124218-96-8Relevant articles and documents
Next generation Glucose-1-phosphate thymidylyltransferase (RmlA) inhibitors: An extended SAR study to direct future design
Xiao, Ganyuan,Alphey, Magnus S.,Tran, Fanny,Pirrie, Lisa,Milbeo, Pierre,Zhou, Yi,Bickel, Jasmine K.,Kempf, Oxana,Kempf, Karl,Naismith, James H.,Westwood, Nicholas J.
supporting information, (2021/11/08)
The monosaccharide L-Rhamnose is an important component of bacterial cell walls. The first step in the L-rhamnose biosynthetic pathway is catalysed by glucose-1-phosphate thymidylyltransferase (RmlA), which condenses glucose-1-phosphate (Glu-1-P) with deoxythymidine triphosphate (dTTP) to yield dTDP-D-glucose. In addition to the active site where catalysis of this reaction occurs, RmlA has an allosteric site that is important for its function. Building on previous reports, SAR studies have explored further the allosteric site, leading to the identification of very potent P. aeruginosa RmlA inhibitors. Modification at the C6-NH2 of the inhibitor's pyrimidinedione core structure was tolerated. X-ray crystallographic analysis of the complexes of P. aeruginosa RmlA with the novel analogues revealed that C6-aminoalkyl substituents can be used to position a modifiable amine just outside the allosteric pocket. This opens up the possibility of linking a siderophore to this class of inhibitor with the goal of enhancing bacterial cell wall permeability.
Synthesis and anti-HIV-1 and anti-HCMV activity of 1-substituted 3-(3,5-dimethylbenzyl)uracil derivatives
Maruyama, Tokumi,Kozai, Shigetada,Demizu, Yosuke,Witvrouw, Myriam,Pannecouque, Christophe,Balzarini, Jan,Snoecks, Robert,Andrei, Graciella,De Clercq, Erik
, p. 325 - 333 (2007/10/03)
3-(3,5-Dimethylbenzyl)uracil (3) was treated with alkyl halides in the presence of alkali to give 1-substituted congeners. Condensation of 3 with alcohols using the Mitsunobu reaction was also employed as an alternative method. The anti-HIV-1 activity of
SYNTHESIS AND X-RAY ANALYSIS OF 1-BENZYL-6-CHLOROURACIL
Ishikawa, Ichiro,Itoh, Tsuneo,Melik-Ohanjanian, Raphael G.,Takayanagi, Hiroaki,Mizuno, Yoshihisa,et al.
, p. 1641 - 1646 (2007/10/02)
1-Benzyl-6-chlorouracil (3) was prepared by benzylation of 6-chlorouracil (2) which was obtained by alkaline hydrolysis of 2,4,6-trichloropyrimidine (1).
