{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Jansen PAM"],"funding":["Nederlandse Brandwonden Stichting"],"pagination":["682-692"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC6760626"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["72(9)"],"pubmed_abstract":["The emergence of multidrug resistant bacteria has prioritized the development of new antibiotics. N-substituted pantothenamides, analogs of the natural compound pantetheine, were reported to target bacterial coenzyme A biosynthesis, but these compounds have never reached the clinic due to their instability in biological fluids. Plasma-stable pantothenamide analogs could overcome these issues. We first synthesized a number of bioisosteres of the prototypic pantothenamide N7-Pan. A compound with an inverted amide bond (CXP18.6-012) was found to provide plasma-stability with minimal loss of activity compared to the parent compound N7-Pan. Next, we synthesized inverted pantothenamides with a large variety of side chains. Among these we identified a number of novel stable inverted pantothenamid"],"journal":["The Journal of antibiotics"],"pubmed_title":["Stable pantothenamide bioisosteres: novel antibiotics for Gram-positive bacteria."],"pmcid":["PMC6760626"],"funding_grant_id":["WO/16.101"],"pubmed_authors":["Pennings LJ","Blaauw RH","Rutjes FPJT","Jansen PAM","Botman PNM","Cavina L","Sandrock J","Hermkens PHH","Schalkwijk J","de Heuvel E","Zeeuwen PLJM","van der Krieken DA","Raaijmakers EM"],"additional_accession":[]},"is_claimable":false,"name":"Stable pantothenamide bioisosteres: novel antibiotics for Gram-positive bacteria.","description":"The emergence of multidrug resistant bacteria has prioritized the development of new antibiotics. N-substituted pantothenamides, analogs of the natural compound pantetheine, were reported to target bacterial coenzyme A biosynthesis, but these compounds have never reached the clinic due to their instability in biological fluids. Plasma-stable pantothenamide analogs could overcome these issues. We first synthesized a number of bioisosteres of the prototypic pantothenamide N7-Pan. A compound with an inverted amide bond (CXP18.6-012) was found to provide plasma-stability with minimal loss of activity compared to the parent compound N7-Pan. Next, we synthesized inverted pantothenamides with a large variety of side chains. Among these we identified a number of novel stable inverted pantothenamid","dates":{"release":"2019-01-01T00:00:00Z","publication":"2019 Sep","modification":"2026-05-06T21:29:45.134Z","creation":"2019-10-11T07:11:00Z"},"accession":"S-EPMC6760626","cross_references":{"pubmed":["31171848"],"doi":["10.1038/s41429-019-0196-6"]}}