title: New synthetic catecholate-type siderophores with triamine backbone.
abstract: New analogues of triscatecholate siderophores based on linear or tripodal triamines with or without spacer groups or lipophilic and hydrophilic substituents were synthesized. The catecholate moieties were prepared in OH-forms, as acetylated compounds or masked as 8-methoxycarbonyloxy-2,4-dioxo-1,3-benzoxazine derivatives. Some of the new compounds were active as siderophores tested by growth promotion assays using various gram-negative bacteria and mycobacteria under iron limitation and by CAS-assay. Structure-activity-correlations have been studied.
authors.affiliation: Hans Knöll-Institut for Natural Products Research, Jena, Germany. Heinisch@pmail.hki-jena.de
authors.forename: Lothar
authors.initials: L
authors.lastname: Heinisch
authors.forename: Peter
authors.initials: P
authors.lastname: Gebhardt
authors.forename: Renate
authors.initials: R
authors.lastname: Heidersbach
authors.forename: Rolf
authors.initials: R
authors.lastname: Reissbrodt
authors.forename: Ute
authors.initials: U
authors.lastname: Möllmann
mesh_terms: D000588:Amines / Q000737:chemistry*; D002396:Catechols / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D002455:Cell Division / Q000187:drug effects; D015394:Molecular Structure; D020613:Morganella morganii / Q000187:drug effects / Q000254:growth & development; D011550:Pseudomonas aeruginosa / Q000187:drug effects / Q000254:growth & development; D017262:Siderophores / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D000588:Amines; D002396:Catechols; D017262:Siderophores; C034221:catechol