-(phenylethynyl)phenyl]ethoxy}acetamide), its hydroxy group was replaced by a triazole ring. Therefore, in divergent syntheses, triazole derivatives exhibiting rigid and flexible lipophilic side chains, different configurations at their stereocenter, and various substitution patterns at the triazole ring were synthesized, tested for antibacterial and LpxC inhibitory activity, and structure-activity relationships were deduced based on docking and binding energy calculations.
Chemoenzymatic synthesis of (R)- and (S)-tembamide, aegeline and denopamine by a one-pot lipase resolution protocol
Kamal, Ahmed,Shaik, Ahmad Ali,Sandbhor, Mahendra,Malik, M. Shaheer
, p. 3939 - 3944 (2007/10/03)
An efficient synthesis of optically active β-azido alcohols from their ketoazides by a one-pot reduction and an in situ lipase resolution protocol is described. The synthetic utility of this procedure has been illustrated by its application in the practic
A general synthetic route towards bastadins. Part 2: Synthesis of the western part of bastadins 4-16, and fully functionalized macrocycle of bastadin 12
Couladouros, Elias A.,Moutsos, Vassilios I.
, p. 7027 - 7030 (2007/10/03)
A general synthetic route for the construction of the western part of the macrocyclic bastadins 4-16 is presented. The western and the eastern segments were coupled using the imidazolide of the corresponding acid. The bromine at position Y2 may be added at this advanced step regiospecifically, strengthening the convergence of the presented approach. Finally, the fully functionalized α,ω-aminoacid is cyclized with EDC affording the macrocyclic ring of bastadin-12 in 72% yield (3.5% overall yield).
