Synthesis and studies of catechol-containing mycobactin S and T analogs.
The syntheses of catechol-containing mycobactin S and T analogs are described. These analogs incorporate a catechol-glycine moiety in place of the phenol-oxazoline of the naturally occurring mycobactins S and T. Studies indicated that the new siderophore analogs bind iron, and promote the growth of a number of microbes, especially strains of mycobacteria, as expected.
Walz
Andrew J
AJ
Department of Chemistry & Biochemistry, 251 Nieuwland Science Hall, University of Notre Dame, Notre Dame, IN 46556, USA.
Möllmann
Ute
U
Miller
Marvin J
MJ
D000890:Anti-Infective Agents / Q000494:pharmacology; D020148:Butyric Acid / Q000737:chemistry; D002396:Catechols / Q000737:chemistry*; D002625:Chemistry, Organic / Q000379:methods; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D004353:Drug Evaluation, Preclinical; D007501:Iron / Q000737:chemistry; D008024:Ligands; D008954:Models, Biological; D008956:Models, Chemical; D009161:Mycobacterium / Q000378:metabolism; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D017262:Siderophores / Q000737:chemistry
D000890:Anti-Infective Agents; D002396:Catechols; D008024:Ligands; D010080:Oxazoles; D017262:Siderophores; C018608:mycobactins; D020148:Butyric Acid; D007501:Iron