70243-14-0Relevant articles and documents
Synthesis and antibiofilm activity of a second-generation reverse-amide oroidin library: A structure-activity relationship study
Eric Ballard,Richards, Justin J.,Wolfe, Amanda L.,Melander, Christian
experimental part, p. 10745 - 10761 (2009/12/04)
A second-generation library of 2-aminoimidazole-based derivatives incorporating a "reversed amide" (RA) motif in comparison to the marine natural product oroidin were synthesized and subsequently assayed for antibiofilm activity against the medically relevant Gram-negative proteobacteria P. aeruginosa and A. baumannii. Most notably, an in-depth activity profile is reported for the most active subclass of derivatives that bear linear aliphatic chains off the amide bond. Additionally, further structural modifications of the core template, such as removal of the amide bond or substitution with a triazole isostere, resulted in the discovery of analogues with antibiofilm activities that varied with respect to their inhibition and dispersal properties of P. aeruginosa and A. baumannii biofilms.
Synthesis and Inhibitory Activity of Difluoroketone Substrate Analogs of N-Myristoyltransferase
Neder, Karen M.,French, Stephanie A.,Miller, Stephen P. F.
, p. 9847 - 9864 (2007/10/02)
Two fluorinatednonhydrolyzable analogs of myristoyl-coenzyme A were synthesized and tested for inhibitory activity against N-myristoyltransferase (NMT).S-(2,2-Difluoro-3-oxohexadecyl)-coenzyme A (3) and S-(3,3-difluoro-2-oxopentadecyl)-coenzyme A (2) were prepared by alkylation of coenzyme A and were purified by reverse phase chromatography.Inhibition of NMT was observed with 3 and 2, with IC50's of 110 nM and 80 nM, respectively, in an in vitro assay developed in our laboratory.The known unfluorinated analog S-(2-oxopentadecyl)-coenzyme A (1) was found to have an IC50 of 7 nM.At 100 μM in D2O, 3 was 59percent hydrated and 2 was 88percent hydrated.
